NL9400092A - Enzymatische koppeling van L-fenylalaninemethylester en N-benzyloxycarbonyl-asparaginezuur. - Google Patents

Enzymatische koppeling van L-fenylalaninemethylester en N-benzyloxycarbonyl-asparaginezuur. Download PDF

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Publication number
NL9400092A
NL9400092A NL9400092A NL9400092A NL9400092A NL 9400092 A NL9400092 A NL 9400092A NL 9400092 A NL9400092 A NL 9400092A NL 9400092 A NL9400092 A NL 9400092A NL 9400092 A NL9400092 A NL 9400092A
Authority
NL
Netherlands
Prior art keywords
reaction
coupling
methyl ester
phenylalanine methyl
benzyloxycarbonyl
Prior art date
Application number
NL9400092A
Other languages
English (en)
Dutch (nl)
Inventor
Shigeaki Irino
Shin-Ichiro Nakamura
Kiyotaka Oyama
Peter Jan Leonard M Quaedflieg
Theodorus Johannes Godf Dooren
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.)
Filing date
Publication date
Application filed by Holland Sweetener Co filed Critical Holland Sweetener Co
Priority to NL9400092A priority Critical patent/NL9400092A/nl
Priority to US08/366,592 priority patent/US5527689A/en
Priority to DE69515709T priority patent/DE69515709T2/de
Priority to EP95200100A priority patent/EP0664338B1/en
Priority to AT95200100T priority patent/ATE191009T1/de
Priority to KR1019950001114A priority patent/KR100350011B1/ko
Priority to CN95101307A priority patent/CN1066773C/zh
Priority to RU95100762/04A priority patent/RU95100762A/ru
Priority to TW084100543A priority patent/TW425428B/zh
Publication of NL9400092A publication Critical patent/NL9400092A/nl

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Classifications

    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00Preparation of nitrogen-containing organic compounds
    • C12P13/04Alpha- or beta- amino acids
    • C12P13/22Tryptophan; Tyrosine; Phenylalanine; 3,4-Dihydroxyphenylalanine
    • C12P13/222Phenylalanine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06Dipeptides
    • C07K5/06104Dipeptides with the first amino acid being acidic
    • C07K5/06113Asp- or Asn-amino acid
    • C07K5/06121Asp- or Asn-amino acid the second amino acid being aromatic or cycloaliphatic
    • C07K5/0613Aspartame

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  • 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)
NL9400092A 1994-01-20 1994-01-20 Enzymatische koppeling van L-fenylalaninemethylester en N-benzyloxycarbonyl-asparaginezuur. NL9400092A (nl)

Priority Applications (9)

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.
US08/366,592 US5527689A (en) 1994-01-20 1994-12-29 Enzymatic coupling of L-phenylalanine methyl ester and N-benzyloxycarbonyl-aspartic acid
DE69515709T DE69515709T2 (de) 1994-01-20 1995-01-16 Enzymatische Kupplung von L-Phenylalaninemethylester und N-Benzyloxycarbonyl-Asparagensäure
EP95200100A EP0664338B1 (en) 1994-01-20 1995-01-16 Enzymatic coupling of L-phenylalanine methyl ester and N-benzyloxycarbonyl-aspartic acid
AT95200100T ATE191009T1 (de) 1994-01-20 1995-01-16 Enzymatische kupplung von l- phenylalaninemethylester und n-benzyloxycarbonyl- asparagensäure
KR1019950001114A KR100350011B1 (ko) 1994-01-20 1995-01-19 N-벤질옥시카르보닐-α-L-아스파르틸-L-페닐알라닌메틸에스테르를제조하는방법
CN95101307A CN1066773C (zh) 1994-01-20 1995-01-19 L-苯丙氨酸甲酯和n-苄氧羰基-天冬氨酸的酶催偶合
RU95100762/04A RU95100762A (ru) 1994-01-20 1995-01-19 Способ получения n-бензилоксикарбонил- альфа - l-аспартил-l-фенилаланин метилового эфира
TW084100543A TW425428B (en) 1994-01-20 1995-01-20 Enzymatic coupling of L-phenylalanine methyl ester and N-benzyloxycarbonyl-aspartic acid

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
NL9400092 1994-01-20
NL9400092A NL9400092A (nl) 1994-01-20 1994-01-20 Enzymatische koppeling van L-fenylalaninemethylester en N-benzyloxycarbonyl-asparaginezuur.

