WO2011002802A2 - Omega-3 fatty acid enriched baked foods and bar compositions - Google Patents

Omega-3 fatty acid enriched baked foods and bar compositions Download PDF

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Publication number
WO2011002802A2
WO2011002802A2 PCT/US2010/040462 US2010040462W WO2011002802A2 WO 2011002802 A2 WO2011002802 A2 WO 2011002802A2 US 2010040462 W US2010040462 W US 2010040462W WO 2011002802 A2 WO2011002802 A2 WO 2011002802A2
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WO
WIPO (PCT)
Prior art keywords
acid
soybean oil
sda
composition
baked
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US2010/040462
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French (fr)
Other versions
WO2011002802A3 (en
Inventor
Seok Lee
David Welsby
Beata E. Lambach
Jennifer White
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Solae LLC
Original Assignee
Solae LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to CN201080029948XA priority Critical patent/CN102469825A/en
Application filed by Solae LLC filed Critical Solae LLC
Priority to MX2011013447A priority patent/MX2011013447A/en
Priority to BRPI1009593-4A priority patent/BRPI1009593A2/en
Priority to CA2760990A priority patent/CA2760990A1/en
Priority to US13/381,415 priority patent/US20120107478A1/en
Priority to AU2010266458A priority patent/AU2010266458A1/en
Priority to EP10794658.4A priority patent/EP2448431A4/en
Priority to JP2012518583A priority patent/JP2012531914A/en
Publication of WO2011002802A2 publication Critical patent/WO2011002802A2/en
Publication of WO2011002802A3 publication Critical patent/WO2011002802A3/en
Priority to IL215828A priority patent/IL215828A0/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT OF FLOUR OR DOUGH FOR BAKING, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS
    • A21D2/00Treatment of flour or dough by adding materials thereto before or during baking
    • A21D2/08Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
    • A21D2/14Organic oxygen compounds
    • A21D2/16Fatty acid esters
    • A21D2/165Triglycerides
    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT OF FLOUR OR DOUGH FOR BAKING, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS
    • A21D13/00Finished or partly finished bakery products
    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT OF FLOUR OR DOUGH FOR BAKING, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS
    • A21D2/00Treatment of flour or dough by adding materials thereto before or during baking
    • A21D2/08Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
    • A21D2/30Organic phosphorus compounds
    • A21D2/32Phosphatides
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/115Fatty acids or derivatives thereof; Fats or oils
    • A23L33/12Fatty acids or derivatives thereof
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L7/00Cereal-derived products; Malt products; Preparation or treatment thereof
    • A23L7/10Cereal-derived products
    • A23L7/117Flakes or other shapes of ready-to-eat type; Semi-finished or partly-finished products therefor

Definitions

  • the present invention generally relates to baked foods and bar
  • compositions with a quantity of polyunsaturated fatty acids and the method of making such compositions. More specifically, the invention is to baked food compositions and bar compositions that comprise a quantity of stearidonic acid (SDA) enriched soybean oil and methods of making the compositions.
  • SDA stearidonic acid
  • the baked food compositions and bar compositions possess improved nutritional qualities through the use of SDA enriched soybean oil to produce baked food compositions and bar compositions with a quantity of omega-3 polyunsaturated fatty acids (n-3 PUFAs).
  • n-3 PUFAs such as eicosapentaenoic acid (EPA; 20:5, n-3) and docosahexaenoic acid (DHA; 22:6, n-3) decreases cardiovascular death by positively impacting a number of markers, such as decreasing plasma triglycerides and blood pressure, and reducing platelet aggregation and inflammation.
  • n-3 PUFAs, including n-3 LCPUFAs are derived from plant or marine sources. Marine oils, found in fatty fish, are an important dietary source of the n-3 PUFAs, such as EPA and DHA.
  • fatty fish may be the best source of these omega-3 acids, many individuals do not like the taste of such seafood, do not have ready access to such seafood, or cannot afford such seafood.
  • One solution is to supplement the diet with cod liver oil or fish oil capsules, but many people find the large capsules (ca. 1g each) difficult to consume, and so this solution has limited compliance.
  • Another solution is to add n-3 PUFAs rich fish oils directly to foods, cereal products, baked foods, and bar compositions. [0003]
  • a challenge with the latter approach is to provide the benefits of n-3 PUFAs without imparting any offending fish flavors or fish odors, which develop as a
  • compositions may be found in the marketplace that include a quantity of n-3 PUFAs derived from flax, used either as full-fat flour or as oil, both providing ⁇ -linolenic acid (ALA; 18:3 n-3), marine-based sources, such as fish oil, or from land-based algal sources produced by fermentation, typically DHA in this case.
  • ALA ⁇ -linolenic acid
  • marine-based sources such as fish oil
  • DHA land-based algal sources produced by fermentation
  • n-3 PUFAs found in the marine or algal-derived sources produce highly undesirable fishy or painty off-flavors and odors when developing/processing/storing the baked food compositions and bar compositions. Therefore, there is a need for baked food compositions and bar compositions that include a physiologically significant quantity of n-3 PUFAs, that when included with baked food compositions and bar compositions that are then prepared and baked normally and do not produce fishy or other unacceptable flavors or odors in the final products.
  • n-3 PUFAs plant derived food products or supplements that contain n-3 PUFAs.
  • These plant derived n-3 PUFAs often consist of ⁇ -linolenic acid (ALA; 18:3, n-3).
  • ALA is susceptible to oxidation which results in painty off-odors.
  • bioconversion of ALA to n-3 LCPUFAs (specifically EPA) is relatively inefficient.
  • EPA EPA
  • n-3 PUFAs that are readily metabolized to n-3 LCPUFAs and the resultant baked food compositions and bar compositions.
  • ALA plant derived n-3 PUFAs
  • the present invention is to baked food compositions and bar compositions that include a quantity of SDA enriched soybean oil.
  • SDA enriched soybean oil contains n-3 PUFAs that when incorporated into baked food compositions and bar compositions, provides a clean flavor, longer shelf life stability, minimal oxidation, stability when exposed to extreme processing conditions, and enhanced nutritional qualities when compared to other sources of n-3 PUFAs.
  • the baked food compositions and bar compositions with the SDA enriched soybean oil possess similar taste, mouthfeel, odor, flavor, and sensory characteristics when compared to products made from conventional oils, such as soybean oil, but with increased nutritional values.
  • the baked food compositions and bar compositions may include an amount of a stabilizing agent such as lecithin.
  • a stabilizing agent such as lecithin.
  • Other stabilizing agents such as other phospholipids or antioxidants, can be combined with the SDA enriched soybean oil for incorporation into the baked food compositions and bar compositions.
  • the incorporation of the stabilizing agents produces baked food compositions and bar compositions that possess similar taste, mouthfeel, odor, flavor, and sensory
  • the baked food compositions and bar compositions may include a quantity of protein such as soy protein, pea protein, milk protein, and combinations thereof. While these specific proteins are mentioned any protein that is known in the art for use in baked food compositions and bar compositions can be used.
  • the present invention is also directed to a method of using SDA enriched soybean oil and a stabilizing agent to produce baked food compositions and bar compositions that have enhanced nutritional qualities but similar taste, mouthfeel, odor, flavor, and sensory properties when compared to typical baked food compositions and bar compositions.
  • the current invention demonstrates processes, compositions, end products, and methods of using SDA enriched soybean oil for baked food compositions and bar compositions that possess certain nutritional and beneficial qualities for a consumer and have enhanced storage and shelf stability. But the baked food compositions and bar compositions also have similar taste, mouthfeel, odor, and flavor as that formed in typical baked food compositions and bar compositions desired by consumers.
  • FIG. 1 graphically illustrates the sensory profiling of apple cinnamon baked bars flavor differences based on Soybean Oil and SDA Oil at Time 0.
  • the black dashed line marks the Recognition Threshold Level.
  • FIG. 2 illustrates the sensory profiling of apple cinnamon baked bars texture differences based on Soybean Oil and SDA Oil at Time 0.
  • FIG. 3 graphically illustrates the sensory profiling of apple cinnamon baked bars flavor differences based on Soybean Oil and SDA Oil at 6 Months.
  • the black dashed line marks the Recognition Threshold Level.
  • FIG. 4 illustrates the sensory profiling of apple cinnamon baked bars texture differences based on Soybean Oil and SDA Oil at 6 Months.
  • FIG. 5 summarizes consumer acceptance ratings for apple cinnamon baked bars at 3 Months stored at 25°C prepared with Soybean Oil and SDA Oil.
  • FIG. 6 summarizes consumer acceptance ratings for apple cinnamon baked bars at 3 Months stored at 37°C prepared with Soybean Oil and SDA Oil.
  • FIG. 7 summarizes consumer acceptance ratings for apple cinnamon baked bars at 6 Months stored at 25°C prepared with Soybean Oil and SDA Oil.
  • FIG. 8 graphically illustrates the sensory profiling of plain bagels flavor differences based on Soybean Oil and SDA Oil at 6 Months.
  • the black dashed line marks the Recognition Threshold Level.
  • FIG. 9 illustrates the sensory profiling of plain bagels texture differences based on Soybean Oil and SDA Oil at 6 Months.
  • FIG. 10 summarizes consumer acceptance ratings for plain bagels prepared with Soybean Oil and SDA Oil.
  • the present invention relates to a method of using SDA enriched soybean oil, processes for producing baked food compositions and bar compositions, and the resultant baked food compositions and bar compositions that have an increased nutritional value for consumers to improve their health. Further, the invention is to baked food compositions and bar compositions with increased nutritional values that include a quantity of n-3 PUFA but retain the mouthfeel, flavor, odor, and other sensory characteristics of typical baked food compositions and bar compositions that consumers desire.
  • n-3 PUFAs and especially n-3 LC-PUFAs in baked food compositions and bar compositions are typically limited by their lack of oxidative stability. Because of the harsh processing conditions for baked food compositions and bar compositions (elevated temperatures, often in forced convection ovens), n-3 PUFAs are readily oxidized and produce off flavors in the finished baked food compositions and bar compositions. By using a type of n-3 PUFAs that is oxidatively stable during mixing, processing, and packaging phases and during storage, transport, and shelf life baked food compositions and bar compositions are produced that not only retain the mouthfeel, flavor, odor, and other sensory characteristics typical baked food
  • compositions and bar compositions posses but also has increased nutritional value.
  • One aspect of the present invention is baked food compositions and bar compositions that comprise an amount of n-3 PUFAs.
  • the n-3 PUFAs are incorporated into the baked food compositions and bar compositions through the use of SDA enriched soybean oil.
  • the SDA enriched soybean oil is obtained from soybeans that are engineered to produce high levels of SDA, such as those described in WO2008/085840 and WO2008/085841.
  • the soybeans can be processed according to the extraction method consistent with those methods described in US Patent Application 2006/0111578 and 2006/0111254.
  • oil obtained from other plant sources with elevated SDA such as but not limited to Echium spp. and blackcurrant oil can be used.
  • soy flour can be used that is enriched with SDA, either from SDA enriched soybeans or through other processes known in the industry.
  • SDA enriched soy flour is produced according to typical processes known in the industry, with the SDA enriched soy flour used to replace current soy flour or other baking flours and ingredients during the production of the baked food compositions and bar compositions.
