Enzymatic cascades for the stereo-complementary epimerisation of in situ generated epoxy alcohols

Yu Chang Liu, Chao Guo, Yan Liu, Hai Bo Wang, Zhong Liu Wu*

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

15 Citations (Scopus)

Abstract

The synthesis of optically pure secondary epoxy alcohols from racemic allylic alcohols using a single whole-cell biocatalyst of recombinant Escherichia coli coexpressing three oxidoreductases is described. The cascade involves the concurrent action of a styrene monooxygenase that catalyzes the formation of the chiral epoxy group, and two alcohol dehydrogenases that fulfil the epimerisation of the hydroxy group. Two sets of alcohol dehydrogenases were each applied to couple with styrene monooxygenase in order to realize the epimerisation in a stereo-complementary manner. Excellent enantio- and diastereo-selectivities were achieved for most of the 12 substrates.

Original languageEnglish
Pages (from-to)2562-2568
Number of pages7
JournalORGANIC AND BIOMOLECULAR CHEMISTRY
Volume15
Issue number12
DOIs
Publication statusPublished - 2017
MoE publication typeA1 Journal article-refereed

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