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ATE445019T1 - Verfahren zur enzymatischen herstellung von (s)-3-cyano-5-methylhexansäure - Google Patents

Verfahren zur enzymatischen herstellung von (s)-3-cyano-5-methylhexansäure

Info

Publication number
ATE445019T1
ATE445019T1 AT05718347T AT05718347T ATE445019T1 AT E445019 T1 ATE445019 T1 AT E445019T1 AT 05718347 T AT05718347 T AT 05718347T AT 05718347 T AT05718347 T AT 05718347T AT E445019 T1 ATE445019 T1 AT E445019T1
Authority
AT
Austria
Prior art keywords
methylhexanic
cyano
acid
enzymatic production
enzymatic
Prior art date
Application number
AT05718347T
Other languages
English (en)
Inventor
Michael Paul Burns
Justin Kaine Weaver
John Wing Wong
Original Assignee
Pfizer Prod 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 Pfizer Prod Inc filed Critical Pfizer Prod Inc
Application granted granted Critical
Publication of ATE445019T1 publication Critical patent/ATE445019T1/de

Links

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
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/40Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
    • 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
    • C12P13/002Nitriles (-CN)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • 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
    • 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
    • C12P13/001Amines; Imines
    • 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
    • C12P41/00Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/006Processes 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
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/20Oxygen containing
    • Y10T436/200833Carbonyl, ether, aldehyde or ketone containing
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/20Oxygen containing
    • Y10T436/207497Molecular oxygen

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)
  • Chemical Kinetics & Catalysis (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Microbiology (AREA)
  • Analytical Chemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biomedical Technology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Neurosurgery (AREA)
  • Animal Behavior & Ethology (AREA)
  • Neurology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
AT05718347T 2004-04-14 2005-04-01 Verfahren zur enzymatischen herstellung von (s)-3-cyano-5-methylhexansäure ATE445019T1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US56213304P 2004-04-14 2004-04-14
PCT/IB2005/000873 WO2005100580A1 (en) 2004-04-14 2005-04-01 Stereoselective bioconversion of aliphatic dinitriles into cyano carboxylic acids

Publications (1)

Publication Number Publication Date
ATE445019T1 true ATE445019T1 (de) 2009-10-15

Family

ID=34962755

Family Applications (1)

Application Number Title Priority Date Filing Date
AT05718347T ATE445019T1 (de) 2004-04-14 2005-04-01 Verfahren zur enzymatischen herstellung von (s)-3-cyano-5-methylhexansäure

Country Status (44)

Country Link
US (2) US7727749B2 (de)
EP (1) EP1745136B1 (de)
JP (1) JP4051082B2 (de)
KR (1) KR100887777B1 (de)
CN (1) CN1942587B (de)
AP (1) AP2301A (de)
AR (1) AR048690A1 (de)
AT (1) ATE445019T1 (de)
AU (1) AU2005233371B2 (de)
BR (1) BRPI0509908A (de)
CA (1) CA2563307C (de)
CR (2) CR8686A (de)
CY (1) CY1109556T1 (de)
DE (1) DE602005017027D1 (de)
DK (1) DK1745136T3 (de)
DO (1) DOP2005000055A (de)
EA (1) EA010305B1 (de)
EC (1) ECSP066917A (de)
ES (1) ES2331140T3 (de)
GE (1) GEP20084530B (de)
GT (1) GT200500086A (de)
HK (1) HK1105215A1 (de)
HN (1) HN2005000162A (de)
HR (1) HRP20090562T1 (de)
IL (1) IL177918A (de)
MA (1) MA28536B1 (de)
ME (1) ME01107B (de)
MY (1) MY144296A (de)
NL (1) NL1028762C2 (de)
NO (1) NO335624B1 (de)
NZ (1) NZ549698A (de)
PA (1) PA8629801A1 (de)
PE (1) PE20060252A1 (de)
PL (1) PL1745136T3 (de)
PT (1) PT1745136E (de)
RS (1) RS50994B (de)
SI (1) SI1745136T1 (de)
SV (1) SV2005002085A (de)
TN (1) TNSN06329A1 (de)
TW (1) TWI304095B (de)
UA (1) UA82292C2 (de)
UY (1) UY28851A1 (de)
WO (1) WO2005100580A1 (de)
ZA (1) ZA200607476B (de)

