Abstract
Chiral sulfoxides are valuable organosulfur compounds that have been widely used in medicinal and organic synthesis. Biocatalytic approaches for preparing chiral sulfoxides were developed in the past few years, mainly through asymmetric oxidation of prochiral sulfides. Recently, the application of sulfoxide reductase to prepare chiral sulfoxides through kinetic resolution has emerged as a new method, exhibiting extraordinary catalytic properties. This article reviews the chemical and biological functions of these sulfoxide reductases and highlights their applications in chiral sulfoxide preparation.
Highlights
Sulfoxide is a chemical compound containing a sulfinyl (SO) functional group attached to two carbon atoms
methionine sulfoxide reductase (Msr) shows extremely high substrate tolerance toward a series of aryl alkyl sulfoxides (Yang et al, 2019). In this mini-review, we provide an overview of these two kinds of sulfoxide reductases and their important applications in chiral sulfoxides preparation
Due to the specific reduction that one kind of Msr is only active on one sulfoxide enantiomer, these enzymes provide an excellent solution for preparing chiral sulfoxides through kinetic resolution
Summary
Sulfoxide is a chemical compound containing a sulfinyl (SO) functional group attached to two carbon atoms. The high enantioselectivity of these enzymes implies the potential in the kinetic resolution of rac-sulfoxides to prepare chiral sulfoxides. Due to the specific reduction that one kind of Msr is only active on one sulfoxide enantiomer, these enzymes provide an excellent solution for preparing chiral sulfoxides through kinetic resolution.
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