IL96087A - Sweetening agent derived from l-aspartic or l-glutamic acid and its method of preparation - Google Patents

Sweetening agent derived from l-aspartic or l-glutamic acid and its method of preparation

Info

Publication number: IL96087A
Authority: IL; Israel
Prior art keywords: radical; group; carbon atoms; sweetening agent; formula
Prior art date: 1989-10-24

Application number

IL9608790A

Other languages

English (en)

Other versions

IL96087A0 (en

Original Assignee

Nofre Claude

Tinti Jean Marie

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.)

1989-10-24

Filing date

1990-10-23

Publication date

1996-08-04

1990-10-23 Application filed by Nofre Claude, Tinti Jean Marie filed Critical Nofre Claude

1991-07-18 Publication of IL96087A0 publication Critical patent/IL96087A0/xx

1996-08-04 Publication of IL96087A publication Critical patent/IL96087A/en

Links

WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 title claims abstract description 55
229960002989 glutamic acid Drugs 0.000 title claims abstract description 27
CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 title claims abstract description 24
CKLJMWTZIZZHCS-UWTATZPHSA-N L-Aspartic acid Natural products OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 title claims abstract description 24
229960005261 aspartic acid Drugs 0.000 title claims abstract description 24
235000003599 food sweetener Nutrition 0.000 title claims description 60
239000003765 sweetening agent Substances 0.000 title claims description 60
238000000034 method Methods 0.000 title claims description 27
CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 title claims description 22
238000002360 preparation method Methods 0.000 title abstract description 11
125000002252 acyl group Chemical class 0.000 claims abstract description 13
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 69
-1 methoxy, ethoxy Chemical group 0.000 claims description 54
125000004432 carbon atom Chemical group C* 0.000 claims description 31
150000001412 amines Chemical class 0.000 claims description 17
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
229910052799 carbon Inorganic materials 0.000 claims description 12
239000002253 acid Substances 0.000 claims description 11
150000003254 radicals Chemical class 0.000 claims description 8
150000003839 salts Chemical class 0.000 claims description 8
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical class [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 7
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
125000000753 cycloalkyl group Chemical group 0.000 claims description 7
GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims description 7
239000011591 potassium Chemical class 0.000 claims description 7
229910052700 potassium Inorganic materials 0.000 claims description 7
239000011734 sodium Substances 0.000 claims description 7
229910052708 sodium Inorganic materials 0.000 claims description 7
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 6
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 6
238000006243 chemical reaction Methods 0.000 claims description 6
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical class [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 5
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
125000003545 alkoxy group Chemical group 0.000 claims description 5
150000002148 esters Chemical class 0.000 claims description 5
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241000927721 Tritia Species 0.000 claims 1
125000003277 amino group Chemical group 0.000 claims 1
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125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
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HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
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VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 3
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235000019640 taste Nutrition 0.000 description 3
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WKEBLSOTVYFYKY-LURJTMIESA-N (2s)-2-methylhexanoyl chloride Chemical compound CCCC[C@H](C)C(Cl)=O WKEBLSOTVYFYKY-LURJTMIESA-N 0.000 description 2
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125000003338 L-glutaminyl group Chemical group O=C([*])[C@](N([H])[H])([H])C([H])([H])C([H])([H])C(=O)N([H])[H] 0.000 description 2
