PE20060252A1 - Bioconversion estereoselectiva de dinitrilos alifaticos en acidos cianocarboxilicos - Google Patents
Bioconversion estereoselectiva de dinitrilos alifaticos en acidos cianocarboxilicosInfo
- Publication number
- PE20060252A1 PE20060252A1 PE2005000405A PE2005000405A PE20060252A1 PE 20060252 A1 PE20060252 A1 PE 20060252A1 PE 2005000405 A PE2005000405 A PE 2005000405A PE 2005000405 A PE2005000405 A PE 2005000405A PE 20060252 A1 PE20060252 A1 PE 20060252A1
- Authority
- PE
- Peru
- Prior art keywords
- compound
- alkyl
- nit
- formula
- dinitrils
- Prior art date
Links
Classifications
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- 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
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
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- 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
- C12P13/002—Nitriles (-CN)
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- 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
-
- 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
- C12P13/001—Amines; Imines
-
- 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
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- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T436/00—Chemistry: analytical and immunological testing
- Y10T436/20—Oxygen containing
- Y10T436/200833—Carbonyl, ether, aldehyde or ketone containing
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T436/00—Chemistry: analytical and immunological testing
- Y10T436/20—Oxygen containing
- Y10T436/207497—Molecular 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)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (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)
Abstract
SE REFIERE A UN PROCEDIMIENTO BIOCATALITICO PARA LA CONVERSION REGIO- Y ESTEROSELECTIVA DE DINITRILOS ALIFATICOS EN ACIDOS CIANOCARBOXILICOS UTILIZANDO CATALIZADORES ENZIAMTICOS CON ACTIVIDAD NITRILASA. EL PROCEDIMIENTO CONSISTE EN PREPARAR UN COMPUESTO DE FORMULA (I), EN LA QUE C3 TIENE UNA CONFIGURACION (S), Y EN DONDE R1 ES H, ALQUILO(C1-C6) O FENILO; R2 ES ALQUILO(C1-C8), ALQUENILO(C2-C8), CICLOALQUILO(C3-C8), -O-ALQUILO(C1-C6), ENTRE OTROS, CON LA CONDICION DE QUE CUANDO R2 SEA METILO, R1 SEA H, ALQUILO(C1-C6) O FENILO, SIENDO PREFERIDO EL ACIDO (S)-3-CIANO-5-METILHEXANOICO; Y COMPRENDE LAS SIGUIENTES ETAPAS: a) PONER EN CONTACTO UN COMPUESTO DE FORMULA (II), SIENDO PREFERIDO 2-ISOBUTIL-SUCCINONITRILO RACEMICO, EN UN MEDIO DE REACCION CON UN CATALIZADOR ENZIMATICO SELECCIONADO DE NIT-101, NIT-102, NIT-103 Y NITRILASA DE ARABIDOPSIS THALIANA; Y b) RECUPERAR EL ISOMERO (3S) DEL COMPUESTO DE FORMULA (I) DEL MEDIO DE REACCION Y OPCIONALMENTE RECUPERAR EL ISOMERO (3R) INALTERADO DEL COMPUESTO II. ESTE COMPUESTO ES UN INTERMEDIARIO UTIL EN LA SINTESIS DE LA PREGABALINA (ACIDO (S)-3-(AMINOMETIL)-5-METILHEXANOICO), EL CUAL ES UTIL EN EL TRATAMIENTO DE ENFERMEDADES CEREBRALES COMO TRANSTORNOS REPENTINOS, DOLOR Y TRANSTORNOS PSICOTICOS
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US56213304P | 2004-04-14 | 2004-04-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
PE20060252A1 true PE20060252A1 (es) | 2006-04-01 |
Family
ID=34962755
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PE2005000405A PE20060252A1 (es) | 2004-04-14 | 2005-04-12 | Bioconversion estereoselectiva de dinitrilos alifaticos en acidos cianocarboxilicos |
Country Status (44)
Families Citing this family (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998003167A1 (en) | 1996-07-24 | 1998-01-29 | Warner-Lambert Company | Isobutylgaba and its derivatives for the treatment of pain |
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 |
ATE523484T1 (de) | 2005-05-10 | 2011-09-15 | Teva Pharma | Optische lösung a us 3-carbamoylmethyl-5-methyl- hexansäure |
EP1879853A1 (en) | 2005-05-10 | 2008-01-23 | 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 |
CA2619472A1 (en) | 2005-09-19 | 2007-03-29 | Teva Pharmaceutical Industries Ltd. | Chiral 3-carbamoylmethyl-5-methyl hexanoic acids, key intermediates for the new synthesis of (s)-pregabalin |
US20070141684A1 (en) * | 2005-12-21 | 2007-06-21 | Pfizer Inc | Preparation of gamma-amino acids having affinity for the alpha-2-delta protein |
US7462738B2 (en) | 2006-05-24 | 2008-12-09 | Teva Pharmaceutical Industries Ltd. | Processes for the preparation of R-(+)-3-(carbamoyl methyl)-5-methylhexanoic acid and salts thereof |
WO2007143113A2 (en) * | 2006-05-31 | 2007-12-13 | Teva Pharmaceutical Industries Ltd. | The use of enzymatic resolution for the preparation of intermediates of pregabalin |
EP1881077A1 (en) * | 2006-07-19 | 2008-01-23 | Solvay Organics GmbH | Process for the production of fluorine containing a-hydroxy carboxylic acids |
