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Issue 7, 2005
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Role of sulfur chirality in the chemical processes of biology

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Abstract

Chiral structures profoundly influence chemical and biological processes. While chiral carbon biomolecules have received much attention, chirality is also possible in certain sulfur compounds; just as with carbon, there can be differences in the physiological behavior of chiral sulfur compounds. For instance, one drug enantiomer, Nexium® (esomeprazole, a chiral sulfoxide), is used for its superior clinical properties as a proton pump inhibitor over the racemic mixture, Prilosec® (Losec®, omeprazole). This critical review introduces sulfur stereochemistry and nomenclature, and provides a comprehensive approach to chiral sulfur compounds and their enzymatic reactions in general and secondary metabolism. The major structural types of biological interest are sulfonium salts, sulfoxides, and sulfoximines. (103 references)

Graphical abstract: Role of sulfur chirality in the chemical processes of biology

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Publication details

The article was received on 24 Mar 2005 and first published on 25 Apr 2005


Article type: Critical Review
DOI: 10.1039/B418284G
Citation: Chem. Soc. Rev., 2005,34, 609-624
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    Role of sulfur chirality in the chemical processes of biology

    R. Bentley, Chem. Soc. Rev., 2005, 34, 609
    DOI: 10.1039/B418284G

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