229930195725 Mannitol Natural products 0.000 description 2
DLRVVLDZNNYCBX-UHFFFAOYSA-N Polydextrose Polymers OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(O)O1 DLRVVLDZNNYCBX-UHFFFAOYSA-N 0.000 description 2
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KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
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BDSSZTXPZHIYHM-SSDOTTSWSA-N (2r)-2-phenoxypropanoyl chloride Chemical compound ClC(=O)[C@@H](C)OC1=CC=CC=C1 BDSSZTXPZHIYHM-SSDOTTSWSA-N 0.000 description 1
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LPLVUJXQOOQHMX-UHFFFAOYSA-N glycyrrhetinic acid glycoside Natural products C1CC(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2=O)C(O)=O)C)(C)CC2)(C)C2C(C)(C)C1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O LPLVUJXQOOQHMX-UHFFFAOYSA-N 0.000 description 1
229960004949 glycyrrhizic acid Drugs 0.000 description 1
UYRUBYNTXSDKQT-UHFFFAOYSA-N glycyrrhizic acid Natural products CC1(C)C(CCC2(C)C1CCC3(C)C2C(=O)C=C4C5CC(C)(CCC5(C)CCC34C)C(=O)O)OC6OC(C(O)C(O)C6OC7OC(O)C(O)C(O)C7C(=O)O)C(=O)O UYRUBYNTXSDKQT-UHFFFAOYSA-N 0.000 description 1
235000019410 glycyrrhizin Nutrition 0.000 description 1
LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
239000008101 lactose Substances 0.000 description 1
235000005772 leucine Nutrition 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
238000005259 measurement Methods 0.000 description 1
HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
ITVGXXMINPYUHD-CUVHLRMHSA-N neohesperidin dihydrochalcone Chemical compound C1=C(O)C(OC)=CC=C1CCC(=O)C(C(=C1)O)=C(O)C=C1O[C@H]1[C@H](O[C@H]2[C@@H]([C@H](O)[C@@H](O)[C@H](C)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 ITVGXXMINPYUHD-CUVHLRMHSA-N 0.000 description 1
229940089953 neohesperidin dihydrochalcone Drugs 0.000 description 1
235000010434 neohesperidine DC Nutrition 0.000 description 1
125000005244 neohexyl group Chemical group [H]C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
235000014594 pastries Nutrition 0.000 description 1
235000010987 pectin Nutrition 0.000 description 1
239000001814 pectin Substances 0.000 description 1
229920001277 pectin Polymers 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 1
239000008363 phosphate buffer Substances 0.000 description 1
239000001259 polydextrose Substances 0.000 description 1
235000013856 polydextrose Nutrition 0.000 description 1
229940035035 polydextrose Drugs 0.000 description 1
239000002243 precursor Substances 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
150000004672 propanoic acids Chemical class 0.000 description 1
125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
ZMRUPTIKESYGQW-UHFFFAOYSA-N propranolol hydrochloride Chemical compound [H+].[Cl-].C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 ZMRUPTIKESYGQW-UHFFFAOYSA-N 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
235000019204 saccharin Nutrition 0.000 description 1
229940081974 saccharin Drugs 0.000 description 1
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
230000001953 sensory effect Effects 0.000 description 1
235000010413 sodium alginate Nutrition 0.000 description 1
239000000661 sodium alginate Substances 0.000 description 1
229940005550 sodium alginate Drugs 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
150000003398 sorbic acids Chemical class 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
229940013618 stevioside Drugs 0.000 description 1
OHHNJQXIOPOJSC-UHFFFAOYSA-N stevioside Natural products CC1(CCCC2(C)C3(C)CCC4(CC3(CCC12C)CC4=C)OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)C(=O)OC7OC(CO)C(O)C(O)C7O OHHNJQXIOPOJSC-UHFFFAOYSA-N 0.000 description 1
235000019202 steviosides Nutrition 0.000 description 1
238000003860 storage Methods 0.000 description 1
235000019408 sucralose Nutrition 0.000 description 1
BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
239000000892 thaumatin Substances 0.000 description 1
235000010436 thaumatin Nutrition 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 1
239000000811 xylitol Substances 0.000 description 1
235000010447 xylitol Nutrition 0.000 description 1
HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
229960002675 xylitol Drugs 0.000 description 1