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HU228426B1 (hu) 1996-07-24 2013-03-28 Warner Lambert Co Izobutil-gaba és származékai alkalmazása fájdalom kezelésére alkalmas gyógyszer elõállítására
AT412092B (de) * 2003-02-27 2004-09-27 Dsm Fine Chem Austria Gmbh Verfahren zur herstellung chiraler alpha-hydroxycarbonsäuren durch enzymatische hydrolyse von chiralen cyanhydrinen
WO2006108151A1 (en) 2005-04-06 2006-10-12 Teva Pharmaceutical Industries Ltd. Crystalline forms of pregabalin
US7488846B2 (en) 2005-04-11 2009-02-10 Teva Pharmaceuical Industries Ltd. Pregabalin free of lactam and a process for preparation thereof
EP1879854B1 (de) 2005-05-10 2011-09-07 Teva Pharmaceutical Industries Ltd Optische lösung a us 3-carbamoylmethyl-5-methyl-hexansäure
CA2604600A1 (en) 2005-05-10 2006-11-16 Teva Pharmaceutical Industries Ltd. Pregabalin free of isobutylglutaric acid and a process for preparation thereof
ATE486841T1 (de) 2005-05-10 2010-11-15 Teva Pharma Verfahren zur herstellung von pregabalin und salzen daraus
KR20080034205A (ko) 2005-09-19 2008-04-18 테바 파마슈티컬 인더스트리즈 리미티드 (s)-프레가발린의 신규한 합성을 위한 주요 중간체인 키랄3-카르바모일메틸-5-메틸 헥산산
US20070141684A1 (en) * 2005-12-21 2007-06-21 Pfizer Inc Preparation of gamma-amino acids having affinity for the alpha-2-delta protein
CA2649115A1 (en) 2006-05-24 2007-12-06 Teva Pharmaceutical Industries Ltd. Processes for the preparation of r-(+)-3-(carbamoyl methyl)-5-methylhexanoic acid and salts thereof
KR20080036060A (ko) * 2006-05-31 2008-04-24 테바 파마슈티컬 인더스트리즈 리미티드 프레가발린의 중간체의 제조에 효소 분할을 이용하는 방법
EP1881077A1 (de) * 2006-07-19 2008-01-23 Solvay Organics GmbH Verfahren zur Herstellung von fluorhaltigen alpha-Hydroxycarbonsäuren
US8097754B2 (en) 2007-03-22 2012-01-17 Teva Pharmaceutical Industries Ltd. Synthesis of (S)-(+)-3-(aminomethyl)-5-methyl hexanoic acid
WO2009087650A2 (en) * 2007-10-15 2009-07-16 V.B. Medicare Pvt. Ltd. A novel process for synthesis of pregabalin from substituted cyclopropane intermediate and a process for enzymatic resolution of racemic pregabalin
EP2294207B1 (de) 2008-05-21 2012-09-26 Sandoz AG Verfahren zur stereoselektiven enzymatischen Hydrolyse von 5-methyl-3-nitromethylhexansäureester
US8614081B2 (en) 2009-07-23 2013-12-24 Codexis, Inc. Nitrilase biocatalysts
WO2011141923A2 (en) 2010-05-14 2011-11-17 Lupin Limited Improved synthesis of optically pure (s) - 3-cyano-5-methyl-hexanoic acid alkyl ester, an intermediate of (s)- pregabalin
US8604062B2 (en) * 2011-10-20 2013-12-10 Hoffman-La Roche Inc. Process for the preparation of isoxazolyl-methoxy nicotinic acids
US10023885B2 (en) 2012-11-07 2018-07-17 Hikal Limited Process for the preparation of pregabalin
WO2016075082A1 (en) 2014-11-10 2016-05-19 Sandoz Ag Stereoselective reductive amination of alpha-chiral aldehydes using omega-transaminases for the synthesis of precursors of pregabalin and brivaracetam
CN105017072B (zh) * 2015-06-30 2017-10-03 河北诚信有限责任公司 异丁基琥珀腈的合成方法
CN105176955B (zh) 2015-08-27 2018-11-02 浙江工业大学 来源于高山南芥的腈水解酶、基因、载体、工程菌及其应用
CN108424900B (zh) * 2018-02-09 2020-11-03 浙江工业大学 一种腈水解酶突变体及其构建方法和应用
CN111100856B (zh) * 2020-01-13 2021-12-07 浙江工业大学 腈水解酶突变体及在普瑞巴林手性中间体合成中的应用
CN113651717B (zh) * 2021-08-05 2024-08-30 浙江工业大学 一种光学纯异丁基丁二腈的消旋方法
CN116041214A (zh) * 2022-11-15 2023-05-02 奥锐特药业股份有限公司 一种普瑞巴林中间体的制备方法及其应用