  • the resultant products are baked food compositions and bar compositions with the desired nutritional characteristics that retain the mouthfeel, flavor, odor, and other sensory characteristics of typical baked food compositions and bar compositions.
  • the baked food compositions and bar compositions may further include a phospholipid to stabilize the oxidizable material and thus reduce its oxidation.
  • a phospholipid comprises a backbone, a negatively charged phosphate group attached to an alcohol, and at least one fatty acid.
  • Phospholipids having a glycerol backbone comprise two fatty acids and are termed glycerophospholipids.
  • Examples of a glycerophospholipid include phosphatidylcholine,
  • Phospholipids having a sphingosine backbone are called sphingomyelins.
  • the fatty acids attached via ester bonds to the backbone of a phospholipid tend to be 12 to 22 carbons in length, and some may be unsaturated.
  • phospholipids may contain oleic acid (18:1 ), linolenic acid (18:2, n-6), and alpha-linolenic acid (18:3, n-3).
  • the two fatty acids of a phospholipid may be the same or they may be different; e.g., dipalmitoylphosphatidylcholine, 1 -stearyoyl-2- myristoylphosphatidylcholine, or 1 -palmitoyl-2-linoleoylethanolamine.
  • the phospholipid may be a single purified phospholipid, such as distearoylphosphatidylcholine.
  • the phospholipid may be mixture of purified phospholipids, such as a mix of phosphatidylcholines.
  • the phospholipid may be a mixture of different types of purified phospholipids, such as a mix of phosphatidylcholines and phosphatidylinositols or a mixture of phosphatidylcholines and phosphatidylethanolamines.
  • the phospholipid may be a complex mix of phospholipids, such as a lecithin. Lecithin is found in nearly every living organism.
  • lecithin is a complex mixture of phospholipids, glycolipids, triglycerides, sterols and small quantities of fatty acids, carbohydrates and sphingolipids. Soy lecithin is rich in
  • Lecithin may be de-oiled and treated such that it is an essentially pure mixture of phospholipids. Lecithin may be modified to make the phospholipids more water-soluble. Modifications include hydroxylation, acetylation, and enzyme treatment, in which one of the fatty acids is removed by a phospholipase enzyme and replaced with a hydroxyl group. In another embodiment the lecithin could be produced as a byproduct of the oil production from the SDA enriched soybeans, thus producing a product with a portion of the lecithin to be used with the SDA enriched soybean oil.
  • the phospholipid may be a soy lecithin produced under the trade name SOLEC ® by Solae, LLC (St. Louis, MO).
  • the soy lecithin may be SOLEC ® F in a dry, de-oiled, non-enzyme modified preparation containing about 97% phospholipids.
  • the soy lecithin may be SOLEC ® 8160, a dry, de- oiled, enzyme modified preparation containing about 97% phospholipids.
  • the soy lecithin may be SOLEC ® 8120, a dry, de-oiled, hydroxylated preparation containing about 97% phospholipids.
  • the soy lecithin may be SOLEC ® 8140, a dry, de-oiled, heat resistant preparation containing about 97% phospholipids.
  • the soy lecithin may be SOLEC ® R, a dry, de-oiled preparation in granular form containing about 97%
  • the ratio of the phospholipid to the SDA enriched soybean oil will vary depending upon the nature of the SDA enriched soybean oil and the phospholipid preparation.
  • the concentration of phospholipid will be of a sufficient amount to prevent the oxidation of the SDA enriched soybean oil.
  • the concentration of the phospholipid will generally range from less than 0.1 % to about 65% by weight of the SDA enriched soybean oil. In one embodiment, the concentration of the phospholipid may range from about 2% to about 50% by weight of the SDA enriched soybean oil. In another embodiment, the concentration of the phospholipid may range from about 2% to about 10% by weight of the SDA enriched soybean oil.
  • the concentration of the phospholipid may range from about 10% to about 20% by weight of the SDA enriched soybean oil. In yet another embodiment, the concentration of the phospholipid may range from about 20% to about 30% by weight of the oxidizable material. In still another embodiment, the concentration of the phospholipid may range from about 30% to about 40% by weight of the SDA enriched soybean oil. In another alternative embodiment, the concentration of the phospholipid may range from about 40% to about 50% by weight of the SDA enriched soybean oil. In another embodiment, the concentration of the phospholipid may range from about 15% to about 35% by weight of the SDA enriched soybean oil. In another embodiment, the concentration of the phospholipid may range from about 25% to about 30% by weight of the SDA enriched soybean oil.
  • the baked food compositions and bar compositions may comprise at least one additional antioxidant that is not a phospholipid or a lecithin.
  • the additional antioxidant may further stabilize the SDA enriched soybean oil.
  • the antioxidant may be natural or synthetic. Suitable antioxidants include, but are not limited to, ascorbic acid and its salts, ascorbyl palmitate, ascorbyl stearate, anoxomer, N-acetylcysteine, benzyl isothiocyanate, o-, m- or p-amino benzoic acid (o is anthranilic acid, p is PABA), butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), caffeic acid, canthaxantin, alpha-carotene, beta-carotene, beta-apo-carotenoic acid, carnosol, carvacrol, cetyl gallate, chlorogenic acid, citric acid and its salts, clove extract, coffee bean
  • NDGA nordihydroguaiaretic acid
  • octyl gallate oxalic acid
  • palmityl citrate octyl citrate
  • Preferred antioxidants include tocopherols, ascorbyl palmitate, ascorbic acid, and rosemary extract.
  • concentration of the additional antioxidant or combination of antioxidants may range from about 0.001 % to about 5% by weight, and preferably from about 0.01 % to about 1 % by weight.
  • the baked food compositions and bar compositions may include a quantity of protein such as soy protein, pea protein, milk protein, and combinations thereof. While these specific proteins are mentioned any protein that is known in the art for use in baked food compositions and bar compositions can be used.
  • n-3 PUFAs enriched baked food compositions and bar compositions is accomplished by replacing an amount of typical soybean oil used in baked food applications and bar applications with the SDA enriched soybean oil.
  • SDA enriched soybean oil can either replace part of or all of the existing fats in an application or can be added additionally to those products that are naturally, or formulated to be low in fat.
  • the SDA enriched soybean oil will replace all the fat and/or soybean oil used to produce the desired baked food compositions and bar compositions.
  • the SDA enriched soybean oil will replace an amount of the fat and/or soybean oil used in the baked food compositions and bar compositions to produce end products that contain a sufficient amount of n-3 PUFAs as recommended by the industry.
  • the baked food compositions and bar compositions are generally formed dependent on the desired end product.
  • the baked food compositions and bar compositions are produced according to standard industry recipes except the fat and/or oil ingredient typically used is partially or totally replaced with the SDA enriched soybean oil.
  • the amount of SDA enriched soybean oil used will vary from 1 % to 100% of the original amount of fat and/or oil included in the formula and is dependent on the end product and the nutritional value or amount of n-3 PUFAs desired in the end product.
  • 5% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil.
  • 10% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil.
  • 25% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil.
  • 50% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil.
  • 75% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil.
  • 90% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil.
  • 95% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil.
  • 100% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil.
  • an amount of a stabilizing agent such as a sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite
  • the phospholipid is added to the baked food composition dough and/or bar composition dough.
  • the phospholipid is a lecithin and is combined with the SDA enriched soybean oil
  • the concentration of the lecithin in the baked food compositions and bar compositions is from less than 0.1 % to about 65% by weight of the SDA enriched soybean oil, and more typically, from about 15% to about 35% by weight of the SDA enriched soybean oil.
  • the concentration of the lecithin in the baked food compositions and bar compositions is from about 25% to about 30% by weight of the SDA enriched soybean oil.
  • an amount of SDA enriched soybean oil can be added in addition to the fat or oil typically used in the baked food compositions and bar compositions.
  • a quantity of protein is added to the baked food
  • the protein can be any protein known to work in baked food compositions and bar compositions including but not limited to soy protein, pea protein, milk protein, and combinations thereof.
  • Soy proteins that can be incorporated into the baked food compositions and bar compositions include soy protein isolate, soy protein concentrate, soy flour, and combinations thereof.
  • a further aspect of the present invention are baked food and bar compositions and bar compositions with n-3 PUFAs incorporated and increased nutritional values, which retain the mouthfeel, flavor, odor, and other sensory characteristics of typical baked food and bar compositions.
  • the baked food and bar compositions will vary depending on the desired end product but can include and are not limited to cereal- based products, sheet and cut bars, extruded bars, and baked bars.
  • Non-limiting examples of baked food and bar compositions include breakfast cereals, breads, cakes, pies, rolls, cookies, crackers, tortillas, pastries, frozen doughs, par baked doughs, granola bars (baked or extruded), nutrition bars, and energy bars.
  • N-3 PUFAs refers to omega-3 polyunsaturated fatty acids and includes omega-3 long chain polyunsaturated fatty acids and n-3 LCPUFAs.
  • milk refers to animal milk, plant milk, and nut milk.
  • Animal milk is a white fluid secreted by the mammary glands of female mammals consisting of minute globules of fat suspended in a solution of casein, albumin, milk sugar, and inorganic salts.
  • Animal milk includes but is not limited to milk from cows, goats, sheep, donkeys, camels, camelids, yaks, water buffalos.
  • Plant milk is a juice or sap found in certain plants and includes but is not limited to milk derived from soy, and other vegetables.
  • Nut milk is an emulsion made by bruising seeds and mixing with a liquid, typically water. Nuts that can be used for milk include but are not limited to almonds and cashews.
  • milk protein refers to any protein contained in milk as defined above, including any fractions extracted from the milk by any means known in the art. Milk protein further includes any combinations of milk proteins.
  • stearidonic acid enriched soybean oil refers to soybean oil that has been enriched with stearidonic acid.
  • the following example relates to a method for making a wheat bread composition that contains a quantity of SDA enriched soybean oil.
  • results were a wheat bread composition that has an increased amount of n-3 PUFAs, but retains the taste, structure, aroma, and mouthfeel of typical wheat bread products currently on the market.
  • the following example relates to a method for making a cracker that contains a quantity of SDA enriched soybean oil.
  • the mixture is mixed for an extended period of time, 10 to 15 minutes;
  • the dough is allowed to set and relax for 30 minutes at room temperature;
  • the round dough pieces are next pressed by hand into discs approximately 12.7 mm (0.5 inch) thick; G.
  • the dough discs are processed through a sheeting machine with a gap 1 setting at 4.5.
  • the dough pieces are then folded into thirds with the edges trimmed;
  • the dough pieces are next rotated 90 degrees, slightly dusted with flour, and passed through the sheeting machine gap 2 with the gap setting at 1.5 to 1.75;
  • the dough is cut into the desired shape and each piece is pierced with a fork so the crackers will be crispy when finished;
  • the dough pieces are baked at 232°C (450 0 F) for 6 minutes, removed from the oven, cooled and placed in a sealed plastic bag.
  • the following example relates to a method for making a baked bar that contains a quantity of SDA enriched soybean oil.
  • the baked bar was made according to the following process.
  • Table 3 is the list of ingredients and the amount used including percentage by weight and kilograms.
