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

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.