CA2009295A1 - Procede de resolution enzymatique des derives de l'acide 2-amino-4-methylphosphinobutirique - Google Patents

Procede de resolution enzymatique des derives de l'acide 2-amino-4-methylphosphinobutirique

Info

Publication number
CA2009295A1
CA2009295A1 CA2009295A CA2009295A CA2009295A1 CA 2009295 A1 CA2009295 A1 CA 2009295A1 CA 2009295 A CA2009295 A CA 2009295A CA 2009295 A CA2009295 A CA 2009295A CA 2009295 A1 CA2009295 A1 CA 2009295A1
Authority
CA
Canada
Prior art keywords
ptc
amino
derivatives
group
enzymatic resolution
Prior art date
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.)
Granted
Application number
CA2009295A
Other languages
English (en)
Other versions
CA2009295C (fr
Inventor
Lothar Willms
Gerd Fulling
Reinhold Keller
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.)
Bayer CropScience AG
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2009295A1 publication Critical patent/CA2009295A1/fr
Application granted granted Critical
Publication of CA2009295C publication Critical patent/CA2009295C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
    • C07F9/301—Acyclic saturated acids which can have further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
    • C07F9/32—Esters thereof
    • C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/3211—Esters of acyclic saturated acids which can have further substituents on alkyl
    • 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
    • C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
    • 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
    • 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S435/00—Chemistry: molecular biology and microbiology
    • Y10S435/8215—Microorganisms
    • Y10S435/822—Microorganisms using bacteria or actinomycetales
    • Y10S435/874—Pseudomonas
    • 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S435/00—Chemistry: molecular biology and microbiology
    • Y10S435/8215—Microorganisms
    • Y10S435/822—Microorganisms using bacteria or actinomycetales
    • Y10S435/874—Pseudomonas
    • Y10S435/876—Pseudomonas fluorescens

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Analytical Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Enzymes And Modification Thereof (AREA)
CA002009295A 1989-02-06 1990-02-05 Procede de resolution enzymatique des derives de l'acide 2-amino-4-methylphosphinobutirique Expired - Lifetime CA2009295C (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3903446A DE3903446A1 (de) 1989-02-06 1989-02-06 Verfahren zur enzymatischen trennung von 2-amino-4-methylphosphinobuttersaeurederivaten
DEP3903446.1 1989-02-06

Publications (2)

Publication Number Publication Date
CA2009295A1 true CA2009295A1 (fr) 1990-08-06
CA2009295C CA2009295C (fr) 2000-08-01

Family

ID=6373501

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002009295A Expired - Lifetime CA2009295C (fr) 1989-02-06 1990-02-05 Procede de resolution enzymatique des derives de l'acide 2-amino-4-methylphosphinobutirique

Country Status (10)

Country Link
US (3) US5756800A (fr)
EP (1) EP0382113B1 (fr)
JP (1) JP2846694B2 (fr)
KR (1) KR100237520B1 (fr)
AT (1) ATE111959T1 (fr)
AU (1) AU627546B2 (fr)
CA (1) CA2009295C (fr)
DE (2) DE3903446A1 (fr)
DK (1) DK0382113T3 (fr)
ES (1) ES2064500T3 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10428092B2 (en) 2010-04-14 2019-10-01 Strategic Enzyme Applications, Inc. Process of producing phosphinothricin employing nitrilases

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3724722A1 (de) * 1987-07-25 1989-02-16 Hoechst Ag Verbessertes verfahren zur enzymatischen herstellung von l-2-amino-4-methylphosphinobuttersaeure
US5051525A (en) * 1989-02-06 1991-09-24 Hoechst Aktiengesellschaft N-acyl-2-amino acid amides containing phosphinic esters, process for their preparation, and N-acyl-2-amino acids nitriles as precursors
DE3903446A1 (de) * 1989-02-06 1990-10-18 Hoechst Ag Verfahren zur enzymatischen trennung von 2-amino-4-methylphosphinobuttersaeurederivaten
DE4407197A1 (de) * 1994-03-04 1995-09-07 Hoechst Schering Agrevo Gmbh Verfahren zur Herstellung von /L/-Homoalanin-4-yl-(methyl)phosphinsäure und deren Salze durch Racematspaltung
DE4422045A1 (de) * 1994-06-26 1996-01-04 Hoechst Schering Agrevo Gmbh Verfahren zur enzymatischen Spaltung von 2-Amino-4-methylphosphinobutansäureamid-Derivaten
DE19955283A1 (de) * 1999-11-17 2001-05-23 Aventis Res & Tech Gmbh & Co Verfahren zur enantioselektiven Gewinnung von Aminosäuren und Aminosäurederivaten unter Verwendung von Racemisierungskatalysatoren
EP2065391B1 (fr) * 2006-09-20 2014-06-18 Meiji Seika Pharma Co., Ltd. Procédé de fabrication d'un acide a-aminé contenant du phosphore et intermédiaire de fabrication
CN108191909B (zh) * 2018-01-12 2020-05-01 Ati化学国际公司 一种氢化法制备草铵膦酸的工艺
CN110343676B (zh) 2018-04-03 2020-06-23 上海弈柯莱生物医药科技有限公司 一种l-谷氨酸脱氢酶突变体及其应用
CN111979208B (zh) 2019-05-23 2023-01-10 弈柯莱生物科技(上海)股份有限公司 一种l-谷氨酸脱氢酶突变体及其应用
CN112940031B (zh) * 2021-02-01 2022-08-02 河北威远生物化工有限公司 一种n-萘乙酰草铵膦及其合成方法及以其合成l-草铵膦的合成方法

