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One-pot biotransformation of racemic styrene oxide into (R)-1,2-phenylethandiol by two recombinant microbial epoxide hydrolases

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Abstract

An enantioconvergent biotransformation of racemic styrene oxide by using two recombinant microbial epoxide hydrolases (EHs) in one pot has been investigated to prepare enantiopure vicinal diols. The recombinant whole cell possessing EH gene from Aspergillus niger LK or Rhodotorula glutinis exhibited a complementary enantioselectivity and regioselectivity, compared to the recombinant cell containing Caulobacter crescentus EH gene. When two recombinant microbial EHs were used in combination, 1.3 g of enantiopure (R)-1,2-phenylethandiol with more than 90% enantiopurity and 95% overall yield was obtained from 1.2 g of racemic styrene oxide in a preparative-scale batch enantioconvergent biotransformation.

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Authors and Affiliations

  1. Department of Chemical and Biological Engineering, Seoul National University, Seoul, 151-742, Korea

    Seungha Hwang & Cha Yong Choi

  2. Department of Chemical Engineering and Industrial Liaison Research Institute, Kyung Hee University, Yongin, 446-701, Korea

    Eun Yeol Lee

Authors
  1. Seungha Hwang
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  2. Cha Yong Choi
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  3. Eun Yeol Lee
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Correspondence to Eun Yeol Lee.

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Hwang, S., Choi, C.Y. & Lee, E.Y. One-pot biotransformation of racemic styrene oxide into (R)-1,2-phenylethandiol by two recombinant microbial epoxide hydrolases. Biotechnol Bioproc E 13, 453–457 (2008). https://doi.org/10.1007/s12257-008-0153-x

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  • DOI: https://doi.org/10.1007/s12257-008-0153-x

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