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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

,  and *
Department of Chemistry & Chemical Biology, Rutgers, the State University of New Jersey, 610 Taylor Road, Piscataway, NJ 08854, USA
* Author to whom correspondence should be addressed.
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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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
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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