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5593871A (en) 1990-09-20 1997-01-14 E. I. Du Pont De Nemours And Company Process for the preparation of enantiometric 2-alkanoic acid amides from nitriles
JP3218133B2 (ja) * 1993-02-03 2001-10-15 三菱レイヨン株式会社 フェニル基を有する光学活性α−ヒドロキシカルボン酸の製造法
US5637767A (en) * 1995-06-07 1997-06-10 Warner-Lambert Company Method of making (S)-3-(aminomethyl)-5-methylhexanoic acid
US5858736A (en) 1996-05-17 1999-01-12 E. I. Du Pont De Nemours And Company Preparation of lactams from aliphatic α,ω-dinitriles
SI1032555T1 (sl) 1997-10-27 2006-08-31 Warner Lambert Co Ciklicne aminokisline in njihovi derivati, uporabni kot farmacevtska sredstva
US6642398B2 (en) 1999-06-10 2003-11-04 Warner-Lambert Company Mono-and disubstituted 3-propyl gamma-aminobutyric acids
US6551804B2 (en) 1999-07-12 2003-04-22 E. I. Du Pont De Nemours And Company Process for preparing 4-cyanopentanoic acid
US20040014195A1 (en) * 1999-12-29 2004-01-22 Diversa Corporation Nitrilases, nucleic acids encoding them and methods for making and using them
ES2219493T3 (es) 2000-01-27 2004-12-01 Warner-Lambert Company Sintesis asimetrica de la pregabalina.
FR2824823A1 (fr) * 2001-05-21 2002-11-22 Aventis Animal Nutrition Sa Procede de preparation d'acides carboxyliques aliphatiques par hydrolyse enzymatique de composes nitriles aliphatiques
BRPI0411654A (pt) * 2003-06-19 2006-08-08 Pfizer Prod Inc preparação biocatalìtica de ácido 1-cianocicloexanoacético

Also Published As

Publication number Publication date
US7727749B2 (en) 2010-06-01
TNSN06329A1 (fr) 2008-02-22
NO335624B1 (no) 2015-01-12
GEP20084530B (en) 2008-11-10
ES2331140T3 (es) 2009-12-22
MA28536B1 (fr) 2007-04-03
ZA200607476B (en) 2008-05-28
GT200500086A (es) 2006-01-10
ECSP066917A (es) 2006-12-20
KR20070020009A (ko) 2007-02-16
DE602005017027D1 (de) 2009-11-19
US8304252B2 (en) 2012-11-06
CA2563307C (en) 2011-02-08
UA82292C2 (uk) 2008-03-25
CA2563307A1 (en) 2005-10-27
AU2005233371A1 (en) 2005-10-27
AR048690A1 (es) 2006-05-17
EP1745136B1 (de) 2009-10-07
CR20110356A (es) 2011-07-21
CN1942587A (zh) 2007-04-04
RS50994B (sr) 2010-10-31
HK1105215A1 (en) 2008-02-06
NZ549698A (en) 2009-10-30
US20100204503A1 (en) 2010-08-12
EA010305B1 (ru) 2008-08-29
CR8686A (es) 2006-11-21
CN1942587B (zh) 2010-05-05
KR100887777B1 (ko) 2009-03-09
NO20065181L (no) 2006-11-10
PE20060252A1 (es) 2006-04-01
PA8629801A1 (es) 2005-11-25
ME01107B (me) 2012-12-20
TW200533756A (en) 2005-10-16
PT1745136E (pt) 2009-11-26
CY1109556T1 (el) 2014-08-13
US20070196905A1 (en) 2007-08-23
NL1028762A1 (nl) 2005-10-17
AU2005233371B2 (en) 2007-12-20
PL1745136T3 (pl) 2010-02-26
EA200601574A1 (ru) 2007-04-27
MY144296A (en) 2011-08-29
IL177918A0 (en) 2006-12-31
EP1745136A1 (de) 2007-01-24
HN2005000162A (es) 2007-11-16
HRP20090562T1 (en) 2009-11-30
JP4051082B2 (ja) 2008-02-20
DK1745136T3 (da) 2009-11-30
TWI304095B (en) 2008-12-11
UY28851A1 (es) 2005-11-30
AP2006003764A0 (en) 2006-10-31
JP2007532125A (ja) 2007-11-15
IL177918A (en) 2013-11-28
DOP2005000055A (es) 2005-12-15
AP2301A (en) 2011-10-31
SI1745136T1 (sl) 2009-12-31
SV2005002085A (es) 2005-12-13
BRPI0509908A (pt) 2007-09-18
NL1028762C2 (nl) 2006-07-25
WO2005100580A1 (en) 2005-10-27

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