Enantioselective hydrolysis of epichlorohydrin using whole Aspergillus niger ZJB-09173 cells in organic solvents.
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Date
2012-09
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Abstract
The enantioselective hydrolysis of racemic epichlorohydrin for the production of enantiopure (S)-epichlorohydrin
using whole cells of Aspergillus niger ZJB-09173 in organic solvents was investigated. Cyclohexane was used
as the reaction medium based on the excellent enantioselectivity of epoxide hydrolase from A. niger ZJB-
09173 in cyclohexane. However, cyclohexane had a negative effect on the stability of epoxide hydrolase from A. niger
ZJB-09173. In the cyclohexane medium, substrate inhibition, rather than product inhibition of catalysis, was
observed in the hydrolysis of racemic epichlorohydrin using A. niger ZJB-09173. The racemic epichlorohydrin
concentration was markedly increased by continuous feeding of substrate without significant decline of the
yield. Ultimately, 18.5% of (S)-epichlorohydrin with 98% enantiomeric excess from 153.6 mM of racemic
epichlorohydrin was obtained by the dry cells of A. niger ZJB-09173, which was the highest substrate concentration
in the production of enantiopure (S)-epichlorohydrin by epoxide hydrolases using an organic solvent medium among
the known reports.
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Keywords
Enantioselective hydrolysis, enantioselectivity, epichlorohydrin, epoxide hydrolase, organic solvent
Citation
Jin Huo-Xi, Hu Zhong-Ce, Zheng Yu-Guo. Enantioselective hydrolysis of epichlorohydrin using whole Aspergillus niger ZJB-09173 cells in organic solvents. Journal of Biosciences. 2012 Sep; 37 (4): 695-702.