  • Oil, lecithin, sugar (2/3 portion) and salt were added to a Hobart mixer, and mixed at low speed for 3 minutes;
  • step B The mixture from step B and honey were added to the mixture from step A, and mixed at high speed for 2 minutes in a Hobart mixer;
  • step D Rolled oats, wheat flour, baking powder and baking soda were added to the mixture from step C, and mixed at high speed for 4 minutes in a Hobart mixer;
  • the results were a baked bar composition that had an increased amount of n- 3 PUFAs, but retains the taste, structure, aroma, and mouthfeel of baked bar products currently on the market.
  • the product delivered a substantial amount of omega-3, 449 mg SDA per 37 g serving against the target of 375 mg SDA per serving.
  • panelists All the panelists were trained in the Sensory SpectrumTM Descriptive Profiling method.
  • the panelists evaluated the samples for 25 flavor attributes and 24 texture attributes.
  • vanilla Extract The aromatics associated with vanilla, including Vanilla Extract, Vanillin
  • All-purpose flour paste which may include all types of grain and different cream of wheat, whole wheat stages of heating. May include wheat, whole wheat, pasta
  • Apple Complex The general category used to describe the total apple
  • Nutty The aromatics associated with a nutty/woody flavor; Most tree nuts: pecans, also a characteristic of walnuts and other nuts. almonds, hazelnuts, walnuts, Includes hulls/skins of nuts and benzaldehyde. (E,Z)-2,4 Heptenal,
  • Rate of Breakdown The amount of product that has broken down at the point 0.0 100% of product remaining of bolus. 2.5 83%
  • Toothpull The increase in force required to separate teeth due to the 1.0 American cheese
  • FIG. 1 and FIG. 2 Springiness, and Moisture Absorption (FIG. 1 and FIG. 2).
  • the Fishy/Pondy Complex and Fishy aromatics were below the recognition threshold (2.0); therefore normal consumers would not be able to detect these aromatics in the sample.
  • Table 8 Mean Scores for Flavor Attributes.
  • % score is the percentage of times the attribute was perceived, and the score is reported as an average value of the detectors.
  • Hedonic scale ranged from 1 being dislike extremely to 9 being like extremely and was used for Overall Liking, Appearance Liking, Color Liking, Flavor Liking, Mouthfeel Liking,
  • the following example relates to a method for making a plain bagel that contains an amount of SDA enriched soybean oil.
  • the speed was then changed to #2 with a 12 minute mixing time, the bagel dough was stiff and slightly tacky.
  • the temperature of the dough was 26 0 C- 27 0 C (8O 0 F -82 0 F) after mixing;
  • the bagel was first shaped into a ball by rolling the piece of dough on a dampened counter with the palm of the hand. Then the ball was rolled out to make 20.3-25.4cm (8-10")roll and the ends squeezed together to form the bagel shape, which was then placed on a cornmeal-coated tray;
  • the proof box was set at a wet bulb temperature of 35.6 0 C (96 0 F) and a dry bulb temperature of 33.3 0 C (92 0 F);
  • Bagels were baked at 232 0 C (45O 0 F) for 15 minutes after which they were cooled for 30 minutes on a bread rack. Approximately 60 bagels were produced per batch with an average bake weight of 72 g.
  • Table 13 Mean Scores for Flavor Attributes.
  • the attributes above threshold are bold.
  • the attributes significant at 90% Confidence are italicized.
  • % score is the percentage of times the attribute was perceived, and the score is reported as an average value of the detectors.
  • bagel likers prescreened as bagel likers.
  • the consumers used a 9-point Hedonic acceptance scale.
  • the Hedonic scale ranged from 1 being dislike extremely and 9 being like extremely and was used for Overall Liking, Color Liking, Flavor Liking, Mouthfeel Liking, Texture
  • the following example relates to a method of making an extruded type bar that contains an amount of SDA enriched soybean oil.
  • Table 15 provides detailed amounts of the ingredients.
  • the chocolate compound was heated in the microwave for approximately 90 seconds to melt it before coating the bars.
  • the bars were allowed to rest for 15 minutes after being coated with the chocolate compound before they were packaged.
  • This chocolate extruded bar formulation will deliver approximately 375mg SDA per 5Og serving size of chocolate bar against the target of 375 mg SDA per serving.
  • Soy Protein Isolate 18.80 188.00 18.80 188.00
  • Soybean oil 4.00 40.00 0.00 0.00
  • the following example relates to a method of making a sheet and cut type bar that contains an amount of SDA enriched soybean oil.
  • the chocolate compound was heated in the microwave for approximately 90 seconds to melt it before coating the bars.
  • the bars were allowed to rest for 15 minutes after being coated with the chocolate compound before they were packaged.
  • the mixture is turned out onto the prepared baking dish, and pressed down to distribute the mixture evenly in the baking dish,
  • the pressed mixture is baked at 149°C for 25 minutes;

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Abstract

The present invention relates to compositions and methods for producing baked food compositions and bar compositions with a quantity of long chain fatty acids. Specifically, the baked food compositions and bar compositions comprise a quantity of stearidonic acid (SDA) enriched soybean oil that imparts improved nutritional quality with an amount of long chain fatty acids, but retains the mouthfeel, flavor, odor, and other sensory characteristics associated with typical baked food compositions and bar compositions.

Description

OMEGA-3 FATTY ACID ENRICHED BAKED FOODS AND BAR
COMPOSITIONS
FIELD OF THE INVENTION
[0001] The present invention generally relates to baked foods and bar
compositions with a quantity of polyunsaturated fatty acids and the method of making such compositions. More specifically, the invention is to baked food compositions and bar compositions that comprise a quantity of stearidonic acid (SDA) enriched soybean oil and methods of making the compositions. The baked food compositions and bar compositions possess improved nutritional qualities through the use of SDA enriched soybean oil to produce baked food compositions and bar compositions with a quantity of omega-3 polyunsaturated fatty acids (n-3 PUFAs).
BACKGROUND OF THE INVENTION
[0002] Recent dietary studies have suggested that certain types of fats are beneficial to body functions and improved health. The use of dietary fats is associated with a variety of therapeutic and preventative health benefits. Current research has
demonstrated that the consumption of foods rich in n-3 PUFAs and especially omega-3 long chain polyunsaturated fatty acids (n-3 LCPUFAs), such as eicosapentaenoic acid (EPA; 20:5, n-3) and docosahexaenoic acid (DHA; 22:6, n-3) decreases cardiovascular death by positively impacting a number of markers, such as decreasing plasma triglycerides and blood pressure, and reducing platelet aggregation and inflammation. Typically, n-3 PUFAs, including n-3 LCPUFAs are derived from plant or marine sources. Marine oils, found in fatty fish, are an important dietary source of the n-3 PUFAs, such as EPA and DHA. While fatty fish may be the best source of these omega-3 acids, many individuals do not like the taste of such seafood, do not have ready access to such seafood, or cannot afford such seafood. One solution is to supplement the diet with cod liver oil or fish oil capsules, but many people find the large capsules (ca. 1g each) difficult to consume, and so this solution has limited compliance. Another solution is to add n-3 PUFAs rich fish oils directly to foods, cereal products, baked foods, and bar compositions. [0003] A challenge with the latter approach is to provide the benefits of n-3 PUFAs without imparting any offending fish flavors or fish odors, which develop as a
consequence of lipid oxidation. Currently, baked food compositions and bar
compositions may be found in the marketplace that include a quantity of n-3 PUFAs derived from flax, used either as full-fat flour or as oil, both providing α-linolenic acid (ALA; 18:3 n-3), marine-based sources, such as fish oil, or from land-based algal sources produced by fermentation, typically DHA in this case. These ingredients contribute a significant quantity of n-3 PUFAs, but these sources of n-3 PUFAs produce unpleasant off flavors (flax oil), or are typically unstable and are especially susceptible to rapid oxidation. Consequently, in current products containing n-3 PUFAs from these sources, the levels of inclusion are very low and generally insufficient to have the desired health impact found at higher dietary levels of use. Because of the generally high temperature and other extreme processing conditions the baked food compositions and bar compostions must endure, the unstable n-3 PUFAs found in the marine or algal-derived sources produce highly undesirable fishy or painty off-flavors and odors when developing/processing/storing the baked food compositions and bar compositions. Therefore, there is a need for baked food compositions and bar compositions that include a physiologically significant quantity of n-3 PUFAs, that when included with baked food compositions and bar compositions that are then prepared and baked normally and do not produce fishy or other unacceptable flavors or odors in the final products.
[0004] Additionally, it is possible to consume certain plant derived food products or supplements that contain n-3 PUFAs. These plant derived n-3 PUFAs often consist of α-linolenic acid (ALA; 18:3, n-3). ALA is susceptible to oxidation which results in painty off-odors. Moreover, the bioconversion of ALA to n-3 LCPUFAs (specifically EPA) is relatively inefficient. Thus, there is a need for forms of n-3 PUFAs that provide the benefits of ready conversion to n-3 LCPUFAs, as well as good oxidative stability in foods. Additionally, there is a need for a process that includes a quantity of stable n-3 PUFAs that are readily metabolized to n-3 LCPUFAs and the resultant baked food compositions and bar compositions. As previously stated, the plant derived n-3 PUFAs (ALA) are also susceptible to oxidization and can impart offensive painty odors and tastes when exposed to extreme processing steps and the processing environment. Therefore, there is a need for processes and resultant baked food compositions and bar compositions, such as cereal-based baked foods, granola bars, sheet and cut bars, and extruded bars that include a quantity of n-3 PUFAs, are stable and do not impart fishy or painty odors or tastes due to oxidation of the n-3-PUFAs during the processing steps, while being transported, and/or stored before consumption.
SUMMARY OF THE INVENTION
[0005] The present invention is to baked food compositions and bar compositions that include a quantity of SDA enriched soybean oil. The SDA enriched soybean oil contains n-3 PUFAs that when incorporated into baked food compositions and bar compositions, provides a clean flavor, longer shelf life stability, minimal oxidation, stability when exposed to extreme processing conditions, and enhanced nutritional qualities when compared to other sources of n-3 PUFAs. Further, the baked food compositions and bar compositions with the SDA enriched soybean oil possess similar taste, mouthfeel, odor, flavor, and sensory characteristics when compared to products made from conventional oils, such as soybean oil, but with increased nutritional values.
[0006] Additionally, the baked food compositions and bar compositions may include an amount of a stabilizing agent such as lecithin. Other stabilizing agents, such as other phospholipids or antioxidants, can be combined with the SDA enriched soybean oil for incorporation into the baked food compositions and bar compositions. The incorporation of the stabilizing agents produces baked food compositions and bar compositions that possess similar taste, mouthfeel, odor, flavor, and sensory
characteristics when compared to products made from conventional oils, such as soybean oil, but with increased nutritional values, and further has enhanced storage and shelf stability.
[0007] Further, the baked food compositions and bar compositions may include a quantity of protein such as soy protein, pea protein, milk protein, and combinations thereof. While these specific proteins are mentioned any protein that is known in the art for use in baked food compositions and bar compositions can be used. [0008] The present invention is also directed to a method of using SDA enriched soybean oil and a stabilizing agent to produce baked food compositions and bar compositions that have enhanced nutritional qualities but similar taste, mouthfeel, odor, flavor, and sensory properties when compared to typical baked food compositions and bar compositions.