Publications (1)

Publication Number Publication Date
NL9400092A true NL9400092A (nl) 1995-09-01

Family

ID=19863721

Family Applications (1)

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

Country Status (9)

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

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 (en) * 2001-06-07 2002-12-11 Holland Sweetener Company V.o.F. Enzymatic coupling of L-phenylalanine methyl ester and N-benzyloxycarbonyl-l-aspartic acid in a continuous or fed-batch process
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

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2328695A1 (fr) * 1975-04-29 1977-05-20 Sagami Chem Res Procede de preparation d'un peptide
FR2378747A1 (fr) * 1977-01-27 1978-08-25 Toyo Soda Mfg Co Ltd Nouveaux composes d'addition d'un derive de dipeptide et d'un derive d'amino-acide, et leur procede de preparation et de decomposition
EP0201855A2 (de) * 1985-05-14 1986-11-20 Hoechst Aktiengesellschaft Verfahren zur Herstellung von Additionsverbindungen aus Dipeptiden und Aminen
FR2589490A1 (fr) * 1985-07-04 1987-05-07 Centre Nat Rech Scient Procede pour l'obtention de couches minces monocristallines de polymeres conjugues
GB2250023A (en) * 1990-11-24 1992-05-27 Miwon Co Ltd Process for the preparation of aspartame

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4116768A (en) * 1975-04-29 1978-09-26 (Zaidanhojin) Sagami Chemical Research Center Process for producing a peptide
US4119493A (en) * 1975-10-23 1978-10-10 (Zaidanhojin) Sagami Chemical Research Center Process for producing a peptide
US4166768A (en) * 1977-11-14 1979-09-04 Monsanto Company Continuous cell culture system
EP0075160B1 (en) * 1981-09-21 1987-01-07 Toyo Soda Manufacturing Co., Ltd. Process for recovering a dipeptide derivative
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
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
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

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2328695A1 (fr) * 1975-04-29 1977-05-20 Sagami Chem Res Procede de preparation d'un peptide
FR2378747A1 (fr) * 1977-01-27 1978-08-25 Toyo Soda Mfg Co Ltd Nouveaux composes d'addition d'un derive de dipeptide et d'un derive d'amino-acide, et leur procede de preparation et de decomposition
EP0201855A2 (de) * 1985-05-14 1986-11-20 Hoechst Aktiengesellschaft Verfahren zur Herstellung von Additionsverbindungen aus Dipeptiden und Aminen
FR2589490A1 (fr) * 1985-07-04 1987-05-07 Centre Nat Rech Scient Procede pour l'obtention de couches minces monocristallines de polymeres conjugues
GB2250023A (en) * 1990-11-24 1992-05-27 Miwon Co Ltd Process for the preparation of aspartame

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 120, no. 35, 31 January 1994, Columbus, Ohio, US; abstract no. 48817v, ZHOU F. ET AL.: "Study of the kinetics of enzymic snthesis of aspartame" page 422; *
HUAXUE FANYING GONGCHENG YU GONGYI, vol. 8, no. 4, 1992, pages 413 - 419 *
OYAMA K. ET AL.: "On the mechanism of the Action of Thermolysin ...", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 2, 1981, LETCHWORTH GB, pages 356 - 360 *

Also Published As

Publication number Publication date
ATE191009T1 (de) 2000-04-15
CN1113266A (zh) 1995-12-13
EP0664338A1 (en) 1995-07-26
US5527689A (en) 1996-06-18
DE69515709T2 (de) 2001-02-01
KR100350011B1 (ko) 2002-10-31
TW425428B (en) 2001-03-11
CN1066773C (zh) 2001-06-06
EP0664338B1 (en) 2000-03-22
RU95100762A (ru) 1996-10-27
DE69515709D1 (de) 2000-04-27
KR950032628A (ko) 1995-12-22

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