CA1146167A - Process for decreasing the phenylalanine content of protein hydrolysates and meat-aroma concentrates prepared therefrom - Google Patents

Process for decreasing the phenylalanine content of protein hydrolysates and meat-aroma concentrates prepared therefrom

Info

Publication number: CA1146167A
Authority: CA; Canada
Prior art keywords: weight; cyclodextrin; meat; polymer; phenylalanine
Prior art date: 1979-12-28
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.): Expired

Application number

CA000367507A

Other languages

English (en)

French (fr)

Inventor

Lajos Szente

Jozsef Szejtli

Manfred Specht

Manfred Rothe

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.)

Chinoin Private Co Ltd

Original Assignee

Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt

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.)

1979-12-28

Filing date

1980-12-23

Publication date

1983-05-10

1980-12-23 Application filed by Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt filed Critical Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt

1983-05-10 Application granted granted Critical

1983-05-10 Publication of CA1146167A publication Critical patent/CA1146167A/en

Status Expired legal-status Critical Current

Links

COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 title claims abstract description 17
COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 title claims abstract description 16
238000000034 method Methods 0.000 title claims abstract description 15
108010009736 Protein Hydrolysates Proteins 0.000 title claims abstract description 13
239000003531 protein hydrolysate Substances 0.000 title claims abstract description 13
239000012141 concentrate Substances 0.000 title claims abstract description 7
230000003247 decreasing effect Effects 0.000 title claims abstract description 5
229920000642 polymer Polymers 0.000 claims abstract description 16
238000004587 chromatography analysis Methods 0.000 claims abstract description 3
229920000858 Cyclodextrin Polymers 0.000 claims description 10
150000001413 amino acids Chemical class 0.000 claims description 9
WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 claims description 4
HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims description 4
239000007787 solid Substances 0.000 claims description 4
239000000126 substance Substances 0.000 claims description 4
150000001720 carbohydrates Chemical class 0.000 claims description 2
229920001577 copolymer Polymers 0.000 claims description 2
239000000203 mixture Substances 0.000 claims description 2
239000004372 Polyvinyl alcohol Substances 0.000 claims 1
238000004132 cross linking Methods 0.000 claims 1
229920002451 polyvinyl alcohol Polymers 0.000 claims 1
239000000376 reactant Substances 0.000 claims 1
108090000623 proteins and genes Proteins 0.000 description 8
102000004169 proteins and genes Human genes 0.000 description 8
239000002253 acid Substances 0.000 description 4
150000007513 acids Chemical class 0.000 description 3
239000000047 product Substances 0.000 description 3
238000000926 separation method Methods 0.000 description 3
OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 2
YNPNZTXNASCQKK-UHFFFAOYSA-N Phenanthrene Natural products C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 2
TVWHNULVHGKJHS-UHFFFAOYSA-N Uric acid Natural products N1C(=O)NC(=O)C2NC(=O)NC21 TVWHNULVHGKJHS-UHFFFAOYSA-N 0.000 description 2
DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
238000010828 elution Methods 0.000 description 2
239000000413 hydrolysate Substances 0.000 description 2
235000013372 meat Nutrition 0.000 description 2
IOVGROKTTNBUGK-SJCJKPOMSA-N ritodrine Chemical compound N([C@@H](C)[C@H](O)C=1C=CC(O)=CC=1)CCC1=CC=C(O)C=C1 IOVGROKTTNBUGK-SJCJKPOMSA-N 0.000 description 2
OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 2
229940116269 uric acid Drugs 0.000 description 2
LSTZTHCEEPHCNQ-UHFFFAOYSA-N 3-(2,5-dioxabicyclo[2.1.0]pentan-3-yloxy)-2,5-dioxabicyclo[2.1.0]pentane Chemical compound C1(C2C(O2)O1)OC1C2C(O2)O1 LSTZTHCEEPHCNQ-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
FBEHFRAORPEGFH-UHFFFAOYSA-N Allyxycarb Chemical compound CNC(=O)OC1=CC(C)=C(N(CC=C)CC=C)C(C)=C1 FBEHFRAORPEGFH-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
241000196224 Codium Species 0.000 description 1
241001440267 Cyclodes Species 0.000 description 1
101100010303 Drosophila melanogaster PolG1 gene Proteins 0.000 description 1
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 1
101150078890 POLG gene Proteins 0.000 description 1
QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000005238 degreasing Methods 0.000 description 1
238000000909 electrodialysis Methods 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000019634 flavors Nutrition 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
238000005342 ion exchange Methods 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
241000894007 species Species 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23J—PROTEIN COMPOSITIONS FOR FOODSTUFFS; WORKING-UP PROTEINS FOR FOODSTUFFS; PHOSPHATIDE COMPOSITIONS FOR FOODSTUFFS
- A23J3/00—Working-up of proteins for foodstuffs
- A23J3/30—Working-up of proteins for foodstuffs by hydrolysis
- 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
- A23L27/21—Synthetic spices, flavouring agents or condiments containing amino acids
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/01—Hydrolysed proteins; Derivatives thereof