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
- A23L27/30—Artificial sweetening agents
- A23L27/33—Artificial sweetening agents containing sugars or derivatives
- 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
- A23L27/30—Artificial sweetening agents
- A23L27/31—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
- A23L27/32—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives containing dipeptides or derivatives

Landscapes

Life Sciences & Earth Sciences (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Health & Medical Sciences (AREA)
Nutrition Science (AREA)
Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Food Science & Technology (AREA)
Polymers & Plastics (AREA)
Seasonings (AREA)
Peptides Or Proteins (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Saccharide Compounds (AREA)

IL9608790A 1989-10-24 1990-10-23 Sweetening agent derived from l-aspartic or l-glutamic acid and its method of preparation IL96087A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR8914236A FR2653303B1 (fr)	1989-10-24	1989-10-24	Agents edulcorants de grande stabilite derivant des acides l-aspartique et l-glutamique n-hydrocarbones 1-oxo-2-ramifies.

Publications (2)

Publication Number	Publication Date
IL96087A0 IL96087A0 (en)	1991-07-18
IL96087A true IL96087A (en)	1996-08-04

Family

ID=9386935

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL9608790A IL96087A (en)	1989-10-24	1990-10-23	Sweetening agent derived from l-aspartic or l-glutamic acid and its method of preparation

Country Status (22)

Country	Link
US (4)	US5196540A (de)
EP (1)	EP0500629B1 (de)
JP (1)	JP2554961B2 (de)
CN (1)	CN1027812C (de)
AR (1)	AR246258A1 (de)
AT (1)	ATE99886T1 (de)
AU (1)	AU649243B2 (de)
CA (1)	CA2070421C (de)
DE (1)	DE69006037T2 (de)
DK (1)	DK0500629T3 (de)
ES (1)	ES2062566T3 (de)
FR (1)	FR2653303B1 (de)
IE (1)	IE64855B1 (de)
IL (1)	IL96087A (de)
LT (1)	LT3724B (de)
MX (1)	MX22991A (de)
NO (1)	NO304254B1 (de)
NZ (1)	NZ235805A (de)
PT (1)	PT95645B (de)
RU (1)	RU2053239C1 (de)
WO (1)	WO1991006224A1 (de)
ZA (1)	ZA908472B (de)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2653303B1 (fr) *	1989-10-24	1992-09-18	Noffre Claude	Agents edulcorants de grande stabilite derivant des acides l-aspartique et l-glutamique n-hydrocarbones 1-oxo-2-ramifies.
FR2675667B1 (fr) *	1991-04-23	1993-08-20	Claude Nofre	Agent edulcorant derivant a l'acide l-aspartique ou l-glutamique; son procede de preparation.
FR2690315B1 (fr) *	1992-04-22	1994-07-22	Nofre Claude	Agent edulcorant derivant de l'acide l-aspartique et son procede de preparation.
FR2697844B1 (fr) *	1992-11-12	1995-01-27	Claude Nofre	Nouveaux composés dérivés de dipeptides ou d'analogues dipeptidiques utiles comme agents édulcorants, leur procédé de préparation.
JPH11169132A (ja) *	1997-12-15	1999-06-29	Ajinomoto Co Inc	アスパルテームとアスパルテーム誘導体の混晶及びその製造方法
JP3646497B2 (ja) *	1997-12-22	2005-05-11	味の素株式会社	顆粒状甘味料
JP3648959B2 (ja) *	1997-12-22	2005-05-18	味の素株式会社	甘味料組成物
RU2179979C1 (ru) *	1998-04-09	2002-02-27	Адзиномото Ко., Инк.	Сложноэфирные производные аспартилдипептидов и подслащивающие вещества
PL194958B1 (pl) *	1998-06-05	2007-07-31	Wrigley W M Jun Co	Sposób wytwarzania gumy do żucia zawierającej fizycznie zmodyfikowaną N-podstawioną pochodną aspartamu o kontrolowanej szybkości uwalniania
US6692778B2 (en) *	1998-06-05	2004-02-17	Wm. Wrigley Jr. Company	Method of controlling release of N-substituted derivatives of aspartame in chewing gum
OA11695A (en) *	1998-06-26	2005-01-13	Ajinomoto Kk	Novel aspartyl dipeptide ester derivatives and sweeteners.
OA11654A (en) *	1998-09-18	2004-12-08	Ajinomoto Kk	N-alkylaspartyldipeptide ester derivatives and sweeteners.
AU3955002A (en) *	2000-11-17	2002-06-03	Mcneil Ppc Inc	Meltable form of sucralose
AU2006215703A1 (en) *	2005-02-17	2006-08-24	Instituto Del Metabolismo Celular, S.L.	L-aspartic acid for the treatment of problems in connection with the fat or glucose metabolism