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA947214A (en) * 1971-04-02 1974-05-14 Canadian Patents And Development Limited Resolution of racemates of ring-substituted phenylalanines
DE2963836D1 (en) * 1978-05-25 1982-11-18 Meiji Seika Kaisha Process for producing alkyl 4-(alkoxy methyl phosphinoyl)butyrates and alkyl-(2-amino-4-(alkoxy methyl phosphinoyl)) butyrates
JPS557237A (en) * 1978-07-03 1980-01-19 Meiji Seika Kaisha Ltd Novel phosphorus-containing compound, its preparation, herbicide, agricultural and horticultural fungicide comprising it
JPS5547630A (en) * 1978-10-02 1980-04-04 Meiji Seika Kaisha Ltd Optical resolution of phosphorus-containing amino acid
DE2927534A1 (de) * 1979-07-07 1981-01-08 Bayer Ag Optisch reine heterocyclische aminosaeuren, verfahren zu ihrer herstellung und ihre verwendung
DE3048612C2 (de) * 1980-12-23 1982-12-02 Hoechst Ag, 6000 Frankfurt "Verfahren zur enzymatischen Trennung von L-2-Ami no-4-methylphosphinobuttersäure"
JPS60248191A (ja) * 1984-05-21 1985-12-07 Satoshi Omura フオスフイノスリシンの製造方法
DE3435156A1 (de) * 1984-09-25 1986-04-03 Boehringer Mannheim Gmbh, 6800 Mannheim Verfahren zur herstellung der stereoisomeren von 1-amino-alkylphosphonsaeuren oder 1-aminoalkylphosphinsaeuren
DE3609818A1 (de) * 1986-03-22 1987-09-24 Hoechst Ag Verfahren zur herstellung von l-phosphinothricin(derivaten) sowie ihrer alkylester
JP2615777B2 (ja) * 1987-05-26 1997-06-04 日産化学工業株式会社 ホスフィニルアミノ酸誘導体の製造方法
DE3724722A1 (de) * 1987-07-25 1989-02-16 Hoechst Ag Verbessertes verfahren zur enzymatischen herstellung von l-2-amino-4-methylphosphinobuttersaeure
DE3727243A1 (de) * 1987-08-15 1989-02-23 Hoechst Ag Verfahren zur enzymatischen herstellung optisch aktiver phosphorhaltiger funktioneller essigsaeurederivate
DE3903446A1 (de) * 1989-02-06 1990-10-18 Hoechst Ag Verfahren zur enzymatischen trennung von 2-amino-4-methylphosphinobuttersaeurederivaten
US5051525A (en) * 1989-02-06 1991-09-24 Hoechst Aktiengesellschaft N-acyl-2-amino acid amides containing phosphinic esters, process for their preparation, and N-acyl-2-amino acids nitriles as precursors

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10428092B2 (en) 2010-04-14 2019-10-01 Strategic Enzyme Applications, Inc. Process of producing phosphinothricin employing nitrilases

Also Published As

Publication number Publication date
US5756800A (en) 1998-05-26
DK0382113T3 (da) 1995-02-13
EP0382113B1 (fr) 1994-09-21
CA2009295C (fr) 2000-08-01
ATE111959T1 (de) 1994-10-15
KR100237520B1 (ko) 2000-01-15
DE59007179D1 (de) 1994-10-27
AU4911790A (en) 1990-08-09
KR900013080A (ko) 1990-09-03
AU627546B2 (en) 1992-08-27
US5756346A (en) 1998-05-26
EP0382113A1 (fr) 1990-08-16
ES2064500T3 (es) 1995-02-01
JPH02245197A (ja) 1990-09-28
DE3903446A1 (de) 1990-10-18
US5879930A (en) 1999-03-09
JP2846694B2 (ja) 1999-01-13

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