Straightforward Method for the
Synthesis of Selenocysteine and Selenocystine Derivatives from l-Serine Methyl Ester

Antonio L. Braga; Ludger A. Wessjohann; Paulo S. Taube; Fábio Z. Galetto; Fabiano M. de Andrade

doi:10.1055/s-0030-1258188

PAPER

Straightforward Method for the Synthesis of Selenocysteine and Selenocystine Derivatives from l-Serine Methyl Ester

Antonio L. Braga*^a, Ludger A. Wessjohann^b, Paulo S. Taube^a, Fábio Z. Galetto^a,c, Fabiano M. de Andrade^c
^a Departamento de Química, Universidade Federal de Santa Catarina, Florianópolis, SC, 88040-970, Brazil
^b Leibniz Institute of Plant Biochemistry, Bioorganic Chemistry, Weinberg 3, 06120 Halle, Germany
^c Departamento de Química, Universidade Federal de Santa Maria, Santa Maria, RS, 97105-900, Brazil
Fax: +55(48)37216850; e-Mail: albraga@qmc.ufsc.br;

Abstract

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Abstract

A set of selenoamino acids has been efficiently synthesized under smooth conditions by a simple, flexible and modular strategy. In this method, O-mesylated l-serine methyl ester is generated in situ and directly substituted with various selenolate anions to afford selenocysteine, selenolanthionine, and selenocystine derivatives in good yields. Also, a tellurocysteine derivative can be obtained by this method.

Key words

organoselenium - selenoamino acids - selenocysteine - selenocystine - tellurocysteine

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Referenzen

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