Volume 126, Issue 48 pp. 13422-13425

Zuschrift

The Oxidation of Thiols by Flavoprotein Oxidases: a Biocatalytic Route to Reactive Thiocarbonyls^†

Tom A. Ewing,

Tom A. Ewing

Laboratory of Biochemistry, Wageningen University, Dreijenlaan 3 (The Netherlands) http://www.bic.wur.nl

These authors contributed equally to this work.

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Willem P. Dijkman,

Willem P. Dijkman

Molecular Enzymology Group, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 4 (The Netherlands)

These authors contributed equally to this work.

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Prof. Dr. Jacques M. Vervoort,

Prof. Dr. Jacques M. Vervoort

Laboratory of Biochemistry, Wageningen University, Dreijenlaan 3 (The Netherlands) http://www.bic.wur.nl

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Marco W. Fraaije,

Marco W. Fraaije

Molecular Enzymology Group, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 4 (The Netherlands)

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Prof. Dr. Willem J. H. van Berkel,

Corresponding Author

Prof. Dr. Willem J. H. van Berkel

[email protected]

Laboratory of Biochemistry, Wageningen University, Dreijenlaan 3 (The Netherlands) http://www.bic.wur.nl

Laboratory of Biochemistry, Wageningen University, Dreijenlaan 3 (The Netherlands) http://www.bic.wur.nl Search for more papers by this author

Tom A. Ewing,

Tom A. Ewing

Laboratory of Biochemistry, Wageningen University, Dreijenlaan 3 (The Netherlands) http://www.bic.wur.nl

These authors contributed equally to this work.

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Willem P. Dijkman,

Willem P. Dijkman

Molecular Enzymology Group, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 4 (The Netherlands)

These authors contributed equally to this work.

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Prof. Dr. Jacques M. Vervoort,

Prof. Dr. Jacques M. Vervoort

Laboratory of Biochemistry, Wageningen University, Dreijenlaan 3 (The Netherlands) http://www.bic.wur.nl

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Marco W. Fraaije,

Marco W. Fraaije

Molecular Enzymology Group, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 4 (The Netherlands)

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Prof. Dr. Willem J. H. van Berkel,

Corresponding Author

Prof. Dr. Willem J. H. van Berkel

[email protected]

Laboratory of Biochemistry, Wageningen University, Dreijenlaan 3 (The Netherlands) http://www.bic.wur.nl

Laboratory of Biochemistry, Wageningen University, Dreijenlaan 3 (The Netherlands) http://www.bic.wur.nl Search for more papers by this author

First published: 03 October 2014

https://doi.org/10.1002/ange.201407520

Citations: 3

^†

This work was carried out within the BE-Basic R&D Program, for which an FES subsidy was granted from the Dutch Ministry of Economic Affairs, Agriculture, and Innovation (EL&I).

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Abstract

Flavoprotein oxidases are a diverse class of biocatalysts, most of which catalyze the oxidation of CO, CN, or CC bonds. Flavoprotein oxidases that are known to catalyze the oxidation of CS bonds are rare, being limited to enzymes that catalyze the oxidative cleavage of thioethers. Herein, we report that various flavoprotein oxidases, previously thought to solely act on alcohols, also catalyze the oxidation of thiols to thiocarbonyls. These results highlight the versatility of enzymatic catalysis and provide a potential biocatalytic route to reactive thiocarbonyl compounds, which have a variety of applications in synthetic organic chemistry.

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Volume126, Issue48

November 24, 2014

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The Oxidation of Thiols by Flavoprotein Oxidases: a Biocatalytic Route to Reactive Thiocarbonyls^†

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The Oxidation of Thiols by Flavoprotein Oxidases: a Biocatalytic Route to Reactive Thiocarbonyls†

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The Oxidation of Thiols by Flavoprotein Oxidases: a Biocatalytic Route to Reactive Thiocarbonyls^†