[0009] The current invention demonstrates processes, compositions, end products, and methods of using SDA enriched soybean oil for baked food compositions and bar compositions that possess certain nutritional and beneficial qualities for a consumer and have enhanced storage and shelf stability. But the baked food compositions and bar compositions also have similar taste, mouthfeel, odor, and flavor as that formed in typical baked food compositions and bar compositions desired by consumers.
DESCRIPTION OF THE FIGURES
[0010] FIG. 1 graphically illustrates the sensory profiling of apple cinnamon baked bars flavor differences based on Soybean Oil and SDA Oil at Time 0. The black dashed line marks the Recognition Threshold Level.
[0011] FIG. 2 illustrates the sensory profiling of apple cinnamon baked bars texture differences based on Soybean Oil and SDA Oil at Time 0.
[0012] FIG. 3 graphically illustrates the sensory profiling of apple cinnamon baked bars flavor differences based on Soybean Oil and SDA Oil at 6 Months. The black dashed line marks the Recognition Threshold Level.
[0013] FIG. 4 illustrates the sensory profiling of apple cinnamon baked bars texture differences based on Soybean Oil and SDA Oil at 6 Months.
[0014] FIG. 5 summarizes consumer acceptance ratings for apple cinnamon baked bars at 3 Months stored at 25°C prepared with Soybean Oil and SDA Oil.
[0015] FIG. 6 summarizes consumer acceptance ratings for apple cinnamon baked bars at 3 Months stored at 37°C prepared with Soybean Oil and SDA Oil.
[0016] FIG. 7 summarizes consumer acceptance ratings for apple cinnamon baked bars at 6 Months stored at 25°C prepared with Soybean Oil and SDA Oil.
[0017] FIG. 8 graphically illustrates the sensory profiling of plain bagels flavor differences based on Soybean Oil and SDA Oil at 6 Months. The black dashed line marks the Recognition Threshold Level. [0018] FIG. 9 illustrates the sensory profiling of plain bagels texture differences based on Soybean Oil and SDA Oil at 6 Months.
19] FIG. 10 summarizes consumer acceptance ratings for plain bagels prepared with Soybean Oil and SDA Oil.
DETAILED DESCRIPTION OF THE INVENTION
[0020] The present invention relates to a method of using SDA enriched soybean oil, processes for producing baked food compositions and bar compositions, and the resultant baked food compositions and bar compositions that have an increased nutritional value for consumers to improve their health. Further, the invention is to baked food compositions and bar compositions with increased nutritional values that include a quantity of n-3 PUFA but retain the mouthfeel, flavor, odor, and other sensory characteristics of typical baked food compositions and bar compositions that consumers desire.
[0021] Use of n-3 PUFAs and especially n-3 LC-PUFAs in baked food compositions and bar compositions is typically limited by their lack of oxidative stability. Because of the harsh processing conditions for baked food compositions and bar compositions (elevated temperatures, often in forced convection ovens), n-3 PUFAs are readily oxidized and produce off flavors in the finished baked food compositions and bar compositions. By using a type of n-3 PUFAs that is oxidatively stable during mixing, processing, and packaging phases and during storage, transport, and shelf life baked food compositions and bar compositions are produced that not only retain the mouthfeel, flavor, odor, and other sensory characteristics typical baked food
compositions and bar compositions posses but also has increased nutritional value. (I) Compositions
[0022] One aspect of the present invention is baked food compositions and bar compositions that comprise an amount of n-3 PUFAs. The n-3 PUFAs are incorporated into the baked food compositions and bar compositions through the use of SDA enriched soybean oil. In one embodiment the SDA enriched soybean oil is obtained from soybeans that are engineered to produce high levels of SDA, such as those described in WO2008/085840 and WO2008/085841. The soybeans can be processed according to the extraction method consistent with those methods described in US Patent Application 2006/0111578 and 2006/0111254. In another embodiment, oil obtained from other plant sources with elevated SDA, such as but not limited to Echium spp. and blackcurrant oil can be used.
[0023] In another embodiment soy flour can be used that is enriched with SDA, either from SDA enriched soybeans or through other processes known in the industry. The SDA enriched soy flour is produced according to typical processes known in the industry, with the SDA enriched soy flour used to replace current soy flour or other baking flours and ingredients during the production of the baked food compositions and bar compositions. The resultant products are baked food compositions and bar compositions with the desired nutritional characteristics that retain the mouthfeel, flavor, odor, and other sensory characteristics of typical baked food compositions and bar compositions.
[0024] In another embodiment, the baked food compositions and bar compositions may further include a phospholipid to stabilize the oxidizable material and thus reduce its oxidation. A phospholipid comprises a backbone, a negatively charged phosphate group attached to an alcohol, and at least one fatty acid. Phospholipids having a glycerol backbone comprise two fatty acids and are termed glycerophospholipids.
Examples of a glycerophospholipid include phosphatidylcholine,
phosphatidylethanolamine, phosphatidylinositol, phosphatidylserine, and
diphosphatidylglycerol (i.e., cardiolipin). Phospholipids having a sphingosine backbone are called sphingomyelins. The fatty acids attached via ester bonds to the backbone of a phospholipid tend to be 12 to 22 carbons in length, and some may be unsaturated. For example, phospholipids may contain oleic acid (18:1 ), linolenic acid (18:2, n-6), and alpha-linolenic acid (18:3, n-3). The two fatty acids of a phospholipid may be the same or they may be different; e.g., dipalmitoylphosphatidylcholine, 1 -stearyoyl-2- myristoylphosphatidylcholine, or 1 -palmitoyl-2-linoleoylethanolamine.
[0025] In one embodiment, the phospholipid may be a single purified phospholipid, such as distearoylphosphatidylcholine. In another embodiment, the phospholipid may be mixture of purified phospholipids, such as a mix of phosphatidylcholines. In still another embodiment, the phospholipid may be a mixture of different types of purified phospholipids, such as a mix of phosphatidylcholines and phosphatidylinositols or a mixture of phosphatidylcholines and phosphatidylethanolamines.
[0026] In an alternative embodiment, the phospholipid may be a complex mix of phospholipids, such as a lecithin. Lecithin is found in nearly every living organism.
Commercial sources of lecithin include soybeans, rice, sunflower seeds, chicken egg yolks, milk fat, bovine brain, bovine heart, and algae. In its crude form, lecithin is a complex mixture of phospholipids, glycolipids, triglycerides, sterols and small quantities of fatty acids, carbohydrates and sphingolipids. Soy lecithin is rich in
phosphatidylcholine, phosphatidylethanolamine, phosphatidylinositol, and phosphatidic acid. Lecithin may be de-oiled and treated such that it is an essentially pure mixture of phospholipids. Lecithin may be modified to make the phospholipids more water-soluble. Modifications include hydroxylation, acetylation, and enzyme treatment, in which one of the fatty acids is removed by a phospholipase enzyme and replaced with a hydroxyl group. In another embodiment the lecithin could be produced as a byproduct of the oil production from the SDA enriched soybeans, thus producing a product with a portion of the lecithin to be used with the SDA enriched soybean oil.
[0027] In yet another alternative embodiment, the phospholipid may be a soy lecithin produced under the trade name SOLEC® by Solae, LLC (St. Louis, MO). The soy lecithin may be SOLEC®F in a dry, de-oiled, non-enzyme modified preparation containing about 97% phospholipids. The soy lecithin may be SOLEC® 8160, a dry, de- oiled, enzyme modified preparation containing about 97% phospholipids. The soy lecithin may be SOLEC® 8120, a dry, de-oiled, hydroxylated preparation containing about 97% phospholipids. The soy lecithin may be SOLEC® 8140, a dry, de-oiled, heat resistant preparation containing about 97% phospholipids. The soy lecithin may be SOLEC®R, a dry, de-oiled preparation in granular form containing about 97%
phospholipids.
[0028] The ratio of the phospholipid to the SDA enriched soybean oil will vary depending upon the nature of the SDA enriched soybean oil and the phospholipid preparation. In particular, the concentration of phospholipid will be of a sufficient amount to prevent the oxidation of the SDA enriched soybean oil. The concentration of the phospholipid will generally range from less than 0.1 % to about 65% by weight of the SDA enriched soybean oil. In one embodiment, the concentration of the phospholipid may range from about 2% to about 50% by weight of the SDA enriched soybean oil. In another embodiment, the concentration of the phospholipid may range from about 2% to about 10% by weight of the SDA enriched soybean oil. In an alternative embodiment, the concentration of the phospholipid may range from about 10% to about 20% by weight of the SDA enriched soybean oil. In yet another embodiment, the concentration of the phospholipid may range from about 20% to about 30% by weight of the oxidizable material. In still another embodiment, the concentration of the phospholipid may range from about 30% to about 40% by weight of the SDA enriched soybean oil. In another alternative embodiment, the concentration of the phospholipid may range from about 40% to about 50% by weight of the SDA enriched soybean oil. In another embodiment, the concentration of the phospholipid may range from about 15% to about 35% by weight of the SDA enriched soybean oil. In another embodiment, the concentration of the phospholipid may range from about 25% to about 30% by weight of the SDA enriched soybean oil.
[0029] The baked food compositions and bar compositions may comprise at least one additional antioxidant that is not a phospholipid or a lecithin. The additional antioxidant may further stabilize the SDA enriched soybean oil. The antioxidant may be natural or synthetic. Suitable antioxidants include, but are not limited to, ascorbic acid and its salts, ascorbyl palmitate, ascorbyl stearate, anoxomer, N-acetylcysteine, benzyl isothiocyanate, o-, m- or p-amino benzoic acid (o is anthranilic acid, p is PABA), butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), caffeic acid, canthaxantin, alpha-carotene, beta-carotene, beta-apo-carotenoic acid, carnosol, carvacrol, cetyl gallate, chlorogenic acid, citric acid and its salts, clove extract, coffee bean extract, p-coumaric acid, 3,4-dihydroxybenzoic acid, N,N'-diphenyl-p- phenylenediamine (DPPD), dilauryl thiodipropionate, distearyl thiodipropionate, 2,6-di- tert-butylphenol, dodecyl gallate, edetic acid, ellagic acid, erythorbic acid, sodium erythorbate, esculetin, esculin, 6-ethoxy-1 ,2-dihydro-2,2,4-trirnethylquinoline, ethyl gallate, ethyl maltol, ethylenediaminetetraacetic acid (EDTA), eucalyptus extract, eugenol, ferulic acid, flavonoids (e.g., catechin, epicatechin, epicatechin gallate, epigallocatechin (EGC), epigallocatechin gallate (EGCG), polyphenol epigallocatechin- 3-gallate), flavones (e.g., apigenin, chrysin, luteolin), flavonols (e.g., datiscetin, myricetin, daemfero), flavanones, fraxetin, fumaric acid, gallic acid, gentian extract, gluconic acid, glycine, gum guaiacum, hesperetin, alpha-hydroxybenzyl phosphinic acid, hydroxycinammic acid, hydroxyglutaric acid, hydroquinone, N-hydroxysuccinic acid, hydroxytryrosol, hydroxyurea, lactic acid and its salts, lecithin, lecithin citrate; R-alpha- lipoic acid, lutein, lycopene, malic acid, maltol, 5-methoxy tryptamine, methyl gallate, monoglyceride citrate; monoisopropyl citrate; morin, beta-naphthoflavone,
nordihydroguaiaretic acid (NDGA), octyl gallate, oxalic acid, palmityl citrate,
phenothiazine, phosphatidylcholine, phosphoric acid, phosphates, phytic acid, phytylubichromel, pimento extract, propyl gallate, polyphosphates, quercetin, trans- resveratrol, rice bran extract, rosemary extract, rosmarinic acid, sage extract, sesamol, silymarin, sinapic acid, succinic acid, stearyl citrate, syringic acid, tartaric acid, thymol, tocopherols (i.e., alpha-, beta-, gamma- and delta-tocopherol), tocotrienols (i.e., alpha-, beta-, gamma- and delta-tocotrienols), tyrosol, vanilic acid, 2 , 6-d i-tert-butyl-4- hydroxymethylphenol (i.e., lonox 100), 2,4-(tris-3',5'-bi-tert-butyl-4'-hydroxybenzyl)- mesitylene (i.e., lonox 330), 2,4,5-trihydroxybutyrophenone, ubiquinone, tertiary butyl hydroquinone (TBHQ), thiodipropionic acid, trihydroxy butyrophenone, tryptamine, tyramine, uric acid, vitamin K and derivates, vitamin Q10, wheat germ oil, zeaxanthin, or combinations thereof. Preferred antioxidants include tocopherols, ascorbyl palmitate, ascorbic acid, and rosemary extract. The concentration of the additional antioxidant or combination of antioxidants may range from about 0.001 % to about 5% by weight, and preferably from about 0.01 % to about 1 % by weight.
