极端嗜热糖苷水解酶的新型三突变体可实现硫代糖苷的快速合成。

Novel triple mutant of an extremophilic glycosyl hydrolase enables the rapid synthesis of thioglycosides.

机构信息

Department of Chemistry, Biochemistry, and Pharmaceutical Sciences, University of Bern, Freiestrasse 3, CH-3012 Bern, Switzerland.

School of Chemistry, University of Nottingham, University Park, NG7 2RD, Nottingham, UK.

出版信息

Chem Commun (Camb). 2022 Oct 27;58(86):12118-12121. doi: 10.1039/d2cc04660a.

Abstract

In order to expand the toolbox of enzymes available for thioglycoside synthesis, we describe here the first example of an extremophilic glycosyl hydrolase from (GH1) engineered towards thioglycosynthase activity with a novel combination of mutations. Using the triple mutant, GH1 M299R/E166A/E354G, a range of thioglycosides from glycosyl fluoride donors and aromatic thiols could be synthesised with exquisite stereoselectivity and good to excellent conversions (61-93%).

摘要

为了拓展可用于硫代糖合成的酶工具,我们在此描述了首例经新型突变组合工程化的嗜极糖苷水解酶(GH1),使其向硫代糖合成酶活性转变。利用三重突变体 GH1 M299R/E166A/E354G,可从糖基氟供体和芳香硫醇合成一系列硫代糖苷,具有极好的立体选择性和良好到优秀的转化率(61-93%)。

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