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Production of (R)-epichlorohydrin from 1,3-dichloro-2-propanol by two-step biocatalysis using haloalcohol dehalogenase and epoxide hydrolase in two-phase system

Paper ID Volume ID Publish Year Pages File Format Full-Text
3395 168 2013 7 PDF Available
Title
Production of (R)-epichlorohydrin from 1,3-dichloro-2-propanol by two-step biocatalysis using haloalcohol dehalogenase and epoxide hydrolase in two-phase system
Abstract

Recombinant Escherichia coli cells harbouring haloalcohol dehalogenase and epoxide hydrolase were successfully immobilized by adsorption onto perlite and used to prepare (R)-epichlorohydrin from 1,3-dichloro-2-propanol by two-step biocatalysis in a specially designed reactor. Two-phase solution was used as the reaction system in order to improve the yield of epichlorohydrin. In the two-phase system containing 40% (v/v) cyclohexane, the yield of racemic epichlorohydrin formed in the first step was 73%, and the yield of (R)-epichlorohydrin with enantiomeric excess (ee) ≥99% increased from 19.2% to 25.1% in the second step. Ultimately, the yield of (R)-epichlorohydrin reached 26.4% by optimization of the flow rate of air and amount of immobilized cells. To our knowledge, this was the first report on production of (R)-epichlorohydrin from 1,3-dichloro-2-propanol by two-step biocatalysis using haloalcohol dehalogenase and epoxide hydrolase.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► (R)-Epichlorohydrin from 1,3-dichloro-2-propanol was prepared by two-step biocatalysis. ► Haloalcohol dehalogenase and epoxide hydrolase were successfully immobilized on perlites. ► A special reactor was designed for eliminating the racemisation of epichlorohydrin. ► Two-phase solution was used to reduce the spontaneous chemical hydrolysis and reverse reaction of epichlorohydrin.

Keywords
Haloalcohol dehalogenase; Epoxide hydrolase; Two-phase system; (R)-Epichlorohydrin; Immobilized cells
First Page Preview
Production of (R)-epichlorohydrin from 1,3-dichloro-2-propanol by two-step biocatalysis using haloalcohol dehalogenase and epoxide hydrolase in two-phase system
Publisher
Database: Elsevier - ScienceDirect
Journal: Biochemical Engineering Journal - Volume 74, 15 May 2013, Pages 1–7
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering