Journal
JOURNAL OF BIOSCIENCES
Volume 37, Issue 4, Pages 695-702Publisher
INDIAN ACAD SCIENCES
DOI: 10.1007/s12038-012-9243-1
Keywords
Enantioselective hydrolysis; enantioselectivity; epichlorohydrin; epoxide hydrolase; organic solvent
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Funding
- National Basic Research Program of China (973 Program) [2011CB710800]
- National Natural Science Foundation of China [21176224]
- Key Project for Natural Science Foundation of Zhejiang Province [Z4080032]
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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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