• Title/Summary/Keyword: Enantioselective

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Batch Production of Chiral Epichlorohydrin by Enantioselective Hydrolysis Reaction using Rhodosporidium toruloides (Phodosporidium toruloides의 광학선택적 가수분해활성을 이용한 Chiral Epichlorohydrin의 회분식 생산)

  • 이은열;이재화
    • KSBB Journal
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    • v.19 no.1
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    • pp.38-41
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    • 2004

  • Enantioselective hydrolysis for the producing chiral epichlorohydrin from its racemic substrate was investigated using epoxide hydrolase activity of Rhodosporidium toruloides SJ-4. The effects of reaction parameters including pH, temperature, initial substrate concentration on initial hydrolysis rate and enantioselectivity were analyzed and optimized. The addition of detergent, Tween 20, enhanced the hydrolysis rate and enantioselectivity. Chiral (R)-epichlorohydrin with high optical purity (＞99% ee) and yield of 25% (theoretically 50% maximum yield) was obtained from its racemate of 20 mM.

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Enhanced Heterologous Expression of Aspergillus niger Epoxide Hydrolase and Its Application to Enantioselective Hydrolysis of Racemic Epoxides (Aspergillus niger의 Epoxide Hydrolase 고효율 발현 및 라세믹 에폭사이드의 입체선택적 가수분해)

  • Lee, Soo Jung;Kim, Hee Sook;Lee, Eun Yeol
    • Applied Chemistry for Engineering
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    • v.17 no.5
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    • pp.557-560
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    • 2006

  • The epoxide hydrolase (EH) of Aspergillus niger LK was expressed to high levels in Escherichia coli based on codon usage. E. coli, Rosetta (DE3)PLysS, containing a large number of tRNAs for rare-codons was employed as a host strain. The recombinant E. coli expressing A. niger EH showed an enhanced enantioselective hydrolysis activity toward racemic styrene oxide. Enantiopure (S)-styrene oxide with a high enantiopurity of 99% ee was obtained from racemic substrates.

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