Biosynthesis of (R)-phenyl-1,2-ethanediol by using Single Recombinant Epoxide Hydrolase from Caulobacter Crescentus

재조합 epoxide hydrolase를 단일 생촉매로 사용한 광학수렴 가수분해반응을 통한 광학활성 (R)-phenyl-1,2-ethanediol 생합성

  • Lee, Ok Kyung (Department of Food Science and Biotechnology, Kyungsung University) ;
  • Lee, Eun Yeol (Department of Food Science and Biotechnology, Kyungsung University)
  • 이옥경 (경성대학교 공과대학 식품생명공학과) ;
  • 이은열 (경성대학교 공과대학 식품생명공학과)
  • Received : 2007.03.28
  • Accepted : 2007.04.24
  • Published : 2007.06.10

Abstract

Epoxide hydrolase (EH) gene of Caulobacter crescentus was cloned by PCR and expressed in Escherichia coli. The C. crescentus EH (CcEH) primarily attacked at the benzylic carbon of (S)-styrene oxide, while the CcEH preferentially attacked at the terminal carbon of (R)-styrene oxide, thus leading to the formation of (R)-phenyl-1,2-ethanediol as the main product. (R)-phenyl-1,2-ethanediol was obtained with 85% enantiomeric excess and yield of 69% from racemic styrene oxide via enantioconvergent hydrolysis by using recombinant CcEH as the single biocatalyst.

Keywords

epoxide hydrolase;caulobacter crescentus;(R)-phenyl-1,2-ethanediol;styrene oxide;enantioconvergent hydrolysis

Acknowledgement

Supported by : 경성대학교

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