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Molecules 2013, 18(2), 1963-1972; doi:10.3390/molecules18021963

Biohybrid -Se-S- Coupling Reactions of an Amino Acid Derived Seleninate

Department of Chemistry & Chemical Biology, Rutgers, the State University of New Jersey, 610 Taylor Road, Piscataway, NJ 08854, USA
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Received: 9 January 2013 / Revised: 28 January 2013 / Accepted: 30 January 2013 / Published: 4 February 2013
(This article belongs to the Special Issue Disulfide and Diselenide Chemistry)
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Abstract

We describe the synthesis of the N-(2-seleninatoethyl) amide of N-Boc-phenylalanine, serving here as a peptide model, and its reductive coupling reactions under mild conditions with unprotected thiouridine and glutathione. Selenosulfide products such as these comprise reversibly conjugated bio-components, and can potentially find uses as probes of biological function, such as enzyme inhibitors, delivery systems, or structural mimics.
Keywords: click reaction; biomimetic; seleninic acid; thiol click reaction; biomimetic; seleninic acid; thiol
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Abdo, M.; Sun, Z.; Knapp, S. Biohybrid -Se-S- Coupling Reactions of an Amino Acid Derived Seleninate. Molecules 2013, 18, 1963-1972.

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