MX170725B - Procedimiento para la preparacion del enantiomero r del acido 2-hidroxi-4-fenilbutirico - Google Patents

Procedimiento para la preparacion del enantiomero r del acido 2-hidroxi-4-fenilbutirico

Info

Publication number
MX170725B
MX170725B MX016322A MX1632289A MX170725B MX 170725 B MX170725 B MX 170725B MX 016322 A MX016322 A MX 016322A MX 1632289 A MX1632289 A MX 1632289A MX 170725 B MX170725 B MX 170725B
Authority
MX
Mexico
Prior art keywords
phenylbutyric acid
hydroxy
preparation
enantiomer
procedure
Prior art date
Application number
MX016322A
Other languages
English (en)
Inventor
Hans-Peter Schar
Elke Schmidt
Gottfried Sedelmeier
Oreste Ghisalba
Daniel Gygax
Rene Lattmann
Original Assignee
Ciba Geigy Ag
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 Ciba Geigy Ag filed Critical Ciba Geigy Ag
Publication of MX170725B publication Critical patent/MX170725B/es

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
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
    • C12P7/52—Propionic acid; Butyric acids
    • 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
    • C12P7/42—Hydroxy-carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Biochemistry (AREA)
  • Genetics & Genomics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Microbiology (AREA)
  • General Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Biophysics (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Oil, Petroleum & Natural Gas (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)

Abstract

La presente invención se refiere a un procedimiento para la preparación del enantiómero R del ácido 2-hidroxi-4-fenilbutírico de la fórmula: (fórmula) (I) o del enantiómero S del ácido 2-hidroxi-4-fenilbutírico de la fórmula: (fórmula) (II) el procedimiento está caracterizado porque comprende reducir el ácido 2-oxo-2-fenilbutírico con la enzima D-lactato deshidrogenasa (D-LDH) de Staphylococcus epidermisdis en la enzima Llactato deshidrogenasa (L-LDH) de corazón bovino, respectivamente, en presencia de un donador de electrones y un sistema enzima/sustrato para la regeneración del donador de electrones.
MX016322A 1988-06-06 1989-06-05 Procedimiento para la preparacion del enantiomero r del acido 2-hidroxi-4-fenilbutirico MX170725B (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH213888 1988-06-06

Publications (1)

Publication Number Publication Date
MX170725B true MX170725B (es) 1993-09-09

Family

ID=4226761

Family Applications (1)

Application Number Title Priority Date Filing Date
MX016322A MX170725B (es) 1988-06-06 1989-06-05 Procedimiento para la preparacion del enantiomero r del acido 2-hidroxi-4-fenilbutirico

Country Status (14)

Country Link
US (1) US5098841A (es)
EP (1) EP0347374B1 (es)
JP (1) JP2873236B2 (es)
KR (1) KR0165102B1 (es)
AT (1) ATE98697T1 (es)
CA (1) CA1336081C (es)
DE (1) DE58906409D1 (es)
DK (1) DK172667B1 (es)
ES (1) ES2059817T3 (es)
FI (1) FI95047C (es)
IE (1) IE63497B1 (es)
IL (1) IL90527A (es)
MX (1) MX170725B (es)
PT (1) PT90747B (es)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE68926389T2 (de) * 1988-02-08 1996-08-14 Daicel Chem Verfahren zur herstellung optisch aktiver 2-hydroxy-4-phenylbutansäure
US5256552A (en) * 1988-02-08 1993-10-26 Daicel Chemical Industries, Ltd. Process for the production of optically active 2-hydroxy-4-phenylbutyric acid
US5371014A (en) * 1988-02-12 1994-12-06 Daicel Chemical Industries, Ltd. Process for the production of optically active 2-hydroxy acid esters using microbes to reduce the 2-oxo precursor
WO1993013215A1 (en) * 1991-12-23 1993-07-08 Genzyme Limited Synthesis of homochiral 2-hydroxy acids
US5770410A (en) * 1992-01-30 1998-06-23 Genzyme Corporation Chiral synthesis with modified enzymes
GB9413710D0 (en) * 1994-07-07 1994-08-24 Genzyme Ltd Chiral synthesis
RU2278612C2 (ru) * 2000-07-14 2006-06-27 Лайфскен, Инк. Иммуносенсор
EP1326993B1 (en) * 2000-10-17 2007-05-23 Excelsyn Molecular Development Limited Production of alpha-hydroxy-carboxylic acids using a coupled enzyme system
WO2006129320A2 (en) * 2005-06-01 2006-12-07 Yissum Research Development Company Of The Hebrew University Of Jerusalem Biodegradable polymers having a pre-determined chirality
WO2008038300A1 (en) * 2006-09-29 2008-04-03 Council Of Scientific & Industrial Research Organic-inorganic hybrid chiral sorbent and process for the preparation thereof
CN101302503B (zh) * 2007-05-08 2011-04-06 上海医药工业研究院 突变的植物乳杆菌d-乳酸脱氢酶及其基因、重组酶和应用
WO2011009849A2 (en) 2009-07-21 2011-01-27 Basf Se Method for preparing optically active hydroxy acid esters
AU2018227588B2 (en) * 2017-03-03 2021-01-21 Gilead Sciences, Inc. Processes for preparing ACC inhibitors and solid forms thereof
CN109234325A (zh) * 2017-07-11 2019-01-18 上海弈柯莱生物医药科技有限公司 一种乳酸脱氢酶在不对称合成手性羟基化合物中的应用

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH628009A5 (de) * 1977-07-26 1982-02-15 Hoffmann La Roche Verfahren zur herstellung von optisch aktiven alpha-hydroxycarbonsaeuren.
DE2930087A1 (de) * 1979-07-25 1981-02-26 Biotechnolog Forschung Gmbh Verfahren zur kontinuierlichen enzymatischen umwandlung von wasserloeslichen alpha -ketocarbonsaeuren in die entsprechenden alpha -hydroxycarbonsaeuren
US4785089A (en) * 1985-06-13 1988-11-15 Ciba-Geigy Corporation Novel sulfonic acid esters and their preparation

Also Published As

Publication number Publication date
CA1336081C (en) 1995-06-27
EP0347374A1 (de) 1989-12-20
FI95047B (fi) 1995-08-31
IL90527A0 (en) 1990-01-18
JPH0239893A (ja) 1990-02-08
EP0347374B1 (de) 1993-12-15
IL90527A (en) 1993-05-13
US5098841A (en) 1992-03-24
DK172667B1 (da) 1999-05-10
JP2873236B2 (ja) 1999-03-24
KR0165102B1 (ko) 1999-01-15
IE891821L (en) 1989-12-06
ATE98697T1 (de) 1994-01-15
DE58906409D1 (de) 1994-01-27
FI892702A0 (fi) 1989-06-02
ES2059817T3 (es) 1994-11-16
IE63497B1 (en) 1995-05-03
PT90747B (pt) 1994-10-31
FI95047C (fi) 1995-12-11
DK271289D0 (da) 1989-06-02
FI892702A (fi) 1989-12-07
KR910001065A (ko) 1991-01-30
PT90747A (pt) 1989-12-29
DK271289A (da) 1989-12-07

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