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

被引:19
|
作者
Braga, Antonio L. [1 ]
Wessjohann, Ludger A. [2 ]
Taube, Paulo S. [1 ]
Galetto, Fabio Z. [1 ,3 ]
de Andrade, Fabiano M. [3 ]
机构
[1] Univ Fed Santa Catarina, Dept Quim, BR-88040970 Florianopolis, SC, Brazil
[2] Leibniz Inst Plant Biochem, D-06120 Halle, Germany
[3] Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil
来源
SYNTHESIS-STUTTGART | 2010年 / 18期
关键词
organoselenium; selenoamino acids; selenocysteine; selenocystine; tellurocysteine; CONTAINING AMINO-ACIDS; RING-OPENING REACTION; BETA-SELENO AMIDES; EFFICIENT SYNTHESIS; ORGANOSELENIUM; THIOREDOXIN; CHEMISTRY; SULFUR; SE; PHENYLSELENOALANINE;
D O I
10.1055/s-0030-1258188
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:3131 / 3137
页数:7
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