[0030] The baked food compositions and bar compositions may include a quantity of protein such as soy protein, pea protein, milk protein, and combinations thereof. While these specific proteins are mentioned any protein that is known in the art for use in baked food compositions and bar compositions can be used.
(II) Method of Using and Processes for Forming the Compositions
[0031] Production of the n-3 PUFAs enriched baked food compositions and bar compositions is accomplished by replacing an amount of typical soybean oil used in baked food applications and bar applications with the SDA enriched soybean oil. In another embodiment, SDA enriched soybean oil can either replace part of or all of the existing fats in an application or can be added additionally to those products that are naturally, or formulated to be low in fat. In one embodiment, the SDA enriched soybean oil will replace all the fat and/or soybean oil used to produce the desired baked food compositions and bar compositions. In an alternative embodiment, the SDA enriched soybean oil will replace an amount of the fat and/or soybean oil used in the baked food compositions and bar compositions to produce end products that contain a sufficient amount of n-3 PUFAs as recommended by the industry. The general consensus in the omega-3 research community is for a consumer to consume around 400-500 mg/day of EPA/DHA equivalent. (Harris et al. J. Nutr. (2009) 139:804S-819S). Typically a consumer will consume four (4) 10Omg/servings per day to ultimately consume 400 mg/day.
[0032] The baked food compositions and bar compositions are generally formed dependent on the desired end product. The baked food compositions and bar compositions are produced according to standard industry recipes except the fat and/or oil ingredient typically used is partially or totally replaced with the SDA enriched soybean oil. The amount of SDA enriched soybean oil used will vary from 1 % to 100% of the original amount of fat and/or oil included in the formula and is dependent on the end product and the nutritional value or amount of n-3 PUFAs desired in the end product. In one embodiment, 5% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil. In another embodiment, 10% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil. In another embodiment, 25% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil. In another embodiment, 50% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil. In another embodiment, 75% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil. In another embodiment, 90% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil. In another embodiment, 95% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil. In another embodiment, 100% of the fat and/or oil used in typical baked food compositions and bar compositions is replaced with the SDA enriched soybean oil.
[0033] In another embodiment, an amount of a stabilizing agent, such as a
phospholipid, is added to the baked food composition dough and/or bar composition dough. In one embodiment, the phospholipid is a lecithin and is combined with the SDA enriched soybean oil, the concentration of the lecithin in the baked food compositions and bar compositions is from less than 0.1 % to about 65% by weight of the SDA enriched soybean oil, and more typically, from about 15% to about 35% by weight of the SDA enriched soybean oil. In another embodiment, the concentration of the lecithin in the baked food compositions and bar compositions is from about 25% to about 30% by weight of the SDA enriched soybean oil. In another embodiment an amount of SDA enriched soybean oil can be added in addition to the fat or oil typically used in the baked food compositions and bar compositions.
[0034] In a further embodiment a quantity of protein is added to the baked food
compositions and bar compositions. The protein can be any protein known to work in baked food compositions and bar compositions including but not limited to soy protein, pea protein, milk protein, and combinations thereof. Soy proteins that can be incorporated into the baked food compositions and bar compositions include soy protein isolate, soy protein concentrate, soy flour, and combinations thereof.
(Ill) Food Products
[0035] A further aspect of the present invention are baked food and bar compositions and bar compositions with n-3 PUFAs incorporated and increased nutritional values, which retain the mouthfeel, flavor, odor, and other sensory characteristics of typical baked food and bar compositions. The baked food and bar compositions will vary depending on the desired end product but can include and are not limited to cereal- based products, sheet and cut bars, extruded bars, and baked bars. Non-limiting examples of baked food and bar compositions include breakfast cereals, breads, cakes, pies, rolls, cookies, crackers, tortillas, pastries, frozen doughs, par baked doughs, granola bars (baked or extruded), nutrition bars, and energy bars.
DEFINITIONS
[0036] To facilitate understanding of the invention several terms are defined below. [0037] The term "N-3 PUFAs" refers to omega-3 polyunsaturated fatty acids and includes omega-3 long chain polyunsaturated fatty acids and n-3 LCPUFAs.
[0038] The term "milk" refers to animal milk, plant milk, and nut milk. Animal milk is a white fluid secreted by the mammary glands of female mammals consisting of minute globules of fat suspended in a solution of casein, albumin, milk sugar, and inorganic salts. Animal milk includes but is not limited to milk from cows, goats, sheep, donkeys, camels, camelids, yaks, water buffalos. Plant milk is a juice or sap found in certain plants and includes but is not limited to milk derived from soy, and other vegetables. Nut milk is an emulsion made by bruising seeds and mixing with a liquid, typically water. Nuts that can be used for milk include but are not limited to almonds and cashews.
[0039] The term "milk protein" refers to any protein contained in milk as defined above, including any fractions extracted from the milk by any means known in the art. Milk protein further includes any combinations of milk proteins.
[0040] The terms "stearidonic acid enriched soybean oil", "SDA enriched soybean oil", and "SDA oil" refer to soybean oil that has been enriched with stearidonic acid.
[0041] The following examples are included to demonstrate preferred embodiments of the invention. It should be appreciated by those of skill in the art that the techniques disclosed in the examples that follow represent techniques discovered by the inventors to function well in the practice of the invention. However, those of skill in the art should, in light of the present disclosure, appreciate that many changes can be made in the specific embodiments that are disclosed and still obtain a like or similar result without departing from the spirit and scope of the invention, therefore all matter set forth or shown in the application is to be interpreted as illustrative and not in a limiting sense.
EXAMPLES
Example 1. Wheat Bread
[0042] The following example relates to a method for making a wheat bread composition that contains a quantity of SDA enriched soybean oil.
[0043] Wheat bread was made according to typical industry processing techniques using the "Sponge and Dough" method following the step-by-step process below. Table 1 is the list of ingredients and the amount used in grams.
Table 1
Figure imgf000014_0001
[0044] The ingredients were combined and processed according to the following steps to produce the wheat bread composition:
I. Production of Sponge
A. The Sponge ingredients were combined and mixed for 1 minute on medium and 3 minutes on speed 2 using a Hobart A-200 mixer with McDuffie attachment;
B. During the combining of the Sponge ingredients the temperature was maintained at 260C;
C. The sponge was then allowed to ferment for 2.5 to 3 hours at 35°C and 85% relative humidity (RH);
II. Production of Dough A. The dough ingredients were combined in a mixing bowl, and
mixed at speed 1 for 1 minute, next the sponge mixture was added and mixed for 4 minutes on speed 2;
B. The dough mixture was allowed to rest for 10 minutes;
C. The dough was separated into 570 g round pieces;
D. The dough pieces were placed on a sheet and molded;
E. Dough pieces were proofed for 60 minutes at 43°C and 90% RH;
F. Finally the dough pieces were baked in a preheated oven at
221°C for 22 minutes.
[0045] The results were a wheat bread composition that has an increased amount of n-3 PUFAs, but retains the taste, structure, aroma, and mouthfeel of typical wheat bread products currently on the market.
46] Fatty acid analysis was conducted on quadruplicate bread samples and SDA calculated as triglycerides using the Official Methods and Recommended Practices of the AOCS, Official methods Ce 1-62 (1997), Ce 2-66, Ce 1d-91 , Ce 1 k-07 (2007), and Ce 1 i-07 (2007). The bread delivered 375 mg SDA per 50 g serving size against the target of 375 mg SDA per serving.
Example 2. Cracker
[0047] The following example relates to a method for making a cracker that contains a quantity of SDA enriched soybean oil.
[0048] The crackers were made according to the following process. Table 2 is the list of ingredients by weight in kilograms.
Table 2
Figure imgf000016_0001
[0049] The ingredients were combined and processed according to the following steps to produce the crackers:
A. All dry ingredients were combined and blended for 5 minutes;
B. The remaining ingredients were added to the dry ingredient mixture (ammonium bicarbonate and enzyme should be predissolved in water and held back) including the ammonium bicarbonate mixture;
C. The mixture is mixed for an extended period of time, 10 to 15 minutes;
D. The dough is allowed to set and relax for 30 minutes at room temperature;
E. After the dough has set, it is divided into 75 gram pieces and rounded slightly by hand;
F. The round dough pieces are next pressed by hand into discs approximately 12.7 mm (0.5 inch) thick; G. The dough discs are processed through a sheeting machine with a gap 1 setting at 4.5. The dough pieces are then folded into thirds with the edges trimmed;
H. The dough pieces are next rotated 90 degrees and passed
through the sheeting machine gap 1 again with the gap set at 2.5. The dough pieces are then folded into thirds with the edges trimmed;
I. The dough pieces are next rotated 90 degrees, slightly dusted with flour, and passed through the sheeting machine gap 2 with the gap setting at 1.5 to 1.75;
J. The dough is cut into the desired shape and each piece is pierced with a fork so the crackers will be crispy when finished;
K. The dough pieces are baked at 232°C (4500F) for 6 minutes, removed from the oven, cooled and placed in a sealed plastic bag.
[0050] The results were crackers that have an increased amount of n-3 PUFAs, but retain the taste, structure, aroma, and mouthfeel of typical cracker products currently on the market. The product delivered a substantial amount of omega-3, 383 mg SDA per 16 g serving against a target of 375 mg SDA per serving.
Example 3. Apple Cinnamon Baked Bar
[0051] The following example relates to a method for making a baked bar that contains a quantity of SDA enriched soybean oil.
[0052] The baked bar was made according to the following process. Table 3 is the list of ingredients and the amount used including percentage by weight and kilograms.
