WO2002078467A1 - Materiaux aromatises et procede de production associe - Google Patents
Materiaux aromatises et procede de production associe Download PDFInfo
- Publication number
- WO2002078467A1 WO2002078467A1 PCT/JP2002/002719 JP0202719W WO02078467A1 WO 2002078467 A1 WO2002078467 A1 WO 2002078467A1 JP 0202719 W JP0202719 W JP 0202719W WO 02078467 A1 WO02078467 A1 WO 02078467A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- flavor
- sotron
- food
- ascorbic acid
- ethanol
- 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
Links
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/205—Heterocyclic compounds
- A23L27/2052—Heterocyclic compounds having oxygen or sulfur as the only hetero atoms
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/201—Compounds of unspecified constitution characterised by the chemical reaction for their preparation
Definitions
- the present invention relates to a flavoring material material capable of providing a product with a good flavor in the field of food and drink, and a method of producing the same.
- sotron 3-Hydroxy-4,5-dimetyl-2 (5H) -furanone
- sotron is important for spice incense enhancement in foods and beverages, in particular, impact on foresight.
- Sul ser H. et al. Report that sotron contributes to the improvement of flavor titer of seasoning (Z Lebensm Unters Forsch 1972, 148, 215-221).
- sotron exhibits a protein hydrolyzate and curry-like odor.
- sotron has been identified from sugarcane, seeds of the leguminous plant Trigonel la foenum-graecum, sherry, coffee and so on.
- Fenugreek is distributed in the Asian region, mainly in India, and in the Mediterranean region, and its dried seeds are mainly used as a spice, and it is an essential spice especially for the production of curry. It is known that by aging (for about 2 years), sotron content increases. At present, regarding sotron production, it is common to extract this from fenugreek or its seeds. Specifically, it has been studied to obtain sotron by heat-treating fenugreek or its seeds under various conditions to obtain a high yield (Japanese Patent Application Laid-Open No. 2-2615, Japanese Patent Application Laid-Open No. 11-101). 6 9 9 5 3).
- Sotron is formed by reaction of 4-hydroxyisoleucine with a dicarboxyl compound such as methylglyoxal in fenugrig, but dicarpo such as methyldaryoxal is produced. Since only a small amount of the nil compound is contained, a long aging period of about 2 years is required to increase the content of sotron as described above. In order to solve this problem, the present inventors have first decomposed a saccharide-containing aqueous solution in the presence of supercritical water or subcritical water to efficiently decompose the saccharide to form dicarponyl such as methyl dalioxal.
- the compound is produced at a high concentration, and these are reacted with 4-hydroxyisosuccinic acid in fegregriek, so the content of sotron is high in a very short time, and the undesirable smell and taste generated by side reaction are suppressed. It has been found that it is possible to obtain a high quality, high titer flavor composition (Japanese Patent Application No. 2000-2962 21).
- the present inventors have established a method for producing a flavoring material that can impart a good flavor to products in the field of food and drink, etc., and use this to provide a good flavor to foods and beverages, and improve the quality of food.
- the purpose of this study was to develop a new flavor raw material using ascorbic acid and ethanol. According to the above-mentioned method by Konig T., Schwab, W. et al., Only 0.20 ⁇ does not form sotrons even if heating is continued for 3 weeks, and the flavor titer is weak for using as a flavor raw material .
- sotron was produced by the reaction of ascorbic acid and ethanol, and succeeded in increasing the amount of sotron produced by optimizing the concentrations of ethanol, ascorbic acid, heating temperature, pH and the like.
- the present invention provides the following (1) to (5).
- the method is characterized in that an aqueous solution of pH 3.5 to 7.5 containing 0.2 to 20% by weight of ascorbic acid and 0.6 to 60% by weight of ethanol is heated at 70 to 120 ° C. for 1 to 14 days. Production method of flavor raw material.
- a flavor raw material characterized by containing the flavor raw material as described in (2) or (3) above.
- flavor raw material refers to the whole solution containing sotron obtained by the reaction of ascorbic acid and ethanol, and it is possible to dry it even if it is a solution. It may be dried to make a powder.
