KSBB Journal

The Korean Society for Biotechnology and Bioengineering (한국생물공학회)
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Microbial styrene monooxygenase-catalyzed asymmetric synthesis of enantiopure styrene oxide derivatives

미생물 유래 Styrene monooxygenase를 이용한 광학활성 styrene oxide 유도체의 비대칭합성

  • Lee, Eun-Yeol (Department of Chemical Engineering & Industrial Liaison Research Institute, Kyung Hee University) ;
  • Park, Sung-Hoon (Department of Chemical and Biochemical Engineering, Pusan National University)
  • 이은열 (경희대학교 화학공학과 및 산학협력기술연구원) ;
  • 박성훈 (부산대학교 화학공학과)
  • Published : 2009.06.29
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Abstract

Enantiopure styrene oxide derivatives are versatile building blocks for the synthesis of enantiopure pharmaceuticals. Styrene monooxygenase (SMO) catalyzes an asymmetric addition of an oxygen atom into a double bond of vinylaromatic compounds. SMO is a commercially potential biocatalyst to synthesize a variety of enantiopure epoxides with high enantiopurity and recovery yield. In this paper development of SMO biocatalyst and commercial feasibility of SMO-catalyzed asymmetric synthesis of enantiopure stylers oxide derivatives are reviewed.

광학활성 styrene oxide는 친전자성반응, 친핵성반응, 산 염기반응, 산화 환원반응 등 다양한 반응을 유도할 수 있어 광학활성 중간체로 널리 사용될 수 있다. Styrene monooxygenase (SMO)를 생촉매로 이용하여 styrene의 side-chain 이중결합에 입체선택적으로 에폭사이드 링을 도입시켜 광학활성 styrene oxide 유도체를 제조할 수 있다. 다양한 기질 특이성을 가진 신규 SMO 생촉매 개발, 이상계 반응 시스템, in situ 분리 공정, multimeric oxygenase 효소발현 및 안정화 기술 개발, NADH 등 cofactor regeneration 등에 대한 연구개발이 활발히 진행되고 있어, 미생물유래의 SMO를 생촉매로 활용하는 광학활성 styrene oxide 유도체 제조 기술의 상업화가 기대된다.

Keywords

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