Table 3
Figure imgf000018_0001
[0053] The ingredients were combined and processed according to the following steps to produce the baked bar:
(1 ) Dough preparation
A. Oil, lecithin, sugar (2/3 portion) and salt were added to a Hobart mixer, and mixed at low speed for 3 minutes;
B. Remaining Sugar (1/3 portion) and carrageenan were dry-mixed in a separate Hobart mixer, water, brown rice syrup, glycerin and vanilla extract were added to the dry-mixed sugar and carrageenan mixture and blended thoroughly;
C. The mixture from step B and honey were added to the mixture from step A, and mixed at high speed for 2 minutes in a Hobart mixer;
D. Rolled oats, wheat flour, baking powder and baking soda were added to the mixture from step C, and mixed at high speed for 4 minutes in a Hobart mixer;
E. The mixer was scraped, and mixed at low speed for another 1 minute.
(2) Co-extruding
A. Dough and apple filling were pushed out through co-extruder. B. Weight of bars on the conveyer was adjusted before baking.
(3) Baking
A. Bars from co-extruder were moved through conveyer belt, and went through oven for baking.
B. Bars were baked for about 7 minutes in 3 different temperature zones (23O0C, 2000C, 1700C);
(4) Cooling and Packaging
A. Baked bars were continuously moved to cooling tunnel (ambient temperature), and then moved to packaging line;
B. Baked bars were packaged individually in multi-layer high barrier film.
[0054] The results were a baked bar composition that had an increased amount of n- 3 PUFAs, but retains the taste, structure, aroma, and mouthfeel of baked bar products currently on the market. The product delivered a substantial amount of omega-3, 449 mg SDA per 37 g serving against the target of 375 mg SDA per serving.
Example 4. Sensory Profiling of Apple Cinnamon Baked Bars
[0055] Sensory descriptive analysis was conducted on apple cinnamon baked bars over the 6 month shelf life, testing was conducted at Time 0 and 6 Months at 250C to understand the attribute differences of Soybean Oil and SDA Oil in apple cinnamon baked bars. At Time 0 there were seven (7) panelists and at 6 Months there were five
(5) panelists; all the panelists were trained in the Sensory Spectrum™ Descriptive Profiling method. The panelists evaluated the samples for 25 flavor attributes and 24 texture attributes. The attributes were evaluated on a 15-point scale, with 0 = none/not applicable and 15 = very strong/high in each sample. Definitions of the flavor attributes are given in Table 4 and definitions of the texture attributes are given in Table 5.
[0056] The bars had the ends cut off, then the bar was cut down the middle and then cut into thirds. Six (6) pieces were placed into three (3) ounce cups with lids and give to panelists. The samples were presented monadically in duplicate.
[0057] The data was analyzed using the Analysis of Variance (ANOVA) to test product and replication effects. When the ANOVA result was significant, multiple comparisons of means were performed using the Tukey's HSD t-test. All differences were significant at a 95% confidence level unless otherwise noted. For flavor attributes, mean values < 1.0 indicate that not all panelists perceived the attribute in the sample. A value of 2.0 was considered recognition threshold for all flavor attributes, which was the minimum level that the panelist could detect and still identify the attribute.
Table 4 Flavor Attribute Lexicon.
Intensities based on Universal Scale: Baking Soda in Saltine 2.5
Cooked Apple in Applesauce 5.0 Orange in Orange Juice 7.5
Concord Grape in Grape Juice 10.0 Cinnamon in Big Red Gum 12.0
AROMATICS
Overall Flavor Impact The overall intensity of the product aromas, an
amalgamation of all perceived aromatics, basic tastes
and chemical feeling factors.
Sweet Aromatics The general category of aromatics associated with
Complex sweet foods.
-vanilla/vanillin The aromatics associated with vanilla, including Vanilla Extract, Vanillin
artificial vanilla, woody, and browned notes. crystals
-caramelized The aromatics associated with browned sugars such as Caramelized sugar
caramel.
-corn syrup Flavor associated with products sweetened with corn Dark Corn Syrup, Light corn
syrup. syrup
-maple A sweet aromatic characterized as a caramelized, Maple syrup
woody, vanilla-like blend of notes
-honey The sweet, caramelized flavor and wood aromatic Honey
associated with honey
Grain The aromatics associated with the total grain impact, All-purpose flour paste, which may include all types of grain and different cream of wheat, whole wheat stages of heating. May include wheat, whole wheat, pasta
oat, rice, graham, etc
Fatty The sweet aromatic associated with animal fats. Unsalted Butter
Apple Complex The general category used to describe the total apple
flavor impact of the product
-Apple, Artificial The slight painty, metallic, and pomme aromatics Apple Jolly Rancher
associated with artificial apple.
-Apple, Cooked Flat, slightly sour aroma and taste of cooked apples. Mott's Natural apple sauce.
-Apple, Fresh Fresh apple top-notes as perceived by mouth Freshly harvested ripe apples.
Brown Spice/Cinnamon The sweet aromatic associated with cloves, cinnamon, Cinnamon solution
mace and nutmeg.
Nutty The aromatics associated with a nutty/woody flavor; Most tree nuts: pecans, also a characteristic of walnuts and other nuts. almonds, hazelnuts, walnuts, Includes hulls/skins of nuts and benzaldehyde. (E,Z)-2,4 Heptenal,
Benzaldehyde.
Cardboard The aromatics associated with dried wood and the Toothpicks, Water from aromatics associated with slightly oxidized fats and cardboard soaked for 1 hour oils, reminiscent of a cardboard box.
Fishy/ Pondy Complex The aroma/aromatics associated with triethylamine,
pond water or aged fish. The general term used to
describe fish meat, which cannot be tied to a specific
fish by name.
-Fishy Aromatic associated with trimethylamine and old fish. Oxidized tea bag, dried
parsley, cod liver oil
-Pondy The aromas and aromatics associated with water Algal oil (Martek 30% DHA containing algae, reminiscent of pond water and oil)
aquatic tanks.
Painty The solvent aromatic associated with linseed oils and Aroma of Linseed oil
moderately oxidized oil.
Figure imgf000022_0001
Table 5 Texture Attribute Lexicon
mmmmMmmmM MHHBBnBM-BHM.
SURFACE
Loose particles The amount of particles remaining on the lip 0.0 Gummi Bear
surface. 7.5 Pringles Potato Chip
None Many 15.0 Powdered Sugar Donut
Roughness (Overall) The amount of particles (small/all) in the 0.0 Gelatin dessert
surface. 5.0 Orange peel
Smooth Rough 8.0 Pringles potato chip
12.0 Quaker Oats hard granola bar 15.0 Finn Crisp rye wafer
Sticky Lips The degree to which lips are left sticky after 1.0 Starburst Candy
surface evaluation. 6.0 Dried Apricot
Not at all Extremely 15.0 Marshmallow Fluff
PARTIAL COMPRESSION
Springiness The amount to which the sample returns to 0.0 Starburst Candy
its original shape. 5.0 Pound Cake
Dead Springy 9.0 Mini Marshmallow
15.0 Gummi Bear
Figure imgf000024_0001
■HnRBnHi MHHHHBHHmHHMHHHNHH
CHEWDOWN
# of Chews to To bolus - The number of chews required to compress all
Swallow/Bolus the sample and form a bolus.
To swallow - The number of chews required to
form a bolus that can be swallowed (stop @ 15 max)
Moistness of Mass The amount of wetness/oiliness on the surface of the 3.0 Pork Rinds
mass. 6.5 Graham Crackers
Dry Wet/Oily 13.0 JeIl-O Jigglers
Cohesiveness of The amount the chewed sample holds together in a mass. 0.0 Shoestring Licorice
Mass Loose mass Tight mass 2.0 Carrots
4.0 Mushrooms
7.5 Frankfurters
10.0 American Cheese
14.0 Fig Newton
Rate of Breakdown The amount of product that has broken down at the point 0.0 100% of product remaining of bolus. 2.5 83%
None-— All 5 67%
7.5 50% of product remaining
10 35%
12.5 17%
15.0 0% of product remaining
Roughness of Mass The amount of roughness on the surface of the mass. 3.0 American Cheese
Smooth Rough 5.0 Graham Crackers
7.5 Melba Toast
10.0 Triscut Cracker
12.0 Carrots
15.0 Granola Bar
Moisture The amount of saliva absorbed by the sample during 0.0 Shoestring Licorice
Absorption chew down. 3.5 Red Licorice Sticks
No absorption Large amount of absoiption 7.5 Popcorn
10.0 Potato Chips
13.0 Pound Cake
15.0 Saltine Crackers
Fibrous between The amount of grinding of fibers to get through the 2.5 Apricots
Teeth sample. 3.5-4.0 Apple
Not Fibrous Very Fibrous 4.5-5.0 Salami
9.0 Celery
10.0 Toasted Oats
12.0 Bacon
20.0 Beef Jerky
Persistence of The number of chews necessary to change the tonal
Crisp/Crunch quality.
Toothpull The increase in force required to separate teeth due to the 1.0 American Cheese
sample. 9.0-10.0 Starburst Candy ( 1 st
No force Strong force Chew)
15.0 Caramel ( 1 st Chew)
Figure imgf000026_0001
[0058] There were detectable differences between the Soybean Oil and SDA Oil apple cinnamon baked bars at Time 0, shown in Table 6 and Table 7. At Time 0, the Soybean Oil apple cinnamon baked bar was higher in Hardness, Fracturability, and Moistness of Mass (FIG. 1 and FIG. 2). The Soybean Oil apple cinnamon baked bar also had Burnt aromatics, which were probably due to processing.
[0059] At Time 0, the SDA Oil apple cinnamon baked bar was higher in Grain aromatics, Apple Complex, Cardboard/Woody aromatics, Fishy/Pondy Complex, Fishy aromatics, Sweet basic taste, Surface Loose Particles, Surface Roughness,
Springiness, and Moisture Absorption (FIG. 1 and FIG. 2). The Fishy/Pondy Complex and Fishy aromatics were below the recognition threshold (2.0); therefore normal consumers would not be able to detect these aromatics in the sample.
[0060] There were detectable differences between Soybean Oil and SDA Oil apple cinnamon baked bars at 6 Months, shown in Table 8 and Table 9. At 6 Months, the Soybean Oil apple cinnamon baked bar was higher in Sweet Aromatics (SWA) Complex, Corn Syrup aromatics, Grain aromatics, Apple Complex, Artificial Apple aromatics, Cooked Apple aromatics, and Sweet basic taste (FIG. 3 and FIG. 4).
[0061] At 6 Months, the SDA Oil apple cinnamon baked bar was higher in
Cardboard/Woody aromatics, Fishy/Pondy Complex, Bitter basic taste, Hardness, Denseness, and Toothpull (FIG. 3 and FIG. 4). The Fishy/Pondy Complex was slightly above the recognition threshold (2.0). For the sample being at the end of shelf life and only at 2.5 intensity, which is the intensity of baking soda in a saltine cracker (see Table 2), this is an acceptable result. In addition, at the end of shelf life for both the Soybean Oil and SDA Oil apple cinnamon baked bar there were no Painty aromatics, which indicates oxidation.
Table 6 Mean Scores for Flavor Attributes.
Figure imgf000027_0001
Means in the same iow followed by the same lettei aie not significantly ditteient at 95 % Confidence
~~χ_99o/o Confidence, *~-95% Confidence, *-90% Confidence, NS-Not Significant
The attributes above thieshold aie bold The attπbutes significant at 9Q% Confidence aie italicized
Foi othei attπbutes, % scoie is the peicentage ot times the attiibute was peiceived, and the scoie is ieported as an aveiage value of the detectois Table 7 Mean Scores for Texture Attributes.