- flavor raw material means a seasoning used to impart a flavor to food and drink, and a meat extract such as chicken extract, fish and shellfish extract, curry powder, sauce, various vegetable extracts, Examples include soy sauce, vegetable protein hydrolyzate amino acid solution (HVP), and kinetic protein hydrolyzate amino acid solution (HAP).
- the flavor material may be used at the time of food and drink production or at the time of eating.
- the method of the present invention essentially uses ascorbic acid and ethanol.
- Ascorbic acid may be in the form of a salt, and may be in a reduced form or an oxidized form, as long as it is usually used in food and drink production.
- Ascorbic acid salt which can be preferably used in the present invention, for example, ascorbic acid sodium and the like can be mentioned. Also, any ethanol may be used as long as it is usually used in food and drink production.
- the above ascorbic acid and ethanol are heated in the form of an aqueous solution.
- the concentration of ascorbic acid in the aqueous solution may be in the range of 0.2 to 20% by weight, preferably in the range of 1.0 to 4.0% by weight.
- the concentration of ethanol in the aqueous solution may be in the range of 0.6 to 60% by weight, preferably in the range of 3.0 to 12% by weight.
- a catalyst such as a metal ion (Fe 3 + ) may be added to the aqueous solution containing ascorbic acid and ethanol, and any other catalyst may be added as long as it does not interfere with obtaining the flavor material of the present invention.
- An ingredient may be included.
- the method for heating the aqueous solution is not particularly limited, and any method may be used as long as it is a method generally used in the field of food and beverage production and the like.
- the heating temperature may be in the range of 70 ° (: to 120, preferably in the range of 95 to 105 ° C.) Where heating to 100 or more is performed under pressure.
- the reaction may be carried out in a closed system or in an open system, and is not particularly limited. In the case of an open system, the reaction can be efficiently carried out by attaching a reflux tube.
- the pH varies depending on the type and content of ascorbic acid or its salt in the initial reaction solution, but the pH in the aqueous solution may be in the range of 3.5 to 7.5, preferably in the range of 5 to 7 is there. If the pH is less than 3.5, the yield of sotron is poor, and the acid equipment The corrosion of sotron is low and sotron yields lower than 7.5.
- the adjustment of pH is performed, for example, by the addition of concentrated hydrochloric acid or sodium hydroxide. If the reaction time is in the range of 1 to 14 days, preferably 1 to 6 days, it is suitable for the operation, and sotron is well produced.
- the progress of the above reaction can be confirmed by analytical methods commonly used in the field such as, for example, HPLC, GC-MS and the like. From the analysis results of the sotron-containing product solution obtained by the heating reaction, it is possible to confirm socorbic acid and ethanol and sotron which are present in the solution at various ratios depending on the reaction conditions.
- the flavor raw material of the present invention needs to contain sotron at 0.2 lppm or more, and preferably 1. Oppm or more. If it is less than 0.2 ppm, the effect becomes weak.
- the use application of the flavor raw material of this invention is food and drink in general.
- the flavor raw material obtained according to the present invention is added to a flavor raw material obtained by reacting protein hydrolyzate or a protein-degrading enzyme with a protein or protein-containing material to cause hydrolysis or the like.
- the punch of the flavor material can be strengthened to make it a more versatile and desirable flavor material.
- the "flavored raw material” containing the flavored raw material according to the present invention means a seasoning used to impart a flavor to food and drink.
- various sauces such as sauce sauce, mayonnaise, ketchup, etc.
- Fish meat extract such as sauces, beef extract, pork extract, chicken extract, etc.
- Fish extract such as catfish extract, tuna extract, etc., Cara powder, various vegetable extracts, soy sauce, vegetable protein hydrolyzate amino acid solution (HVP), animal protein Hydrolysis amino acid solution (HAP) etc. are mentioned.
- the flavor material may be used at the time of food and drink production or at the time of eating.
- the form may be liquid, solid or paste.
- Examples of the "food and drink” containing the flavor raw material according to the present invention include powdered or liquid soup, cheese, instant food sold in frozen or sealed state, retort food, retort sauce and the like. Also, food, oysters, oden, Steamed egg custard, grilled egg, various dishes such as grilled fish, pickles etc., ramen, Chinese rice, Chinese rice, Chinese rice, rice dumplings, mapo tofu, green radish, gyoza, shark's fin soup, Chinese or Chinese soup with medium soup, curry, beef Also included are Western-style dishes such as stew, white bowl stew, consommé soup, hamburg, and steak, snacks, and instant rice bowls.
