ES2159231B1 - PROCEDURE FOR RESOLUTION OF ENANTIOMERIC MIXTURES OF ALCOHOLS CATALYZED BY LIPASES. - Google Patents

PROCEDURE FOR RESOLUTION OF ENANTIOMERIC MIXTURES OF ALCOHOLS CATALYZED BY LIPASES.

Info

Publication number
ES2159231B1
ES2159231B1 ES009900729A ES9900729A ES2159231B1 ES 2159231 B1 ES2159231 B1 ES 2159231B1 ES 009900729 A ES009900729 A ES 009900729A ES 9900729 A ES9900729 A ES 9900729A ES 2159231 B1 ES2159231 B1 ES 2159231B1
Authority
ES
Spain
Prior art keywords
alcohols
resolution
enantiomeric mixtures
streptomyces
lipases
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Fee Related
Application number
ES009900729A
Other languages
Spanish (es)
Other versions
ES2159231A1 (en
Inventor
Franco Fernando Cardenas
Castro Alvarez M Soledad De
Montero Jose Maria Sanchez
Gago Jose Maria Sinisterra
W Steve Elson
Ruiz Emilio Alvarez
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
SmithKline Beecham SA
Original Assignee
SmithKline Beecham SA
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 SmithKline Beecham SA filed Critical SmithKline Beecham SA
Priority to ES009900729A priority Critical patent/ES2159231B1/en
Publication of ES2159231A1 publication Critical patent/ES2159231A1/en
Application granted granted Critical
Publication of ES2159231B1 publication Critical patent/ES2159231B1/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

Procedimiento de resolución de mezclas enantioméricas de alcoholes catalizada por lipasas. La presente invención se refiere a un procedimiento para la resolución de mezclas enantioméricas de alcoholes orgánicos que comprende la esterificación selectiva de los mismos. Dichos alcoholes pueden ser secundarios o primarios quirales en alfa. La invención se refiere también a procedimientos para la resolución de mezclas enantioméricas de alcoholes, que se llevan a cabo haciendo reaccionar en el seno de un disolvente orgánico apolar la mezcla a resolver con un éster en presencia de un biocatalizador, y la posterior separación del éster enantioméricamente enriquecido de los productos de partida. Dicho biocatalizador es una lipasa, o mezcla de lipasas, en diversos grados de purificación, producida por un microorganismo seleccionado del siguiente grupo: Fusarium oxysporum, Penicillium. chrysogenum, Arthroderma ciferrii Ovadendron sulphureo-ochraceum, Pseudomonas cepacia, Streptomyces halstedii Streptomyces fradiae y Streptomyces sp. Dichos procedimientos son de interés en la Industria Farmacéutica, Industria de aditivos alimentarios e Industria de Química Fina.Resolution procedure for enantiomeric mixtures of lipase-catalyzed alcohols. The present invention relates to a process for the resolution of enantiomeric mixtures of organic alcohols comprising the selective esterification thereof. Such alcohols may be secondary or chiral primary in alpha. The invention also relates to processes for the resolution of enantiomeric mixtures of alcohols, which are carried out by reacting within the organic solvent to support the mixture to be resolved with an ester in the presence of a biocatalyst, and the subsequent separation of the ester. enantiomerically enriched from the starting products. Said biocatalyst is a lipase, or mixture of lipases, in varying degrees of purification, produced by a microorganism selected from the following group: Fusarium oxysporum, Penicillium. chrysogenum, Arthroderma ciferrii Ovadendron sulphureo-ochraceum, Pseudomonas cepacia, Streptomyces halstedii Streptomyces fradiae and Streptomyces sp. Such procedures are of interest in the Pharmaceutical Industry, Food Additive Industry and Fine Chemical Industry.

ES009900729A 1999-04-09 1999-04-09 PROCEDURE FOR RESOLUTION OF ENANTIOMERIC MIXTURES OF ALCOHOLS CATALYZED BY LIPASES. Expired - Fee Related ES2159231B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
ES009900729A ES2159231B1 (en) 1999-04-09 1999-04-09 PROCEDURE FOR RESOLUTION OF ENANTIOMERIC MIXTURES OF ALCOHOLS CATALYZED BY LIPASES.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES009900729A ES2159231B1 (en) 1999-04-09 1999-04-09 PROCEDURE FOR RESOLUTION OF ENANTIOMERIC MIXTURES OF ALCOHOLS CATALYZED BY LIPASES.

Publications (2)

Publication Number Publication Date
ES2159231A1 ES2159231A1 (en) 2001-09-16
ES2159231B1 true ES2159231B1 (en) 2002-05-16

Family

ID=8307962

Family Applications (1)

Application Number Title Priority Date Filing Date
ES009900729A Expired - Fee Related ES2159231B1 (en) 1999-04-09 1999-04-09 PROCEDURE FOR RESOLUTION OF ENANTIOMERIC MIXTURES OF ALCOHOLS CATALYZED BY LIPASES.

