Enantioselective Hydrolysis for Preparing (S)-Styrene Oxide in Organic Solvents Using Recombinant Escherichia coli Expressing Protein-engineered Epoxide Hydrolase of Mugil cephalus

Mugil cephalus 유래 에폭사이드 가수분해효소를 발현하는 재조합 대장균을 이용한 유기용매에서의 (S)-Styrene Oxide 제조를 위한 입체선택적 가수분해 반응

  • Lee, Ok Kyung (Department of Chemical Engineering, Kyung Hee University) ;
  • Lee, Eun Yeol (Department of Chemical Engineering, Kyung Hee University)
  • Published : 2012.12.10


The enantioselective hydrolysis of racemic styrene oxide in organic solvents was conducted using a recombinant E. coli expressing protein-engineered Mugil cephalus epoxide hydrolase (McEH). The volumetric total activity of the recombinant E. coli was enhanced 2.2-fold by IPTG induction at a mid-exponential growth phase. Among organic solvents with different log P values, isooctane was chosen based on the high activity and the enantioselectivity of McEH. Some lyoprotectants such as skim milk or sucrose enhanced the McEH activity. Enantiopure (S)-Styrene oxide with a 98% ee was obtained from the racemic styrene oxide with a 53.6% yield based on its theoretical yield in isooctane.


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