- the amount of flavoring material added in food and drink can be appropriately selected according to the type and use form of food and drink, and it is not particularly limited. It is preferable from the point of a flavor that it is in the range of 1 ppb to 100 pi) m.
- the timing of adding the flavor raw material to food and drink is not particularly limited, and may be at the time of production or at the time of eating.
- HPLC conditions were as follows.
- Example 2 Examination of Reaction Conditions Reactions were carried out in the same manner as in Example 1 except that the concentrations of ethanol and ascorbic acid and the pH were changed, and then the amount of sotron produced under each reaction condition was compared. The results are shown in Table 2.
- sotron concentration was the highest in the case of 4.0% by weight of ascorbic acid, 12% by weight of ethanol and pH 5 (solution 8). Although the ratio of ascorbic acid to ethanol in the solutions 1 to 9 was constant, there was no significant difference in the amount of sotoquine formed even if the ratio of ascorbic acid to ethanol was changed.
- Example 2 An appropriate amount of hot water was poured into a commercially available chicken consomme soup (powder), and the prepared soup was used as a control. To this soup, 2% of solutions 5, 6, 8 and 9 for which good results were obtained in Example 2 were added per solution, and sensory evaluation was performed by three expert panels. Evaluation items are the strength of flavor (punch, spice flavor, chicken flavor), taste preference (spice flavor, chicken flavor), and comprehensive evaluation, and relative evaluation is compared with the control by the following evaluation points. After doing, the average score of 3 people It asked about each item. The results are shown in Table 3.
- control 2 More preferable than control 2
- each of the solutions 5, 6, 8 and 9 obtained according to the present invention has an enhanced punch, spice flavor and chicken flavor as compared with the control, and it is evaluated that it is preferable. It was done.
- a flavor raw material containing an unprecedented amount of sotron can be efficiently produced in a short period of time, and a high quality and high strength flavor raw material can be obtained.
- Ru a very advantageous method without requiring the complicated steps conventionally required to obtain sotrons, and without the need for new capital investment. All publications, patents and patent applications cited herein are incorporated herein by reference in their entirety.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Seasonings (AREA)
- Seeds, Soups, And Other Foods (AREA)
Description
Claims
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02707123A EP1374702A4 (en) | 2001-03-28 | 2002-03-20 | FLAVORS AND METHOD FOR THEIR PRODUCTION |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001-93690 | 2001-03-28 | ||
| JP2001093690A JP2002281931A (ja) | 2001-03-28 | 2001-03-28 | 風味原料素材およびその製造法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2002078467A1 true WO2002078467A1 (fr) | 2002-10-10 |
Family
ID=18947993
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2002/002719 Ceased WO2002078467A1 (fr) | 2001-03-28 | 2002-03-20 | Materiaux aromatises et procede de production associe |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP1374702A4 (ja) |
| JP (1) | JP2002281931A (ja) |
| WO (1) | WO2002078467A1 (ja) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5354865B2 (ja) * | 2007-03-30 | 2013-11-27 | 太陽化学株式会社 | リン酸カルシウム溶解抑制剤 |
| JP5913862B2 (ja) * | 2011-08-18 | 2016-04-27 | 小川香料株式会社 | 味噌又は味噌含有飲食品の香味改善剤 |