Landscapes

Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Nutrition Science (AREA)
Food Science & Technology (AREA)
Polymers & Plastics (AREA)
Pharmacology & Pharmacy (AREA)
General Health & Medical Sciences (AREA)
Immunology (AREA)
Medicinal Chemistry (AREA)
Biochemistry (AREA)
Epidemiology (AREA)
Animal Behavior & Ethology (AREA)
Bioinformatics & Cheminformatics (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Coloring Foods And Improving Nutritive Qualities (AREA)
Peptides Or Proteins (AREA)
Polyamides (AREA)
Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Meat, Egg Or Seafood Products (AREA)

CA000367507A 1979-12-28 1980-12-23 Process for decreasing the phenylalanine content of protein hydrolysates and meat-aroma concentrates prepared therefrom Expired CA1146167A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
HUCI-2001		1979-12-28
HU79CI2001A HU194487B (en)	1979-12-28	1979-12-28	Process for producing food-preparation suitable for feeding sicks of phenylketoneurea from protein hydrolysates

Publications (1)

Publication Number	Publication Date
CA1146167A true CA1146167A (en)	1983-05-10

Family

ID=10994784

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000367507A Expired CA1146167A (en)	1979-12-28	1980-12-23	Process for decreasing the phenylalanine content of protein hydrolysates and meat-aroma concentrates prepared therefrom

Country Status (13)

Country	Link
CA (1)	CA1146167A (it)
CH (1)	CH646684A5 (it)
CS (1)	CS221284B2 (it)
DE (1)	DE3049328A1 (it)
DK (1)	DK551180A (it)
ES (1)	ES8200701A1 (it)
FR (1)	FR2472348A1 (it)
GB (1)	GB2066265B (it)
HU (1)	HU194487B (it)
IT (1)	IT1143905B (it)
NO (1)	NO154153C (it)
SE (1)	SE449156B (it)
YU (1)	YU42713B (it)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
HU192642B (en) *	1984-12-19	1987-06-29	Forte Fotokemiai Ipar	Process for the extraction of nucleinic acids and purine bases from gelatine
GR861162B (en) *	1985-05-06	1986-09-01	Unilever Nv	Improved protein hydrolysate
FI94088C (fi) *	1992-03-13	1995-07-25	Valio Oy	Menetelmä fenyylialaniinin poistamiseksi proteiinipitoisista koostumuksista

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1096208B (it) *	1978-05-12	1985-08-26	Snam Progetti	Composizione adatta alla riduzione del tenore di fenilalanina e metodo impiegante la stessa

1979
- 1979-12-28 HU HU79CI2001A patent/HU194487B/hu not_active IP Right Cessation
1980
- 1980-12-18 CS CS809020A patent/CS221284B2/cs unknown
- 1980-12-22 CH CH948480A patent/CH646684A5/de not_active IP Right Cessation
- 1980-12-22 SE SE8009070A patent/SE449156B/sv not_active IP Right Cessation
- 1980-12-22 GB GB8041089A patent/GB2066265B/en not_active Expired
- 1980-12-23 DK DK551180A patent/DK551180A/da not_active Application Discontinuation
- 1980-12-23 NO NO803934A patent/NO154153C/no unknown
- 1980-12-23 ES ES498105A patent/ES8200701A1/es not_active Expired
- 1980-12-23 CA CA000367507A patent/CA1146167A/en not_active Expired
- 1980-12-24 IT IT50465/80A patent/IT1143905B/it active
- 1980-12-24 YU YU3260/80A patent/YU42713B/xx unknown
- 1980-12-28 FR FR8027608A patent/FR2472348A1/fr active Granted
- 1980-12-29 DE DE19803049328 patent/DE3049328A1/de not_active Withdrawn

Also Published As

Publication number	Publication date
CH646684A5 (de)	1984-12-14
YU326080A (en)	1984-02-29
GB2066265A (en)	1981-07-08
ES498105A0 (es)	1981-12-01
DK551180A (da)	1981-06-29
ES8200701A1 (es)	1981-12-01
NO154153B (no)	1986-04-21
HU194487B (en)	1988-02-29
CS221284B2 (en)	1983-04-29
IT1143905B (it)	1986-10-29
YU42713B (en)	1988-12-31
IT8050465A0 (it)	1980-12-24
FR2472348B1 (it)	1984-09-07
SE449156B (sv)	1987-04-13
NO154153C (no)	1986-07-30
NO803934L (no)	1981-06-29
FR2472348A1 (fr)	1981-07-03
GB2066265B (en)	1983-04-13
SE8009070L (sv)	1981-06-29
DE3049328A1 (de)	1981-12-03

Legal Events

Date	Code	Title	Description
2000-05-10	MKEX	Expiry

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