Country Status (1)

Country Link
ES (1) ES2159231B1 (en)

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK289083A (en) * 1983-06-23 1984-12-24 Novo Industri As LIPASE, PROCEDURE FOR PREPARING THEREOF AND ITS APPLICATION
DE3743824C2 (en) * 1987-12-23 1997-03-06 Hoechst Ag Process for the enzymatic resolution of racemic alcohols with / in vinyl esters by transesterification
IT1216743B (en) * 1988-02-10 1990-03-08 Donegani Guido Ist PROCESS FOR THE PREPARATION OF ENZYMICS OF THE OPTICAL ISOMERS OF PRIMARY ALCOHOLS ALFA ALCHYL SUBSTITUTED RACEMI.
US5106750A (en) * 1988-08-30 1992-04-21 G. D. Searle & Co. Enantio- and regioselective synthesis of organic compounds using enol esters as irreversible transacylation reagents
CA2039857A1 (en) * 1990-04-26 1991-10-27 Wilfred Po-Sum Shum Process for producing epoxyalcohols of high optical purity
DE19505672A1 (en) * 1995-02-20 1996-08-22 Hoechst Ag Process for the enzymatic acylation of alcohols with alkoxy vinyl acetates by transesterification
JPH1057094A (en) * 1996-06-14 1998-03-03 Yasuyuki Kita Enzymatic optical resolution of alcohol using ketene acetal type acylating agent
JP3673603B2 (en) * 1996-09-18 2005-07-20 長谷川香料株式会社 Process for producing optically active 2,4,4-trimethyl-2-cyclohexen-1-ol and esters thereof

Also Published As

Publication number Publication date
ES2159231A1 (en) 2001-09-16

Similar Documents

Publication Publication Date Title
Chen et al. Microbiological transformations. 27. The first examples for preparative-scale enantioselective or diastereoselective epoxide hydrolyses using microorganisms. An unequivocal access to all four bisabolol stereoisomers
US4275011A (en) Method of producing improved glyceride by lipase
Theil Lipase-supported synthesis of biologically active compounds
Faber et al. Selectivity-enhancement of hydrolase reactions
BR8807438A (en) PROCESS FOR THE RESOLUTION OF A RACEMIC MIXTURE
Klunder et al. Enzymic optical resolution and absolute configuration of tricyclo [5.2. 1.02, 6] decadienones
Foglia et al. Carica papaya latex-catalyzed synthesis of structured triacylglycerols
ATE238429T1 (en) ENZYMATIC PROCESS FOR PRODUCING ASCORBIC ACID, 2-KETO-L-GULONIC ACID AND 2-KETO-L-GULONIC ACID ESTERS
Lanser Conversion of oleic acid to 10‐ketostearic acid by aStaphylococcus species
ES2159231B1 (en) PROCEDURE FOR RESOLUTION OF ENANTIOMERIC MIXTURES OF ALCOHOLS CATALYZED BY LIPASES.
Miyazawa et al. Resolution of mandelic acids by lipase-catalysed transesterifications in organic media: inversion of enantioselectivity mediated by the acyl donor
DE3060900D1 (en) Stereo selective resolution of phenylglycine derivatives with enzymeresins
Chand et al. Lipase-catalyzed esterification of ethylene glycol to mono-and diesters. The effect of process parameters on reaction rate and product distribution
KR940000459A (en) How to increase enantiomer of (R, S) -3-quinuclidinol
Mizuguchi et al. An enzyme-catalyzed synthesis of natural α-tocopherol
Okazaki et al. Enantioselective esterification of glycidol by surfactant-lipase complexes in organic media
ES2159232B1 (en) ENZYMATIC PROCEDURES FOR THE RESOLUTION OF ENANTIOMERIC MIXTURES OF ORGANIC ACIDS.
Yamazaki et al. Rapid Paper Diametric Stereoselectivity of Pseudomonas fluorescens Lipase and Candida cylindracea Lipase in the Acylation of Organometallic Alcohols
EP0528607B1 (en) Process for preparing optically active 3-phenylglycidic acid esters
Theil et al. “Double enantioselection” by a lipase-catalyzed transesterification of a meso-Diol with a racemic carboxylic ester
Chevandier et al. Lipase catalysed synthesis of propanediol monoesters in biphasic aqueous medium
US6995001B2 (en) Processing for preparing monoprotected diols from symmetric diols
ES2085770T3 (en) ACTINOPLANES AS A RAPAMICINE PRODUCER.
US20240102059A1 (en) Method for manufacturing triacylglycerols enriched either in palmitic acid at sn-2 position or oleic acid at sn-2 position
Kasai et al. Enzymatic degradation of esters of dichloropropanols: removal of chlorinated glycerides from processed foods

Legal Events

Date Code Title Description
EC2A Search report published

Date of ref document: 20160120

Kind code of ref document: A1

Effective date: 20160120

FD2A Announcement of lapse in spain

Effective date: 20180807