WO2010019469A3 - Preparation of (s)-2-aminobutyric acid - Google Patents

Preparation of (s)-2-aminobutyric acid Download PDF

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Publication number
WO2010019469A3
WO2010019469A3 PCT/US2009/053137 US2009053137W WO2010019469A3 WO 2010019469 A3 WO2010019469 A3 WO 2010019469A3 US 2009053137 W US2009053137 W US 2009053137W WO 2010019469 A3 WO2010019469 A3 WO 2010019469A3
Authority
WO
WIPO (PCT)
Prior art keywords
aminobutyric acid
preparation
litorolis
thermococcus
racemic
Prior art date
Application number
PCT/US2009/053137
Other languages
French (fr)
Other versions
WO2010019469A2 (en
Inventor
Michael Lloyd
Matthew Bycroft
Srinivas Gade
Original Assignee
Dr. Reddy's Laboratories Ltd.
Dr. Reddy's Laboratories, Inc.
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 Dr. Reddy's Laboratories Ltd., Dr. Reddy's Laboratories, Inc. filed Critical Dr. Reddy's Laboratories Ltd.
Publication of WO2010019469A2 publication Critical patent/WO2010019469A2/en
Publication of WO2010019469A3 publication Critical patent/WO2010019469A3/en

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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
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/14—Hydrolases (3)
    • C12N9/78—Hydrolases (3) acting on carbon to nitrogen bonds other than peptide bonds (3.5)
    • C12N9/80—Hydrolases (3) acting on carbon to nitrogen bonds other than peptide bonds (3.5) acting on amide bonds in linear amides (3.5.1)
    • 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
    • C12P41/006—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures
    • C12P41/007—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures by reactions involving acyl derivatives of racemic amines

Abstract

Processes for the preparation of (S)-2-aminobutyric acid, embodiments including selective hydrolysis of racemic N-protected-2-aminobutyric acid using an acylase enzyme, such as one derived from Thermococcus litorolis or Aspergillus melleus.
PCT/US2009/053137 2008-08-11 2009-08-07 Preparation of (s)-2-aminobutyric acid WO2010019469A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN1928CH2008 2008-08-11
IN1928/CHE/2008 2008-08-11
US10493008P 2008-10-13 2008-10-13
US61/104,930 2008-10-13

Publications (2)

Publication Number Publication Date
WO2010019469A2 WO2010019469A2 (en) 2010-02-18
WO2010019469A3 true WO2010019469A3 (en) 2010-05-14

Family

ID=41669590

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2009/053137 WO2010019469A2 (en) 2008-08-11 2009-08-07 Preparation of (s)-2-aminobutyric acid

Country Status (1)

Country Link
WO (1) WO2010019469A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109503408B (en) * 2019-01-07 2021-12-21 宁波赜军医药科技有限公司 Resolution method of (S) - (+) -2-aminobutanamide hydrochloride
CN111321178B (en) * 2020-03-02 2023-07-28 宁波酶赛生物工程有限公司 Preparation method of L-2-aminobutanamide

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60105500A (en) * 1983-09-27 1985-06-10 ヘキスト・アクチエンゲゼルシヤフト Production of optical antipode

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60105500A (en) * 1983-09-27 1985-06-10 ヘキスト・アクチエンゲゼルシヤフト Production of optical antipode

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
BODALO, A. ET AL.: "Simulation of transient state in enzymatic membrane reactors for resolution of DL-valine and experimental validation", JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, vol. 76, no. 9, 2001, pages 978 - 984 *
BOMMARIUS, A. S. ET AL.: "L-Methionine related L-amino acids by acylase cleavage of their corresponding N-acetyl-DL-derivatives", TETRAHEDRON: ASYMMETRY, vol. 8, no. 19, 1997, pages 3197 - 3200 *
CHENAULT, H. K. ET AL.: "Kinetic Resolution of Unnatural and Rarely Occurring Amino Acids: Enantioselective Hydrolysis of N-Acyl Amino Acids Catalyzed by Acylase I", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 111, no. 16, 1989, pages 6354 - 6364 *
DUTHALER, R. 0. ET AL.: "Recent Developments in the Stereoselective Synthesis of a-Ami noacids", TETRAHEDRON, vol. 50, no. 6, 1994, pages 1539 - 1650 *

Also Published As

Publication number Publication date
WO2010019469A2 (en) 2010-02-18

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