| JP7374569B2 (ja) * | 2021-03-19 | 2023-11-07 | 長谷川香料株式会社 | 消費財の劣化臭判定用組成物 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH10179049A (ja) * | 1996-10-30 | 1998-07-07 | House Foods Corp | 調理食品 |
| JP2000093118A (ja) * | 1998-09-25 | 2000-04-04 | House Foods Corp | 加工香辛料の製造方法 |
| JP2001061439A (ja) * | 1999-08-25 | 2001-03-13 | House Foods Corp | バルサミコ酢様調味料及びその製造方法 |
| JP2001069940A (ja) * | 1999-08-31 | 2001-03-21 | House Foods Corp | 酸含有調味料及びその製造方法 |
-
2001
- 2001-03-28 JP JP2001093690A patent/JP2002281931A/ja active Pending
-
2002
- 2002-03-20 WO PCT/JP2002/002719 patent/WO2002078467A1/ja not_active Ceased
- 2002-03-20 EP EP02707123A patent/EP1374702A4/en not_active Withdrawn
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH10179049A (ja) * | 1996-10-30 | 1998-07-07 | House Foods Corp | 調理食品 |
| JP2000093118A (ja) * | 1998-09-25 | 2000-04-04 | House Foods Corp | 加工香辛料の製造方法 |
| JP2001061439A (ja) * | 1999-08-25 | 2001-03-13 | House Foods Corp | バルサミコ酢様調味料及びその製造方法 |
| JP2001069940A (ja) * | 1999-08-31 | 2001-03-21 | House Foods Corp | 酸含有調味料及びその製造方法 |
Non-Patent Citations (2)
| Title |
|---|
| KONIG T. ET AL.: "3-Hydroxy-4,5-dimethyl-2(5H)-furanone (Sotolon) causing on off-flavor: elucidation of its formation pathways during storage of citrus soft drinks", J. AGRIC. FOOD CHEM., vol. 47, no. 8, 1999, pages 3288 - 3291, XP002952741 * |
| See also references of EP1374702A4 * |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1374702A1 (en) | 2004-01-02 |
| JP2002281931A (ja) | 2002-10-02 |
| EP1374702A4 (en) | 2004-06-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2830439B1 (en) | N-acyl-gaba derivatives for the improvement of the flavour profile of edible compositions | |
| JP6335883B2 (ja) | 飲食物の塩味増強方法および該方法により得られる飲食物並びに塩味増強剤 | |
| JP5268910B2 (ja) | フレーバー産業において有用な新規なフリルチオアルカナール | |
| JP2003079336A (ja) | 風味原料素材、及びそれを含有する飲食品 | |
| KR20190082251A (ko) | 고체 향미 조성물의 제조, 고체 향미 조성물, 고체 향미 조성물을 포함하는 식품, 및 향미를 제공하는 방법 | |
| JPWO2013140901A1 (ja) | 酵母エキス加熱反応調味料 | |
| JP2011172508A (ja) | 呈味の改良された飲食品およびその製造法 | |
| EP3057449B1 (en) | Organic compounds | |
| WO2001087088A1 (en) | Process for producing cysteinylglycine-enriched food material and process for producing flavor-enhancing agent | |
| JP2002281931A (ja) | 風味原料素材およびその製造法 | |
| JP6936092B2 (ja) | 呈味改善方法 | |
| JP7554716B2 (ja) | ジスルフィド化合物を含む香味付与組成物 | |
| EP3052472B1 (en) | N-acylated 2-aminoisobutyric acid compounds and flavour compositions containing them | |
| JP5911202B2 (ja) | 香料組成物 | |
| TW202327469A (zh) | 鹹味增強用組成物、以及入口組成物及增強其鹹味之方法 | |
| MX2012000296A (es) | Composiciones saborizantes para aplicaciones saladas. | |
| JP6983007B2 (ja) | イソアミルアルコール高含有調味料組成物およびその製造方法 | |
| JP2006109720A (ja) | レトルト臭低減剤及び当該低減剤を含有した食品 | |
| JP2020124119A (ja) | 風味付与調味料 | |
| JP2015188345A (ja) | 風味改良剤およびその製造方法 | |
| JP6044159B2 (ja) | 塩味が増強された飲食品及びその製造方法 | |
| JP7547717B2 (ja) | 乳タンパク風味改善剤及び乳タンパク風味改善効果を有する新規化合物 | |
| EP3962893B1 (en) | 2-acetylpyrroline precursor | |
| EP3057446B1 (en) | Organic compounds having taste-modifying properties | |
| US11485930B2 (en) | Method for producing an aroma mixture containing unsaturated dienals |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AK | Designated states |
Kind code of ref document: A1 Designated state(s): BR CN ID IN KR PH SG US |
|
| AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE TR |
|
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
| DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
| WWE | Wipo information: entry into national phase |
Ref document number: 2002707123 Country of ref document: EP |
|
| WWP | Wipo information: published in national office |
Ref document number: 2002707123 Country of ref document: EP |
|
| WWW | Wipo information: withdrawn in national office |
Ref document number: 2002707123 Country of ref document: EP |