BRPI0803092A2 (pt) | 2007-03-22 | 2011-08-30 | Teva Pharma | sìntese de (s)-(+)-3-(aminometil)-5-metil ácido hexanóico, (s)-pregabalina |
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 |
US8546112B2 (en) | 2008-05-21 | 2013-10-01 | Sandoz Ag | Process for the stereoselective enzymatic hydrolysis of 5-methyl-3-nitromethyl-hexanoic acid ester |
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 |
CN114164197B (zh) * | 2020-01-13 | 2023-08-18 | 浙江工业大学 | 一种热稳定性和活力提高的腈水解酶突变体及其应用 |
CN113651717A (zh) * | 2021-08-05 | 2021-11-16 | 浙江工业大学 | 一种光学纯异丁基丁二腈的消旋方法 |
Family Cites Families (11)
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 |
EP1032555B1 (en) | 1997-10-27 | 2006-04-12 | Warner-Lambert Company Llc | Cyclic amino acids and derivatives thereof useful as pharmaceutical agents |
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 |
US6891059B2 (en) | 2000-01-27 | 2005-05-10 | Warner-Lambert Company | Asymmetric synthesis of pregabalin |
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 |
MXPA05013754A (es) * | 2003-06-19 | 2006-03-08 | Pfizer Prod Inc | Una preparacion biocatalitica del acido 1-cianociclohexanoacetico. |
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2005
- 2005-01-04 UA UAA200610837A patent/UA82292C2/uk unknown
- 2005-04-01 RS RSP-2009/0451A patent/RS50994B/sr unknown
- 2005-04-01 ME MEP-2009-320A patent/ME01107B/me unknown
- 2005-04-01 US US10/599,899 patent/US7727749B2/en not_active Expired - Fee Related
- 2005-04-01 AP AP2006003764A patent/AP2301A/xx active
- 2005-04-01 BR BRPI0509908-0A patent/BRPI0509908A/pt not_active Application Discontinuation
- 2005-04-01 JP JP2007507859A patent/JP4051082B2/ja not_active Expired - Fee Related
- 2005-04-01 AU AU2005233371A patent/AU2005233371B2/en not_active Ceased
- 2005-04-01 ES ES05718347T patent/ES2331140T3/es active Active
- 2005-04-01 SI SI200530805T patent/SI1745136T1/sl unknown
- 2005-04-01 EP EP05718347A patent/EP1745136B1/en active Active
- 2005-04-01 DE DE602005017027T patent/DE602005017027D1/de active Active
- 2005-04-01 CN CN2005800109287A patent/CN1942587B/zh not_active Expired - Fee Related
- 2005-04-01 DO DO2005000055A patent/DOP2005000055A/es unknown
- 2005-04-01 KR KR1020067021286A patent/KR100887777B1/ko not_active IP Right Cessation
- 2005-04-01 WO PCT/IB2005/000873 patent/WO2005100580A1/en active Application Filing
- 2005-04-01 GE GEAP20059657A patent/GEP20084530B/en unknown
- 2005-04-01 NZ NZ549698A patent/NZ549698A/en not_active IP Right Cessation
- 2005-04-01 PT PT05718347T patent/PT1745136E/pt unknown
- 2005-04-01 AT AT05718347T patent/ATE445019T1/de active
- 2005-04-01 CA CA2563307A patent/CA2563307C/en not_active Expired - Fee Related
- 2005-04-01 EA EA200601574A patent/EA010305B1/ru not_active IP Right Cessation
- 2005-04-01 DK DK05718347T patent/DK1745136T3/da active
- 2005-04-01 PL PL05718347T patent/PL1745136T3/pl unknown
- 2005-04-12 HN HN2005000162A patent/HN2005000162A/es unknown
- 2005-04-12 AR ARP050101423A patent/AR048690A1/es not_active Application Discontinuation
- 2005-04-12 UY UY28851A patent/UY28851A1/es not_active Application Discontinuation
- 2005-04-12 PE PE2005000405A patent/PE20060252A1/es not_active Application Discontinuation
- 2005-04-12 MY MYPI20051622A patent/MY144296A/en unknown
- 2005-04-13 PA PA20058629801A patent/PA8629801A1/es unknown
- 2005-04-13 NL NL1028762A patent/NL1028762C2/nl not_active IP Right Cessation
- 2005-04-13 TW TW094111638A patent/TWI304095B/zh not_active IP Right Cessation
- 2005-04-13 GT GT200500086A patent/GT200500086A/es unknown
- 2005-04-14 SV SV2005002085A patent/SV2005002085A/es active IP Right Grant
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2006
- 2006-09-06 IL IL177918A patent/IL177918A/en not_active IP Right Cessation
- 2006-09-07 ZA ZA200607476A patent/ZA200607476B/en unknown
- 2006-10-10 EC EC2006006917A patent/ECSP066917A/es unknown
- 2006-10-12 CR CR8686A patent/CR8686A/es unknown
- 2006-10-13 MA MA29391A patent/MA28536B1/fr unknown
- 2006-10-13 TN TNP2006000329A patent/TNSN06329A1/fr unknown
- 2006-11-10 NO NO20065181A patent/NO335624B1/no not_active IP Right Cessation
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2007
- 2007-09-25 HK HK07110403.3A patent/HK1105215A1/xx not_active IP Right Cessation
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2009
- 2009-10-21 HR HR20090562T patent/HRP20090562T1/xx unknown
- 2009-10-30 CY CY20091101131T patent/CY1109556T1/el unknown
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2010
- 2010-04-20 US US12/763,570 patent/US8304252B2/en not_active Expired - Fee Related
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2011
- 2011-06-22 CR CR20110356A patent/CR20110356A/es unknown
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