Figure imgf000028_0001
Means in the same row followed by the same lettei aie not significantly diffeient at 95 % Confidence ***-99% Confidence, ""-950Zo Confidence, "-90% Confidence, NS-Not Significant
Table 8 Mean Scores for Flavor Attributes.
Figure imgf000029_0001
Means in the same row followed by the same letter are not significantly different at 95 % Confidence.
***-99% Confidence, **-95% Confidence, *-9Q% Confidence, NS-Not Significant
The attributes above threshold are bold The attributes significant at 90% Confidence are italicized.
For other attributes, % score is the percentage of times the attribute was perceived, and the score is reported as an average value of the detectors.
Figure imgf000030_0001
Means in the same row followed by the same letter are not significantly different at 95 % Confidence.
***-99% Confidence, **-95% Confidence, *-90% Confidence, NS-Not Significant
Example 5. Sensory Acceptance of Apple Cinnamon Baked Bars
[0062] To evaluate sensory parity of Soybean Oil and SDA Oil, consumer
acceptability based on Soybean Oil and SDA Oil was analyzed for apple cinnamon baked bars. The acceptance ratings were compared between the Soybean Oil and SDA Oil apple cinnamon baked bars over the 6 month shelf life. Acceptance was conducted at 3 months and at 6 months at 25°C.
[0063] The samples at 3 months were evaluated by 37 consumers willing to try apple cinnamon baked bars, prescreened as people who have signed the SDA informed consent. The samples at 6 months were evaluated by 72 consumers willing to try apple cinnamon baked bars. The consumers used a 9-point Hedonic acceptance scale. The
Hedonic scale ranged from 1 being dislike extremely to 9 being like extremely and was used for Overall Liking, Appearance Liking, Color Liking, Flavor Liking, Mouthfeel Liking,
Texture Liking, and Aftertaste Liking.
[0064] Consumers evaluated half a bar with the ends cut off. The samples were served by sequential monadic presentation (one at a time).
[0065] The data was analyzed using the Analysis of Variance (ANOVA) to account for panelist and sample effects, with mean separations using Tukey's Significant Difference
(HSD) Test.
[0066] At 3 months of being stored at 25°C, there were no significant differences in
Appearance Liking, Color Liking, Flavor Liking, Texture Liking, and Mouthfeel Liking between Soybean Oil and SDA Oil apple cinnamon baked bars (FIG 5). The mean scores of the Soybean Oil apple cinnamon baked bar was significantly higher compared to the SDA Oil apple cinnamon baked bar in Overall Liking (FIG. 5). Even though there were differences in Overall Liking, this did not affect the liking of appearance, color, flavor, texture, and mouthfeel of the samples.
[0067] At 6 months of being stored at 25°C there were no significant differences in
Overall Liking, Appearance Liking, Color Liking, Texture Liking, and Mouthfeel Liking between the Soybean Oil and SDA Oil apple cinnamon baked bars (FIG. 6). The mean scores of the Soybean Oil apple cinnamon baked bar were significantly higher compared to the SDA Oil apple cinnamon baked bar in Flavor Liking and Aftertaste
Liking (FIG. 6). However, the differences in Flavor Liking and Aftertaste Liking did not affect the Overall Liking of the SDA Oil apple cinnamon bar, which was not significantly different from the Soybean Oil sample.
Example 6. Plain Bagel
[0068] The following example relates to a method for making a plain bagel that contains an amount of SDA enriched soybean oil.
[0069] The plain bagel was made according to the following process. Table 10 is the list of ingredients and the amount used including percentage by weight and grams. Table 10
Figure imgf000032_0001
[0070] The ingredients were combined and processed according to the following steps to produce the plain bagel:
1. All dry ingredients were mixed in a Hobart mixer using a hook attachment set at speed # 1 for 1 minute;
2. Oil and Water (water temperature was maintained at 10°C-12.70C (50 0F - 550F), were added to the mixer, the contents were mixed for 1-2 minutes;
3. The speed was then changed to #2 with a 12 minute mixing time, the bagel dough was stiff and slightly tacky. The temperature of the dough was 260C- 270C (8O0F -820F) after mixing;
4. The dough rested for 5 minutes after which the dough was scaled into 78g (2.75 ounce) size to make individual bagels;
5. The bagel was first shaped into a ball by rolling the piece of dough on a dampened counter with the palm of the hand. Then the ball was rolled out to make 20.3-25.4cm (8-10")roll and the ends squeezed together to form the bagel shape, which was then placed on a cornmeal-coated tray;
6. The proof box was set at a wet bulb temperature of 35.60C (960F) and a dry bulb temperature of 33.30C (920F);
7. The bagels were placed in the proof box for 20 minutes, after which they were chilled in a refrigerator (40C) for 30 minutes; 8. Bagels were boiled in water (containing 2% potassium sorbate according to amount of water) for 1 minute they were then flipped using a slotted spoon and boiled for another 1 minute;
9. The bagels were returned to the lined cornmeal-coated baking sheet and placed in the oven;
10. Bagels were baked at 2320C (45O0F) for 15 minutes after which they were cooled for 30 minutes on a bread rack. Approximately 60 bagels were produced per batch with an average bake weight of 72 g.
[0071] The results were bagels that have an increased amount of n-3 PUFAs, but retain the taste, structure, aroma, and mouthfeel of typical bagel products currently on the market. The product delivered 375 mg SDA per 72 g serving size against the target of 375 mg SDA per serving.
Example 7. Profiling of Plain Bagel
[0072] Sensory descriptive analysis was conducted on plain bagels to understand the attribute differences of Soybean Oil and SDA Oil in plain bagels. Eight panelists trained in the Sensory Spectrum™ Descriptive Profiling method evaluated the samples for 20 flavor attributes, 15 texture attributes, and 3 aftertaste attributes. The attributes were evaluated on a 15-point scale, with 0 = none/not applicable and 15 = very strong/high in each sample. Definitions of the flavor attributes are given in Table 11 and definitions of the texture attributes are given in Table 12.
[0073] The samples were cut in half, so the panelists would receive portions of both the top and bottom pieces. The samples were presented monadically in triplicate.
[0074] The data was analyzed using the Analysis of Variance (ANOVA) to test product and replication effects. When the ANOVA result was significant, multiple comparisons of means were performed using the Tukey's HSD t-test. All differences were significant at a 95% confidence level unless otherwise noted. For flavor attributes, mean values < 1.0 indicate that not all panelists perceived the attribute in the sample. A value of 2.0 was considered recognition threshold for all flavor attributes, which was the minimum level that the panelist could detect and still identify the attribute. Table 11 Flavor Attribute Lexicon. 5.0 7.5 Juice 10.0
15.0 I
paste of Wheat
Corn Flakes, bread suspension of Baker's freshly Oil
cloth stored in plastic Water from soaked for 1 hour oil
capsules,
in oil (Martek 30% DHA
Figure imgf000034_0001
Figure imgf000035_0001
Table 12 Texture Attribute Lexicon
SURFACE
Roughness (Overall) The amount of particles (small/all) in the 0.0 Gelatin dessert
surface. 5.0 Orange peel
Smooth Rough 8.0 Pringles potato chip
12.0 Quaker Oats hard granola bar
15.0 Finn Crisp rye wafer
Loose particles The amount of particles remaining on the lip 0.0 Gummi Bear
surface. 7.5 Pringles Potato Chip
None Many 15.0 Powdered Sugar Donut
PARTIAL COMPRESSION
Springiness The amount to which the sample returns to 0.0 Starburst Candy
its original shape. 5.0 Pound Cake
Dead Springy 9.0 Mini Marshmallow
15.0 Gummi Bear
FIRST BITE
Hardness The force to attain a given deformation; the 1.0 Cream Cheese
force to compress between molars. 4.5 American Cheese
Soft Hard 6.0 Goya Stuffed Olives
7.0 Frankfurter
9.5 Peanuts
1 1.0 Carrots/Almonds
14.5 Hard Candy
Denseness The compactness of the sample cross- 0.5 Whipped Topping
section. 2.5 Marshmallow Top.
Airy Dense 2.5 Rice Krispies
4.0 Club Crackers
4.0 Nougat
6.0 Malted Milk Balls
9.0 Frankfurter
15.0 Fruit Jelly Candy
Cohesiveness The amount to which the sample deforms 1.0 Corn Muffin
rather than crumbles, cracks or breaks. 5.0 American Cheese
Breaks/Crumbles Deforms 8.0 Soft Pretzel
1 1.0-12.0 Candy Chews
13.0 Caramel
15.0 Chewing Gum
Figure imgf000037_0001
[0075] There were detectable differences between the Soybean Oil and SDA Oil plain bagels, shown in Table 13 and Table 14. The Soybean Oil had Dirty aromatics (FIG. 7) [0076] The SDA Oil plain bagel was higher in Fishy/Pondy Complex, Pondy aromatics, and Sweet basic taste (FIG. 7 and FIG. 8). The Fishy/Pondy Complex and Pondy aromatics were below the recognition threshold (2.0), therefore consumers would not be able to detect these aromatics in the sample. Both the Soybean Oil and SDA Oil did not have any off notes such as Painty aromatics, which indicate oxidation.
Table 13 Mean Scores for Flavor Attributes.
Figure imgf000038_0001
Means in the same row followed by the same letter are not significantly different at 95 % Confidence.
***-99% Confidence, **-95% Confidence, *-90% Confidence, NS-Not Significant
The attributes above threshold are bold. The attributes significant at 90% Confidence are italicized.
For other attributes, % score is the percentage of times the attribute was perceived, and the score is reported as an average value of the detectors.
Figure imgf000039_0001
Means in the same low followed by the same lettei aie not significantly diffeient at 95 % Confidence
***-99% Confidence, "-95% Confidence, "-90% Confidence, NS-Not Significant
Example 8. Acceptance of Plain Bagel
[0077] To evaluate sensory parity of Soybean Oil and SDA Oil, consumer
acceptability based on Soybean Oil and SDA Oil were analyzed for plain bagels. The acceptance ratings were compared between the Soybean Oil and SDA Oil plain bagel.
[0078] The samples were evaluated by 52 consumers willing to try bagels,
prescreened as bagel likers. The consumers used a 9-point Hedonic acceptance scale.
The Hedonic scale ranged from 1 being dislike extremely and 9 being like extremely and was used for Overall Liking, Color Liking, Flavor Liking, Mouthfeel Liking, Texture
Liking, and Aftertaste Liking.
[0079] Consumers evaluated half a bagel, so they received part of top and bottom of bagel. The samples were served by sequential monadic presentation (one at a time). [0080] The data was analyzed using the Analysis of Variance (ANOVA) to account for panelist and sample effects, with mean separations using Tukey's Significant Difference
(HSD) Test.
[0081] There were no significant differences between the Soybean Oil and SDA Oil plain bagels in Overall Liking, Color Liking, Flavor Liking, Mouthfeel Liking, Texture
Liking, and Aftertaste Liking (FIG. 9).
Example 9. Chocolate Extruded Bar Formulation
[0082] The following example relates to a method of making an extruded type bar that contains an amount of SDA enriched soybean oil.
