WO2009009117A3 - Chemoenzymatic processes for preparation of levetiracetam - Google Patents

Chemoenzymatic processes for preparation of levetiracetam Download PDF

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Publication number
WO2009009117A3
WO2009009117A3 PCT/US2008/008503 US2008008503W WO2009009117A3 WO 2009009117 A3 WO2009009117 A3 WO 2009009117A3 US 2008008503 W US2008008503 W US 2008008503W WO 2009009117 A3 WO2009009117 A3 WO 2009009117A3
Authority
WO
WIPO (PCT)
Prior art keywords
levetiracetam
preparation
processes
polypeptides
nitrile hydratase
Prior art date
Application number
PCT/US2008/008503
Other languages
French (fr)
Other versions
WO2009009117A2 (en
Inventor
John Lloyd Tucker
Lan Xu
Weihong Yu
Robert William Scott
Lishan Zhao
Ningqing Ran
Original Assignee
Bioverdant Inc
John Lloyd Tucker
Lan Xu
Weihong Yu
Robert William Scott
Lishan Zhao
Ningqing Ran
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 Bioverdant Inc, John Lloyd Tucker, Lan Xu, Weihong Yu, Robert William Scott, Lishan Zhao, Ningqing Ran filed Critical Bioverdant Inc
Publication of WO2009009117A2 publication Critical patent/WO2009009117A2/en
Publication of WO2009009117A3 publication Critical patent/WO2009009117A3/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
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/10—Nitrogen as only ring hetero atom
    • 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
    • C12N9/88—Lyases (4.)
    • 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
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y402/00—Carbon-oxygen lyases (4.2)
    • C12Y402/01—Hydro-lyases (4.2.1)
    • C12Y402/01084—Nitrile hydratase (4.2.1.84)

Landscapes

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

Abstract

Compounds and processes for preparing intermediates in the synthesis of levetiracetam and precursors of levetiracetam and related compounds are provided. Also provided are processes for the preparation of levetiracetam or a pharmaceutically acceptable salt thereof. Modified nitrile hydratase polypeptides and uses thereof also are provided. Among the modified nitrile hydratase polypeptides provided are those that have altered activities, including altered enantioselectivity.
PCT/US2008/008503 2007-07-11 2008-07-11 Chemoenzymatic processes for preparation of levetiracetam WO2009009117A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US95920907P 2007-07-11 2007-07-11
US60/959,209 2007-07-11

Publications (2)

Publication Number Publication Date
WO2009009117A2 WO2009009117A2 (en) 2009-01-15
WO2009009117A3 true WO2009009117A3 (en) 2009-04-02

Family

ID=40204620

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2008/008503 WO2009009117A2 (en) 2007-07-11 2008-07-11 Chemoenzymatic processes for preparation of levetiracetam

Country Status (1)

Country Link
WO (1) WO2009009117A2 (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011020025A1 (en) * 2009-08-14 2011-02-17 Loyola University Of Chicago Composition for catalytic amide production and uses thereof
AU2015203199B2 (en) * 2011-06-07 2017-10-26 Mitsubishi Chemical Corporation Improved nitrile hydratase
JP5929910B2 (en) * 2011-06-07 2016-06-08 三菱レイヨン株式会社 Improved nitrile hydratase
AU2015270032B2 (en) * 2014-06-06 2018-11-29 Mitsubishi Chemical Corporation Improved nitrile hydratase
CN107075457B (en) * 2014-09-30 2021-03-26 巴斯夫欧洲公司 Method for culturing microorganism having nitrile hydratase activity
CN107881163A (en) * 2017-09-29 2018-04-06 浙江大学 A kind of heat-resisting nitrile hydratase, engineering bacteria and its application in catalysis nitrile compound hydration reaction generation acid amides
CN108872213B (en) * 2018-05-08 2020-12-29 中国航发北京航空材料研究院 Method for measuring high-content nickel element in Au82Ni alloy
US20230183177A1 (en) 2020-04-24 2023-06-15 Pharmazell Gmbh Enantioselective chemo-enzymatic synthesis of optically active amino amide compounds
CN113106130B (en) * 2020-06-23 2023-03-14 核芯生物医药科技(杭州)有限公司 Application of nitrile hydratase derived from staphylococcus aggregatus in preparation of amide pyrazine compounds
US11400074B1 (en) * 2021-02-01 2022-08-02 Divi's Laboratories Ltd. Enzymatic process for the preparation of (2S)-2-[(4R)-2-oxo-4-propyl-pyrrolidin-1-yl]butyric acid and its conversion into brivaracetam
CN113511994B (en) * 2021-08-16 2023-03-21 江苏八巨药业有限公司 Preparation method of levetiracetam

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0307926A2 (en) * 1987-09-18 1989-03-22 YAMADA, Hideaki Process for biological production of amides
US20040224395A1 (en) * 2003-05-08 2004-11-11 Bramucci Michael G. Preparation of (E)- and (Z)-2-methyl-2-butenoic acids
WO2004101768A2 (en) * 2003-05-08 2004-11-25 E.I. Dupont De Nemours And Company Recombinant comamonas testosreroni 5-mgam-4d amids and carboxylic acid production
WO2005090595A2 (en) * 2004-03-20 2005-09-29 Brain Biotechnology Research And Information Network Ag Nitrile hydratases from metagenome libraries

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0307926A2 (en) * 1987-09-18 1989-03-22 YAMADA, Hideaki Process for biological production of amides
US20040224395A1 (en) * 2003-05-08 2004-11-11 Bramucci Michael G. Preparation of (E)- and (Z)-2-methyl-2-butenoic acids
WO2004101768A2 (en) * 2003-05-08 2004-11-25 E.I. Dupont De Nemours And Company Recombinant comamonas testosreroni 5-mgam-4d amids and carboxylic acid production
WO2005090595A2 (en) * 2004-03-20 2005-09-29 Brain Biotechnology Research And Information Network Ag Nitrile hydratases from metagenome libraries

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
BRADY D ET AL: "Characterisation of nitrilase and nitrile hydratase biocatalytic systems", APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, SPRINGER VERLAG, BERLIN, DE, vol. 64, no. 1, 1 March 2004 (2004-03-01), pages 76 - 85, XP002333496, ISSN: 0175-7598 *
DATABASE UniProt 1 June 2003 (2003-06-01), KANEKO T ET AL: "Nitrile hydratase subunit alpha", XP002510381, retrieved from EBI accession no. Q89LP5_BRAJA Database accession no. Q89LP5 *

Also Published As

Publication number Publication date
WO2009009117A2 (en) 2009-01-15

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