IE820220L - Amino protected asp-phe alkyl ester - Google Patents

Amino protected asp-phe alkyl ester

Info

Publication number
IE820220L
IE820220L IE820220A IE22082A IE820220L IE 820220 L IE820220 L IE 820220L IE 820220 A IE820220 A IE 820220A IE 22082 A IE22082 A IE 22082A IE 820220 L IE820220 L IE 820220L
Authority
IE
Ireland
Prior art keywords
amino
protected
alkyl ester
aspartyl
enzyme
Prior art date
Application number
IE820220A
Other versions
IE52242B1 (en
Original Assignee
Searle & 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 Searle & Co filed Critical Searle & Co
Publication of IE820220L publication Critical patent/IE820220L/en
Publication of IE52242B1 publication Critical patent/IE52242B1/en

Links

Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Peptides Or Proteins (AREA)
  • Enzymes And Modification Thereof (AREA)

Abstract

A process for the production of amino-protected-L-aspartyl-L-phenylalanine alkyl ester addition compound of the formula <IMAGE> in which R1 represents an amino protecting group and R2 is an alkyl group containing from 1 to 6 carbon atoms, which comprises reacting a carboxyl- protected-L-phenylalanine of the formula phi -CH2- <IMAGE> in which R2 has the above-stated meaning in the presence of a protease producing microorganism or an enzyme obtained from a microorganism having protease activity under conditions which favour microbial enzyme coupling in the presence of an enzyme at a pH which maintains enzyme activity, to form an amino-protected-L-aspartyl-L-phenylalanine alkyl ester addition compound of the formula <IMAGE> and continuously removing said alkyl ester addition product. Compounds such as L-aspartyl-L-phenylanine methyl ester may be prepared from the amino-protected alkyl esters by removal of the protecting group, by catalytic hydrogenation. [GB2092161A]
IE220/82A 1981-02-02 1982-02-01 Preparation of amino protected-l-aspartyl-l-phenylalanine alkyl ester IE52242B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US23056981A 1981-02-02 1981-02-02

Publications (2)

Publication Number Publication Date
IE820220L true IE820220L (en) 1982-08-02
IE52242B1 IE52242B1 (en) 1987-08-19

Family

ID=22865706

Family Applications (1)

Application Number Title Priority Date Filing Date
IE220/82A IE52242B1 (en) 1981-02-02 1982-02-01 Preparation of amino protected-l-aspartyl-l-phenylalanine alkyl ester

Country Status (5)

Country Link
JP (1) JPS57146595A (en)
DE (1) DE3203292A1 (en)
FR (1) FR2499098A1 (en)
GB (1) GB2092161B (en)
IE (1) IE52242B1 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5917997A (en) * 1982-07-23 1984-01-30 Toyo Soda Mfg Co Ltd Preparation of addition compound from dipeptide ester and amino acid ester
EP0124313B1 (en) * 1983-04-28 1989-08-02 Ajinomoto Co., Inc. Process for the production of l-aspartyl-l-phenylalanine methyl ester or l-aspartyl-l-phenylalanine
JPS60164495A (en) * 1984-01-16 1985-08-27 モンサント　コンパニー Enzymatic coupling of n-formyl amino acid and peptide residue
GB8403611D0 (en) * 1984-02-10 1984-03-14 Tate & Lyle Plc Sweetener
NL8620072A (en) * 1985-02-15 1986-12-01 Vnii Genetiki Selektsii Promy N-Formyl peptide prodn. - from N-formyl cpd. and protected amino acid in presence of protease enzyme
EP0230649A1 (en) * 1986-01-02 1987-08-05 Miles Inc. Immobilization of phenylaline ammonia-lyase
WO1987006268A1 (en) * 1986-04-10 1987-10-22 Commonwealth Scientific And Industrial Research Or Enzymatic synthesis
FR2649121B1 (en) * 1989-07-03 1991-09-20 Rhone Poulenc Chimie PROCESS FOR THE ENZYMATIC PREPARATION OF DIPEPTIDES COMPRISING A REST DERIVED FROM AN AMINO-CYCLOALKYL CARBOXYLIC ACID

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3972773A (en) * 1975-04-29 1976-08-03 Sagami Chemical Research Center Process for producing peptide
DE2857828C2 (en) * 1977-01-27 1990-06-07 Toyo Soda Mfg. Co., Ltd., Shinnanyo, Yamaguchi, Jp
JPS6022918B2 (en) * 1978-07-27 1985-06-04 財団法人相模中央研究所 Method for producing an addition compound of N-benzyloxycarbonyl-L-aspartyl-L-phenylalanine methyl-ester and phenylalanine methyl ester
JPS6022919B2 (en) * 1978-07-27 1985-06-04 財団法人相模中央研究所 Method for producing an addition compound of N-benzyloxycarbonyl-L-aspatyl-L-phenylalanine methyl ester and phenylalanine methyl ester
JPS55135595A (en) * 1979-04-03 1980-10-22 Toyo Soda Mfg Co Ltd Preparation of dipeptide
US4506011A (en) * 1981-09-05 1985-03-19 Toyo Soda Manufacturing Co., Ltd. Process for preparation of aspartylphenylalanine alkyl esters

Also Published As

Publication number Publication date
JPS57146595A (en) 1982-09-10
GB2092161A (en) 1982-08-11
FR2499098A1 (en) 1982-08-06
DE3203292C2 (en) 1990-01-11
IE52242B1 (en) 1987-08-19
GB2092161B (en) 1984-08-01
DE3203292A1 (en) 1982-09-16

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