Next Article in Journal
Synthesis and Characterization of Novel Unsymmetrical and Symmetrical 3-Halo- or 3-Methoxy-substituted 2-Dibenzoylamino-1,4-naphthoquinone Derivatives
Next Article in Special Issue
Understanding Acid Lability of Cysteine Protecting Groups
Previous Article in Journal
Euphorbia formosana Root Extract Induces Apoptosis by Caspase-Dependent Cell Death via Fas and Mitochondrial Pathway in THP-1 Human Leukemic Cells
Previous Article in Special Issue
Investigating Silver Coordination to Mixed Chalcogen Ligands
Molecules 2013, 18(2), 1963-1972; doi:10.3390/molecules18021963
Article

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)
Download PDF [232 KB, uploaded 18 June 2014]

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
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Export to BibTeX |
EndNote


MDPI and ACS Style

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

View more citation formats

Supplement

Related Articles

Article Metrics

Comments

Citing Articles

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert