Application of bis-2-(trimethylsilyl)ethyl diselenide to the synthesis of selenium-containing amino acid derivatives. Issue 42 (19th October 2017)

• Record Type: Journal Article
• Authors: Yonezawa, Tsubasa; Yamaguchi, Masahito; Ninomiya, Masayuki; Koketsu, Mamoru
• Is Part Of: Tetrahedron. Volume 73:Issue 42(2017)
• Page Start: 6085
• Page End: 6091
• Publication Date: 2017-10-19
• Subjects: Selenation -- Bis-2-(trimethylsilyl)ethyl diselenide -- Selenium-containing amino acid -- Selenocysteine -- Selenoglutathione; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2017.09.004
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Selenium-containing amino acids play a pivotal role as biomaterials for the synthesis of Se -dependent enzymes and repair proteins. Especially, selenocysteine and selenoglutathione are prominently involved in fundamental biological processes. In this study, a series of selenocysteine (Sec) and selenoglutathione (GSeH) derivatives were synthesized via 2-(trimethylsilyl)ethylselenation as a key step. Our findings suggested the relevance and application of a 2-(trimethylsilyl)ethylselenyl group to the Se -containing amino acid synthesis. Graphical abstract: