Enzymatic decomposition of a locked nucleoside phosphoramidate monitored by 31P NMR spectroscopy

0429111 - ÚOCHB 2015 CZ eng C - Conference Paper (international conference)
Procházková, Eliška - Hřebabecký, Hubert - Nencka, Radim - Dračínský, Martin
Enzymatic decomposition of a locked nucleoside phosphoramidate monitored by 31P NMR spectroscopy.
Chemistry of Nucleic Acid Components. 16th Symposium. Praha: Institute of Organic Chemistry and Biochemistry AS CR, v. v. i, 2014 - (Hocek, M.), s. 356-357. Collection Symposium Series, 14. ISBN 978-80-86241-50-0.
[Symposium on Chemistry of Nucleic Acid Components /16./. Český Krumlov (CZ), 08.06.2014-13.06.2014]
R&D Projects: GA ČR GA13-24880S; GA ČR GPP207/12/P625
Institutional support: RVO:61388963
Keywords : phosphoramidate derivatives * enzymatic hydrolysis * NMR spectroscopy
Subject RIV: CC - Organic Chemistry

Phosphoramidate derivatives are often used as prodrugs of modified nucleosides. The crucial step for the biologically active compound release in cells is then enzymatic hydrolysis of the phosphoramidate derivative. The enzymatic decomposition of a nucleoside prodrug 1 was monitored using 31P NMR spectroscopy and the structure of the reaction products was determined by 1D and 2D (COSY, HSQC, HMBC) NMR experiments and compared with the products obtained with non-enzymatic hydrolysis of the prodrug.
Permanent Link: http://hdl.handle.net/11104/0234445