[0083] Table 15 provides detailed amounts of the ingredients.
[0084] All of the liquid ingredients, with the exception of the oil, were combined and heated in the microwave for approximately 30 seconds to ease blending. The liquid ingredients, including the oil, were then placed in a Kitchenaid™ mixer and mixed for 1 minute using the flat beater attachment, at speed 3.
[0085] All of the dry ingredients were combined in a separate container and mixed by hand until well blended. The dry ingredients were then added to the liquid ingredients in the Kitchenaid™ mixer and mixed for 1 minute, at speed 2, to initially blend after which the speed was increased to speed 4 for an additional 3 minutes.
[0086] The resulting mixture was placed on a flat surface and formed into a
rectangle. It was then rolled out to approximately 12.7mm (Y2 inch) thickness and cut into 5Og servings using a dough cutter.
[0087] The chocolate compound was heated in the microwave for approximately 90 seconds to melt it before coating the bars. The bars were allowed to rest for 15 minutes after being coated with the chocolate compound before they were packaged.
[0088] This chocolate extruded bar formulation will deliver approximately 375mg SDA per 5Og serving size of chocolate bar against the target of 375 mg SDA per serving. Table 15 Chocolate Extruded Bar Formulation
Control Soybean SDA Oil
Ingredients: Oil
(%) (g) (%) (g)
Soy Protein Isolate 18.80 188.00 18.80 188.00
Whey Protein Isolate 5.00 50.00 5.00 50.00
Soy Nugget 13.60 136.00 13.60 136.00
Glycerin 4.50 45.00 4.50 45.00
SDA oil 0.00 0.00 4.00 40.00
Soybean oil 4.00 40.00 0.00 0.00
Marshmallow flavor 0.40 4.00 .40 4.00
Chocolate flavor 0.40 4.00 .40 4.00
Vanilla flavor 0.30 3.00 .30 3.00
Cocoa Powder 4.00 40.00 4.00 40.00
Maltitol Syrup 19.99 199.90 19.99 199.90
Brown Rice Syrup 10.00 100.00 10.00 100.00
Sucralose 0.03 0.30 0.03 0.30
Dark Chocolate 18.98 189.80 18.98 189.80
Coating
Total 100.00 1000.00 100.00 1000.00
Example 10. Chocolate Coated Peanut Butter Sheet and Cut Type Bars
[0089] The following example relates to a method of making a sheet and cut type bar that contains an amount of SDA enriched soybean oil.
[0090] Table 16 below provides detailed amounts of the ingredients.
[0091] All of the liquid ingredients and the peanut butter, with the exception of the oil, were combined and heated in the microwave for approximately 30 seconds to ease blending. The liquid ingredients, including the oil, were then placed in a Kitchenaid™ mixer and mixed for 1 minute using the flat beater attachment, at speed 3.
[0092] All of the dry ingredients were combined in a separate container and mixed by hand until well blended. The dry ingredients were then added to the liquid ingredients in the Kitchenaid™ mixer and mixed for 1 minute, at speed 2, to initially blend after which the speed was increased to speed 4 for an additional 3 minutes. [0093] The resulting mixture was placed on a flat surface and formed into a rectangle.
It was then rolled out to approximately 19mm (% inch) thickness before being cut into
5Og servings using a dough cutter.
[0094] The chocolate compound was heated in the microwave for approximately 90 seconds to melt it before coating the bars. The bars were allowed to rest for 15 minutes after being coated with the chocolate compound before they were packaged.
[0095] This chocolate coated peanut butter sheet and cut formulation will deliver
approximately 375mg SDA per 5Og serving size of chocolate bar against the target of
375 mg SDA per serving.
Table 16 Chocolate Coated Peanut Butter Cut and Sheet Bar
Example 11. Baked Granola Bar
Table 17
Figure imgf000043_0001
96] A. Butter is spread onto 9 by 9-inch glass baking dish, and pan is set aside;
B. The oats, sunflower seeds, almonds, and wheat germ are spread onto a half-sheet pan (oat mixture), and toasted in the oven (1770C) for 15 minutes, stirring occasionally;
C. Meanwhile, the honey, brown sugar, butter, oil, vanilla extract and salt are combined in a medium saucepan, and heated at medium heat until the brown sugar is completely dissolved;
D. Once the oat mixture is baked, the pan is removed from the oven, and oven temperature is decreased to 1490C;
E. The oat mixture is added to the liquid mixture immediately, and the chopped dried fruits are added, and the mixture is stirred until combined;
F. The mixture is turned out onto the prepared baking dish, and pressed down to distribute the mixture evenly in the baking dish,
G. The pressed mixture is baked at 149°C for 25 minutes;
H. After cooling, the pressed mixture is cut into squares, and packaged.
[0097] While the invention has been explained in relation to exemplary embodiments, it is to be understood that various modifications thereof will become apparent to those skilled in the art upon reading the description. Therefore, it is to be understood that the invention disclosed herein is intended to cover such modifications as fall within the scope of the appended claims.

Claims

WHAT IS CLAIMED IS:
1. A food composition having an amount of omega-3 fatty acids, wherein the composition comprises:
a. an amount of a SDA enriched soybean oil; and,
b. a stabilizing agent.
2. The food composition of Claim 1 selected from the group consisting of a
baked food composition, a bar composition, and combinations thereof.
3. The composition of Claim 1 or Claim 2, wherein the composition includes a protein selected from the group consisting of soy protein, pea protein, milk protein, and combinations thereof.
4. The composition of any of claims 1-3, wherein the food composition is
selected from the group consisting of breakfast cereals, breads, baked products, cakes, pies, rolls, cookies, crackers, tortillas, doughs, granola bars, nutrition bars, energy bars, sheet and cut bars, extruded bars, baked bars, and combinations thereof.
5. The composition of any of claims 1-4, wherein the SDA enriched soybean oil is selected from the group consisting of SDA enriched soybean oil, SDA enriched soy flour, and combinations thereof.
6. The composition of Claim 1 , wherein the stabilizing agent is a phospholipid or combination of phospholipids.
7. The composition of Claim 1 , wherein the stabilizing agent is selected from the group consisting of lecithin, phosphatidylcholine, phosphatidylethanolamine, phosphatidylinositol, phosphatidylserine, diphosphatidylglycerol,
dipalmitoylphosphatidylcholine, 1 -stearyoyl-2-myristoylphosphatidylcholine, or 1-palmitoyl-2-linoleoylethanolamine, and mixtures thereof.
8. The composition of Claim 1 , wherein the stabilizing agent ranges between about 0.1 % to about 65% by weight of the SDA enriched soybean oil.
9. The composition of any of claims 1-8, wherein the composition comprises a secondary antioxidant selected from the group consisting of ascorbic acid and its salts, ascorbyl palmitate, ascorbyl stearate, anoxomer, N-acetylcysteine, benzyl isothiocyanate, o-, m- or p-amino benzoic acid (o is anthranilic acid, p is PABA), butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), caffeic acid, canthaxantin, alpha-carotene, beta-carotene, beta-carotene, beta-apo-carotenoic acid, camosol, carvacrol, cetyl gallate, chlorogenic acid, citric acid and its salts, clove extract, coffee bean extract, p-coumaric acid, 3,4-dihydroxybenzoic acid, N,N'-diphenyl-p-phenylenediamine (DPPD), dilauryl thiodipropionate, distearyl thiodipropionate, 2,6-di-tert-butylphenol, dodecyl gallate, edetic acid, ellagic acid, erythorbic acid, sodium erythorbate, esculetin, esculin, 6-ethoxy-1 ,2-dihydro-2,2,4-trimethylquinoline, ethyl gallate, ethyl maltol, ethylenediaminetetraacetic acid (EDTA), eucalyptus extract, eugenol, ferulic acid, flavonoids (e.g., catechin, epicatechin, epicatechin gallate, epigallocatechin (EGC), epigallocatechin gallate (EGCG), polyphenol epigallocatechin-3-gallate), flavones (e.g., apigenin, chrysin, luteolin), flavonols (e.g., datiscetin, myricetin, daemfero), flavanones, fraxetin, fumaric acid, gallic acid, gentian extract, gluconic acid, glycine, gum guaiacum, hesperetin, alpha-hydroxybenzyl phosphinic acid, hydroxycinammic acid, hydroxyglutaric acid, hydroquinone, N-hydroxysuccinic acid, hydroxytryrosol, hydroxyurea, lactic acid and its salts, lecithin, lecithin citrate; R-alpha-lipoic acid, lutein, lycopene, malic acid, maltol, 5-methoxy tryptamine, methyl gallate, monoglyceride citrate; monoisopropyl citrate; morin, beta- naphthoflavone, nordihydroguaiaretic acid (NDGA), octyl gallate, oxalic acid, palmityl citrate, phenothiazine, phosphatidylcholine, phosphoric acid, phosphates, phytic acid, phytylubichromel, pimento extract, propyl gallate, polyphosphates, quercetin, trans-resveratrol, rice bran extract, rosemary extract, rosmarinic acid, sage extract, sesamol, silymarin, sinapic acid, succinic acid, stearyl citrate, syringic acid, tartaric acid, thymol, tocopherols (i.e., alpha-, beta-, gamma- and delta-tocopherol), tocotrienols (i.e., alpha-, beta-, gamma- and delta-tocotrienols), tyrosol, vanilic acid, 2,6-di-tert-butyl-4- hydroxymethylphenol (i.e., lonox 100), 2,4-(tris-3',5'-bi-tert-butyl-41- hydroxybenzyl)-mesitylene (i.e., lonox 330), 2,4,5-trihydroxybutyrophenone, ubiquinone, tertiary butyl hydroquinone (TBHQ), thiodipropionic acid, trihydroxy butyrophenone, tryptamine, tyramine, uric acid, vitamin K and derivates, vitamin Q10, wheat germ oil, zeaxanthin, or combinations thereof.
10. The composition of any of claims 1 -9, wherein the composition comprises a secondary antioxidant selected from the group consisting of tocopherols, ascorbyl palmitate, ascorbic acid, rosemary extract, and combinations thereof.
11. The composition of any of claims 1 -10, wherein the secondary antioxidant is added in an amount ranging between 0.001 % and about 5% by weight of the SDA enriched soybean oil.
12. A method of using SDA enriched soybean oil to form a baked product,
wherein the method comprises:
a. adding SDA enriched soybean oil to a dough; and,
b. baking the dough.
13. The method of Claim 12 wherein the SDA enriched soybean oil comprises between 5% and 100% of fat required in the dough.
14. The method of Claim 12 wherein the SDA enriched soybean oil and the stabilizing agent are mixed prior to adding to the dough.
PCT/US2010/040462 2009-06-30 2010-06-29 Omega-3 fatty acid enriched baked foods and bar compositions Ceased WO2011002802A2 (en)

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BRPI1009593-4A BRPI1009593A2 (en) 2009-06-30 2010-06-29 Food composition and method of use of soybean oil enriched with "
CA2760990A CA2760990A1 (en) 2009-06-30 2010-06-29 Omega-3 fatty acid enriched baked foods and bar compositions
US13/381,415 US20120107478A1 (en) 2009-06-30 2010-06-29 Omega-3 Fatty Acid Enriched Baked Foods and Bar Composition
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CA2760990A1 (en) 2011-01-06
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