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3818077A (en) *	1970-10-16	1974-06-18	American Home Prod	L-aspartic acid derivatives
US3725453A (en) *	1970-10-16	1973-04-03	American Home Prod	L-4{40 -cyano-3-(2,2,2-trihaloacetamido) succinanilic acids
US3814747A (en) *	1970-10-16	1974-06-04	American Home Prod	N-trihaloacetyl aspartic acid dipeptide ester sweetening agents
US3775460A (en) *	1970-10-16	1973-11-27	American Home Prod	L-3-amino-4'-cyanosuccinanilic acid
US3769333A (en) *	1972-08-07	1973-10-30	American Home Prod	L-aspartic acid derivatives
FR2533210A1 (fr) *	1982-09-17	1984-03-23	Lyon I Universite Claude	Edulcorants de synthese
FR2579201B1 (fr) *	1985-03-19	1987-05-07	Bernard Lyon I Universite Clau	Composes chimiques perfectionnes, utilisation comme agents edulcorants et compositions contenant de tels agents
JPS62132863A (ja) *	1985-12-03	1987-06-16	Ajinomoto Co Inc	新規アミノ酸誘導体および甘味剤
JPS62132847A (ja) *	1985-12-03	1987-06-16	Ajinomoto Co Inc	新規アミノ酸誘導体および甘味剤組成物
JPS62252754A (ja) *	1986-04-24	1987-11-04	Ajinomoto Co Inc	新規アミノ酸誘導体および甘味剤組成物
US4820506A (en) *	1987-05-01	1989-04-11	Research Foundation, State University Of New York	Salivary stimulant
FR2624699B1 (fr) *	1987-12-18	1990-04-13	Bernard Lyon I Universite Clau	Derives heterocycliques de n-carbamoyl-, n-thiocarbamoyl- ou n-amidino-glycine ou beta-alanine utiles comme agents edulcorants
FR2624698A1 (fr) *	1987-12-18	1989-06-23	Bernard Lyon I Universite Clau	Derives heterocycliques de n-carbamoyl-, n-thiocarbamoyl- ou n-amidino-aminomalonyl ou aminosuccinyl amides utiles comme agents edulcorants
FR2630304B1 (fr) *	1988-04-22	1990-08-31	Bernard Lyon I Universite Clau	Derives n-hydrocarbones des acides aspartique et glutamique alpha-monoamides utiles comme agents edulcorants
JPH0688418B2 (ja)	1988-08-16	1994-11-09	富士通株式会社	ムービングコイル式印字ヘッド
FR2653303B1 (fr) *	1989-10-24	1992-09-18	Noffre Claude	Agents edulcorants de grande stabilite derivant des acides l-aspartique et l-glutamique n-hydrocarbones 1-oxo-2-ramifies.

1989
- 1989-10-24 FR FR8914236A patent/FR2653303B1/fr not_active Expired - Lifetime
1990
- 1990-10-22 PT PT95645A patent/PT95645B/pt not_active IP Right Cessation
- 1990-10-23 IL IL9608790A patent/IL96087A/en not_active IP Right Cessation
- 1990-10-23 ZA ZA908472A patent/ZA908472B/xx unknown
- 1990-10-23 IE IE381290A patent/IE64855B1/en not_active IP Right Cessation
- 1990-10-23 AR AR90318160A patent/AR246258A1/es active
- 1990-10-23 US US07/601,623 patent/US5196540A/en not_active Expired - Fee Related
- 1990-10-24 NZ NZ235805A patent/NZ235805A/xx unknown
- 1990-10-24 MX MX2299190A patent/MX22991A/es unknown
- 1990-10-24 WO PCT/FR1990/000765 patent/WO1991006224A1/fr not_active Ceased
- 1990-10-24 CA CA002070421A patent/CA2070421C/fr not_active Expired - Fee Related
- 1990-10-24 DE DE90916313T patent/DE69006037T2/de not_active Expired - Fee Related
- 1990-10-24 RU SU905011983A patent/RU2053239C1/ru active
- 1990-10-24 AU AU70401/91A patent/AU649243B2/en not_active Ceased
- 1990-10-24 JP JP2515171A patent/JP2554961B2/ja not_active Expired - Lifetime
- 1990-10-24 EP EP90916313A patent/EP0500629B1/de not_active Expired - Lifetime
- 1990-10-24 ES ES90916313T patent/ES2062566T3/es not_active Expired - Lifetime
- 1990-10-24 AT AT90916313T patent/ATE99886T1/de active
- 1990-10-24 DK DK90916313.1T patent/DK0500629T3/da active
- 1990-10-24 CN CN90108611A patent/CN1027812C/zh not_active Expired - Fee Related
1992
- 1992-04-23 NO NO921580A patent/NO304254B1/no not_active IP Right Cessation
1993
- 1993-01-11 US US08/002,975 patent/US5310908A/en not_active Expired - Fee Related
- 1993-01-11 US US08/002,987 patent/US5374733A/en not_active Expired - Fee Related
- 1993-10-15 LT LTIP1406A patent/LT3724B/lt not_active IP Right Cessation
1994
- 1994-03-15 US US08/212,982 patent/US5430182A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
JP2554961B2 (ja)	1996-11-20
NO304254B1 (no)	1998-11-23
LT3724B (en)	1996-02-26
ZA908472B (en)	1991-08-28
US5374733A (en)	1994-12-20
US5310908A (en)	1994-05-10
JPH05501355A (ja)	1993-03-18
IL96087A0 (en)	1991-07-18
LTIP1406A (en)	1995-05-25
NO921580L (no)	1992-06-22
CA2070421A1 (fr)	1991-04-25
AR246258A1 (es)	1994-07-29
IE64855B1 (en)	1995-09-06
EP0500629B1 (de)	1994-01-12
RU2053239C1 (ru)	1996-01-27
CN1051172A (zh)	1991-05-08
CN1027812C (zh)	1995-03-08
NO921580D0 (no)	1992-04-23
US5430182A (en)	1995-07-04
AU649243B2 (en)	1994-05-19
IE903812A1 (en)	1991-04-24
AU7040191A (en)	1991-05-31
ES2062566T3 (es)	1994-12-16
US5196540A (en)	1993-03-23
DE69006037D1 (de)	1994-02-24
FR2653303A1 (fr)	1991-04-26
PT95645B (pt)	1998-02-27
MX22991A (es)	1994-02-28
DK0500629T3 (da)	1994-05-09
FR2653303B1 (fr)	1992-09-18
DE69006037T2 (de)	1994-05-05
CA2070421C (fr)	2001-04-10
ATE99886T1 (de)	1994-01-15
WO1991006224A1 (fr)	1991-05-16
EP0500629A1 (de)	1992-09-02
PT95645A (pt)	1991-09-13
NZ235805A (en)	1993-04-28

Legal Events

Date	Code	Title
1997-01-10	FF	Patent granted
1997-02-18	KB	Patent renewed
2005-07-25	MM9K	Patent not in force due to non-payment of renewal fees

Publication	Publication Date	Title
FI114314B (fi)	2004-09-30	Uudet makeutusaineina käyttökelpoiset N-aspartaamijohdannaiset ja niiden valmistusmenetelmä
IL96087A (en)	1996-08-04	Sweetening agent derived from l-aspartic or l-glutamic acid and its method of preparation
NZ205616A (en)	1986-03-14	Synthetic sweetening compounds and compositions
US4572799A (en)	1986-02-25	L-Aminodicarboxylic acid amides
CA1263404A (fr)	1989-11-28	PROCEDE POUR LA PREPARATION DE EDULCORANTS DERIVANT DE LA GLYCINE ET DE LA .beta.-ALANINE ET PROCEDE POUR EDULCORER DES PRODUITS DIVERS AVEC DE TELS AGENTS EDULCORANTS
CA2232347A1 (en)	1998-09-18	Novel dipeptide derivatives and sweetening agents
AU647260B2 (en)	1994-03-17	Sweetening agents derived from L-glutamic acid and their method of preparation
US4692513A (en)	1987-09-08	Alpha-L-aspartyl-D-heteroaromatic-substituted glycine esters and amides useful as high intensity sweeteners
US4692512A (en)	1987-09-08	Alpha-L-aspartyl-D-phenylglycine esters and amides useful as high intensity sweeteners
US4758443A (en)	1988-07-19	Thietanyl-substituted amides and use thereof as sweeteners
CZ2001974A3 (cs)	2001-08-15	N-alkylaspartyldipeptidový esterový derivát a sladidlo
WO1995017418A2 (en)	1995-06-29	NOVEL INTERMEDIATES FOR THE SYNTHESIS OF L-ASPARTYL-D-α-AMINOALKANOYL-(S)-N-α-ALKYLBENZYL AMIDES USEFUL AS ARTIFICIAL SWEETENERS
IL125256A (en)	2002-02-10	Acid N- (3,3-Dimethylbutyl) -L-Aspartyl-D-a-Amino-Canonical (S) -N-Phenyl-1-Alkanamide for use as a sweetener and process for its preparation
FR2630304A1 (fr)	1989-10-27	Derives n-hydrocarbones des acides aspartique et glutamique alpha-monoamides utiles comme agents edulcorants
WO1986003378A1 (en)	1986-06-19	Heat stabilized peptide sweeteners
US3818077A (en)	1974-06-18	L-aspartic acid derivatives
JPH0723396B2 (ja)	1995-03-15	α―Ｌ―アスパルチル―Ｄ―フェニルグリシンのオキサーアェンチルエステル