ATE191009T1 - Enzymatische kupplung von l- phenylalaninemethylester und n-benzyloxycarbonyl- asparagensäure - Google Patents

Enzymatische kupplung von l- phenylalaninemethylester und n-benzyloxycarbonyl- asparagensäure

Info

Publication number: ATE191009T1
Authority: AT; Austria
Prior art keywords: benzyloxycarbonyl; methyl ester; phenylalanine methyl; acid; asparegenic
Prior art date: 1994-01-20

Application number

AT95200100T

Other languages

English (en)

Inventor

Shigeaki Irino

Shin-Ichiro Nakamura

Kiyotaka Oyama

Peter Jan Leonard Quaedflieg

Dooren Theodorus Johannes Van

Original Assignee

Holland Sweetener Co

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.)

1994-01-20

Filing date

1995-01-16

Publication date

2000-04-15

1995-01-16 Application filed by Holland Sweetener Co filed Critical Holland Sweetener Co

2000-04-15 Application granted granted Critical

2000-04-15 Publication of ATE191009T1 publication Critical patent/ATE191009T1/de

Links

238000005859 coupling reaction Methods 0.000 title abstract 3
VSDUZFOSJDMAFZ-VIFPVBQESA-N methyl L-phenylalaninate Chemical compound COC(=O)[C@@H](N)CC1=CC=CC=C1 VSDUZFOSJDMAFZ-VIFPVBQESA-N 0.000 title abstract 3
230000008878 coupling Effects 0.000 title abstract 2
238000010168 coupling process Methods 0.000 title abstract 2
230000002255 enzymatic effect Effects 0.000 title abstract 2
239000002253 acid Substances 0.000 title 1
GSYSFVSGPABNNL-UHFFFAOYSA-N methyl 2-dimethoxyphosphoryl-2-(phenylmethoxycarbonylamino)acetate Chemical compound COC(=O)C(P(=O)(OC)OC)NC(=O)OCC1=CC=CC=C1 GSYSFVSGPABNNL-UHFFFAOYSA-N 0.000 title 1
XYXYXSKSTZAEJW-VIFPVBQESA-N (2s)-2-(phenylmethoxycarbonylamino)butanedioic acid Chemical compound OC(=O)C[C@@H](C(O)=O)NC(=O)OCC1=CC=CC=C1 XYXYXSKSTZAEJW-VIFPVBQESA-N 0.000 abstract 2
-1 alkali metal salt Chemical class 0.000 abstract 2
YSCNREZXFSZAQO-ROUUACIJSA-N (3s)-4-[[(2s)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxo-3-(phenylmethoxycarbonylamino)butanoic acid Chemical compound C([C@@H](C(=O)OC)NC(=O)[C@H](CC(O)=O)NC(=O)OCC=1C=CC=CC=1)C1=CC=CC=C1 YSCNREZXFSZAQO-ROUUACIJSA-N 0.000 abstract 1
108090000145 Bacillolysin Proteins 0.000 abstract 1
102000035092 Neutral proteases Human genes 0.000 abstract 1
108091005507 Neutral proteases Proteins 0.000 abstract 1
229910052783 alkali metal Inorganic materials 0.000 abstract 1
229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
150000003863 ammonium salts Chemical class 0.000 abstract 1
239000012736 aqueous medium Substances 0.000 abstract 1
230000015572 biosynthetic process Effects 0.000 abstract 1
238000000034 method Methods 0.000 abstract 1
239000002244 precipitate Substances 0.000 abstract 1
239000011541 reaction mixture Substances 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
- C12P13/22—Tryptophan; Tyrosine; Phenylalanine; 3,4-Dihydroxyphenylalanine
- C12P13/222—Phenylalanine
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06104—Dipeptides with the first amino acid being acidic
- C07K5/06113—Asp- or Asn-amino acid
- C07K5/06121—Asp- or Asn-amino acid the second amino acid being aromatic or cycloaliphatic
- C07K5/0613—Aspartame

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Biochemistry (AREA)
Health & Medical Sciences (AREA)
Genetics & Genomics (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Medicinal Chemistry (AREA)
Engineering & Computer Science (AREA)
Molecular Biology (AREA)
Biophysics (AREA)
General Chemical & Material Sciences (AREA)
Microbiology (AREA)
Chemical Kinetics & Catalysis (AREA)
Biotechnology (AREA)
Bioinformatics & Cheminformatics (AREA)
General Engineering & Computer Science (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Enzymes And Modification Thereof (AREA)
Peptides Or Proteins (AREA)

AT95200100T 1994-01-20 1995-01-16 Enzymatische kupplung von l- phenylalaninemethylester und n-benzyloxycarbonyl- asparagensäure ATE191009T1 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
NL9400092A NL9400092A (nl)	1994-01-20	1994-01-20	Enzymatische koppeling van L-fenylalaninemethylester en N-benzyloxycarbonyl-asparaginezuur.

Publications (1)

Publication Number	Publication Date
ATE191009T1 true ATE191009T1 (de)	2000-04-15

Family

ID=19863721

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AT95200100T ATE191009T1 (de)	1994-01-20	1995-01-16	Enzymatische kupplung von l- phenylalaninemethylester und n-benzyloxycarbonyl- asparagensäure

Country Status (9)

Country	Link
US (1)	US5527689A (de)
EP (1)	EP0664338B1 (de)
KR (1)	KR100350011B1 (de)
CN (1)	CN1066773C (de)
AT (1)	ATE191009T1 (de)
DE (1)	DE69515709T2 (de)
NL (1)	NL9400092A (de)
RU (1)	RU95100762A (de)
TW (1)	TW425428B (de)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6274140B1 (en) *	1994-07-27	2001-08-14	Genetics Institute, Inc.	Calcium independent cytosolic phospholipase A2/B enzymes
US6617127B2 (en) *	1998-12-22	2003-09-09	Holland Sweetener Company, V.O.F.	Synthesis and recovery of aspartame involving enzymatic deformylation step
KR20020015742A (ko) *	2000-08-23	2002-03-02	신철수	단백질 가수분해효소를 이용한 아스파탐 전구체의 제조방법
EP1264896A1 (de) *	2001-06-07	2002-12-11	Holland Sweetener Company V.o.F.	Enzymatische Kupplung von L-Phenylalaninemethylester und N-Benzyloxycarbonyl-Asparagensäure in einem kontinuierlichen oder fed-batch Verfahren
US9101160B2 (en)	2005-11-23	2015-08-11	The Coca-Cola Company	Condiments with high-potency sweetener
US8017168B2 (en)	2006-11-02	2011-09-13	The Coca-Cola Company	High-potency sweetener composition with rubisco protein, rubiscolin, rubiscolin derivatives, ace inhibitory peptides, and combinations thereof, and compositions sweetened therewith
CN104774891B (zh) *	2015-01-15	2018-12-25	南京工业大学	一种酶法高效合成苄氧羰基阿斯巴甜的工艺

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4119493A (en) *	1975-10-23	1978-10-10	(Zaidanhojin) Sagami Chemical Research Center	Process for producing a peptide
US4116768A (en) *	1975-04-29	1978-09-26	(Zaidanhojin) Sagami Chemical Research Center	Process for producing a peptide
US3972773A (en) *	1975-04-29	1976-08-03	Sagami Chemical Research Center	Process for producing peptide
DE2801238C2 (de) *	1977-01-27	1986-06-05	(Zaidanhojin) Sagami Chemical Research Center, Tokio/Tokyo	Verfahren zur Herstellung von Salzen aus L,L-Dipeptiden und Phenylalaninestern
US4166768A (en) *	1977-11-14	1979-09-04	Monsanto Company	Continuous cell culture system
EP0075160B1 (de) *	1981-09-21	1987-01-07	Toyo Soda Manufacturing Co., Ltd.	Verfahren zur Gewinnung eines Dipeptidderivates
JPS60164495A (ja) *	1984-01-16	1985-08-27	モンサント　コンパニー	Ｎ‐ホルミルアミノ酸とペプチド残基の酵素的結合法
DE3517361A1 (de) *	1985-05-14	1986-11-20	Hoechst Ag, 6230 Frankfurt	Verfahren zur herstellung von additionsverbindungen aus dipeptiden und aminen
FR2589490B1 (fr) *	1985-07-04	1988-01-22	Centre Nat Rech Scient	Procede pour l'obtention de couches minces monocristallines de polymeres conjugues
US4710583A (en) *	1985-10-21	1987-12-01	W. R. Grace & Co.	Dipeptides and process
FR2589480B1 (fr) *	1985-11-05	1988-09-16	Hoechst France	Procede biologique de preparation de n-(n-benzyloxycarbonyl l-aspartyl-1) l-phenylalaninate de methyle
US5302743A (en) *	1988-03-22	1994-04-12	Mitsui Toatsu Chemicals, Inc.	Preparation of N-protected α-L-aspartyl-L-phenylalanine methyl ester
KR930002966B1 (ko) *	1990-11-24	1993-04-16	주식회사 미 원	디펩티드의 제조방법
US5279946A (en) *	1991-07-10	1994-01-18	Development Center For Biotechnology	Process for the preparation of N-benzyloxycarbonyl-alpha-L-aspartyl-L-phenylalanine methyl ester

