Development of high efficient synthesis method of selenium neucleosides and its application

2017 Fiscal Year Final Research Report

• Project/Area Number: 15K07856
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Chemical pharmacy
• Research Institution: Gifu University
• Principal Investigator: KOKETSU Mamoru 岐阜大学, 工学部, 教授 (50178208)
• Project Period (FY): 2015-04-01 – 2018-03-31
• Keywords: 核酸 / セレン元素 / アミノ酸 / セレン導入試薬 / セレノグルタチオン / アデノシル-セレノメチオニン / セレン修飾ウリジン

Outline of Final Research Achievements

In recent years, selenium-containing biomolecules have been documented as promising pharmacological agents. We initially explored an efficient method for the synthesis of 5’-selenium modified nucleosides based on the idea of direct functionalization of 2-(trimethylsilyl)ethyl (TSE) selenyl groups. This method was successfully applied to the synthesis of highly functionalized nucleoside, Se-adenosyl-L-selenomethionine (SeAM). In addition, we developed a valuable route for the synthesis of 2’-alkylselenouridine derivatives via a 2-(trimethylsilyl)ethylselenation approach. Furthermore, we applied the 2-TSE selenyl group to the synthesis of selenium-containing amino acid derivatives including biologically important selenocysteine (Sec) and selenoglutathione (GSeH) derivatives. Our findings highlight the great utility and versatility of the 2-TSE selenyl group as a selenating reagent into biomolecules.

Free Research Field

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