Internally stabilized selenocysteine derivatives: syntheses, 77Se NMR and biomimetic studies

Phadnis, Prasad P. ; Mugesh, G. (2005) Internally stabilized selenocysteine derivatives: syntheses, 77Se NMR and biomimetic studies Organic & Biomolecular Chemistry, 3 (13). pp. 2476-2481. ISSN 1477-0520

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Official URL: http://pubs.rsc.org/en/content/articlelanding/2005...

Related URL: http://dx.doi.org/10.1039/B505299H

Abstract

Selenocystine ([Sec]2) and aryl-substituted selenocysteine (Sec) derivatives are synthesized, starting from commercially available amino acid L-serine. These compounds are characterized by a number of analytical techniques such as NMR (1H, 13C and 77Se) and TOF mass spectroscopy. This study reveals that the introduction of amino/imino substituents capable of interacting with selenium may stabilize the Sec derivatives. This study further suggests that the oxidation-elimination reactions in Sec derivatives could be used for the generation of biologically active selenols having internally stabilizing substituents.

Item Type:Article
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ID Code:79333
Deposited On:25 Jan 2012 06:05
Last Modified:25 Jan 2012 06:05

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