Tetrahedron: Asymmetry

Enantioselective hydrolysis of styrene oxide with the epoxide hydrolase of Sphingomonas sp. HXN-200

Z Liu, J Michel, Z Wang, B Witholt, Z Li

Index: Liu, Zeya; Michel, Johannes; Wang, Zunsheng; Witholt, Bernard; Li, Zhi Tetrahedron Asymmetry, 2006 , vol. 17, # 1 p. 47 - 52

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Citation Number: 42

Abstract

The soluble bacterial epoxide hydrolase (EH) from Sphingomonas sp. HXN-200 catalyzed the enantioselective hydrolysis of racemic styrene oxide to give (S)-styrene oxide with an enantiomeric ratio (E) of 21–23 in aqueous buffer, better than any reported native EHs. The ring opening of the styrene oxide with this EH was only at the terminal position for the (S)- enantiomer and at the terminal and benzylic position in an 87: 13 ratio for the (R)- ...

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