3.5.2 Oxidation at Sulfur

G. Grogan

Abstract

The asymmetric biocatalytic oxidation of sulfides can be performed with high enantioselectivity by a number of different enzymes, allowing access to biologically active compounds including flavors and pharmaceuticals, and also chiral auxiliaries for organic synthesis. The application of biocatalysts in asymmetric sulfoxidation has benefited recently from advances in molecular biology that allow the study and application of individual enzymes, either purified or expressed in recombinant strains of E. coli. In this chapter, the major contemporary approaches to biocatalytic sulfoxidation, including enzymes such as peroxidases, flavin-dependent monooxygenases, and dioxygenases, are reviewed. In addition, the most user-friendly examples of enzyme-catalyzed sulfoxidation are illustrated using practical exemplar procedures from the relevant literature.

Schlüsselwörter

Baeyer–Villiger monooxygenase - bovine serum albumin - chloroperoxidase - cytochrome P450 - dioxygenase - flavin-containing monooxygenase - horseradish peroxidase - peroxidase - sulfide - sulfoxidation - sulfoxide - tyrosinase - vanadium bromoperoxidase

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