Bioorganic & Medicinal Chemistry Letters 2010-02-01

Synthesis of fluorescent nucleoside analogs as probes for 2'-deoxyribonucleoside kinases.

Yongfeng Li, Priti B Soni, Lingfeng Liu, Xiao Zhang, Dennis C Liotta, Stefan Lutz

Index: Bioorg. Med. Chem. Lett. 20 , 841-3, (2010)

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Abstract

We are reporting on the synthesis of fluorescent nucleoside analogs with modified sugar moieties (e.g., sugars other than ribose and 2'-deoxyribose). Four novel derivatives of the fluorescent thymidine analog 6-methyl-3-(beta-D-2'-deoxyribofuranosyl) furano-[2,3-d]pyrimidin-2-one were synthesized via Sonogashira reaction and subsequent copper-catalyzed cycloaddition. These compounds represent promising tools for studying nucleoside metabolism inside living cells, as well as for screening directed evolution libraries of 2'-deoxyribonucleoside kinases with new and improved activity for the corresponding nucleoside analogs.Copyright (c) 2009 Elsevier Ltd. All rights reserved.