Biocatalytic production of chiral epichlorohydrin in organic solvents

Enantioselective hydrolysis of racemic epichlorohydrin was accomplished for the production of enantiopure epichlorohydrin using the whole cells of an isolated Aspergillus niger spps. To overcome the spontaneous chemical degradation of epichlorohydrin that occurs in aqueous buffer, organic solvents w...

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Bibliographic Details
Published in:Journal of bioscience and bioengineering 1999, Vol.88 (3), p.339-341
Main Authors: Choi, Won Jae, Lee, Eun Yeol, Yoon, Sung Jun, Yang, Seung-Taek, Choi, Cha Yong
Format: Article
Language:English
Subjects:
( S)-epichlorohydrin
ASPERGILLUS NIGER
BIOCATALIZADOR
BIOCATALYSEUR
BIOCATALYSTS
Bioconversions. Hemisynthesis
Biodegradation
Biological and medical sciences
BIOLOGICAL PRODUCTION
Biotechnology
Catalysis
Composition effects
enantioselective hydrolysis
Fundamental and applied biological sciences. Psychology
Fungi
HIDROLISIS
HYDROLYSE
HYDROLYSIS
Methods. Procedures. Technologies
organic solvent
Organic solvents
Paraffins
PRODUCCION BIOLOGICA
PRODUCTION BIOLOGIQUE
SOLVANT
SOLVENTES
SOLVENTS
Water
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Summary:Enantioselective hydrolysis of racemic epichlorohydrin was accomplished for the production of enantiopure epichlorohydrin using the whole cells of an isolated Aspergillus niger spps. To overcome the spontaneous chemical degradation of epichlorohydrin that occurs in aqueous buffer, organic solvents were employed in the reaction medium. The enantioselectivity was highly dependent on the solvent structure, water content of the medium, and the initial epichlorohydrin concentration. ( S)-Epichlorohydrin could be obtained from its racemates (60 mM) with an optical purity of 100% enantiomeric excess (ee) and 20% yield in cyclohexane supplemented with 2.0% (v/v) water.
ISSN:1389-1723
1347-4421
DOI:10.1016/S1389-1723(00)80022-5