1994
- 1994-01-20 NL NL9400092A patent/NL9400092A/nl not_active Application Discontinuation
- 1994-12-29 US US08/366,592 patent/US5527689A/en not_active Expired - Fee Related
1995
- 1995-01-16 EP EP95200100A patent/EP0664338B1/de not_active Expired - Lifetime
- 1995-01-16 DE DE69515709T patent/DE69515709T2/de not_active Expired - Fee Related
- 1995-01-16 AT AT95200100T patent/ATE191009T1/de not_active IP Right Cessation
- 1995-01-19 RU RU95100762/04A patent/RU95100762A/ru unknown
- 1995-01-19 CN CN95101307A patent/CN1066773C/zh not_active Expired - Fee Related
- 1995-01-19 KR KR1019950001114A patent/KR100350011B1/ko not_active Expired - Fee Related
- 1995-01-20 TW TW084100543A patent/TW425428B/zh not_active IP Right Cessation

Also Published As

Publication number	Publication date
CN1066773C (zh)	2001-06-06
TW425428B (en)	2001-03-11
EP0664338B1 (de)	2000-03-22
NL9400092A (nl)	1995-09-01
DE69515709D1 (de)	2000-04-27
US5527689A (en)	1996-06-18
DE69515709T2 (de)	2001-02-01
EP0664338A1 (de)	1995-07-26
KR100350011B1 (ko)	2002-10-31
RU95100762A (ru)	1996-10-27
CN1113266A (zh)	1995-12-13
KR950032628A (ko)	1995-12-22

Legal Events

Date	Code	Title	Description
2000-09-15	RER	Ceased as to paragraph 5 lit. 3 law introducing patent treaties

Publication	Publication Date	Title
AU3049895A (en)	1996-04-04	Method of inhibiting sulfate scale in aqueous systems
AU7121494A (en)	1995-02-06	Separation of proteins
AU4799793A (en)	1994-03-15	Beta -aminoalkyl and beta -n-peptidylaminoalkyl boronic acids
CA2269807A1 (en)	1998-04-30	Substituted aminoalkanephosphonic acids
MY129957A (en)	2007-05-31	Aqueous liquid agricultural composition
CA2145407A1 (en)	1994-04-14	New reagents for peptide couplings
ATE191009T1 (de)	2000-04-15	Enzymatische kupplung von l- phenylalaninemethylester und n-benzyloxycarbonyl- asparagensäure
AU6705690A (en)	1991-06-20	Control of corrosion in aqueous systems using certain phosphonomethyl amine oxides
WO1995012570A3 (en)	1995-08-31	Alkylation of amino acids
MY131384A (en)	2007-08-30	Novel 2-saccharinylmethyl aryl carboxylates useful as proteolytic enzyme inhibitors and compositions and method of use thereof
ATE192735T1 (de)	2000-05-15	Verfahren zur herstellung von aminoxyd tenside enthaltenden festen zusammensetzungen
CA2009295A1 (en)	1990-08-06	Process for the enzymatic resolution of 2-amino-4-methylphosphinobutyric acid derivatives
MX9504733A (es)	1997-05-31	Procedimiento para limpieza de metales.
GR3030576T3 (en)	1999-10-29	Solid compositions containing amine oxide-maleic acid salts
FI950094A0 (fi)	1995-01-09	Menetelmä vesipohjaisen entsyymiliuoksen puhdistamiseksi
KR900004751A (ko)	1990-04-12	N-포스포노메틸글리신의 제조방법
DE3871713D1 (de)	1992-07-09	Verfahren zum kontrollieren von kalziumoxalatablagerungen in einem ausgedehnten ph-bereich.
CA2022708A1 (en)	1991-06-16	Control of scale in aqueous systems using certain phosphonomethyl amine oxides
DE69520947D1 (de)	2001-06-21	Diarinopropanole abgeleitet von aminosäuren
ES2171938T3 (es)	2002-09-16	Solucion acuosa de formiato de potasio y carbonato de potasio.
WO2002098905A3 (en)	2003-10-16	Enzymatic coupling of l-phenylalanine methyl ester and n-benzyloxycarbonyl-l-aspartic acid in a continuous or fed-batch process
WO1997010209A3 (de)	1997-05-01	Als verknüpfungsreagenzien einsetzbare dimaleinimidosubstituierte dihydroxyalkane und verfahren zu deren herstellung
EP0508435A3 (en)	1993-04-07	Pharmaceutical composition of stabilized (leu 13)-motilin-hse
ES2142849T3 (es)	2000-05-01	Composicion blanqueadora liquida.
AU3617489A (en)	1989-12-14	A peptide with antihypertensive activity