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Selenium-Mediated Dehalogenation of Halogenated Nucleosides and its Relevance to the DNA Repair Pathway

Mondal, Santanu and Manna, Debasish and Mugesh, Govindasamy (2015) Selenium-Mediated Dehalogenation of Halogenated Nucleosides and its Relevance to the DNA Repair Pathway. In: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 54 (32). pp. 9298-9302.

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Official URL: http://dx.doi.org/10.1002/anie.201503598

Abstract

Halogenated nucleosides can be incorporated into the newly synthesized DNA of replicating cells and therefore are commonly used in the detection of proliferating cells in living tissues. Dehalogenation of these modified nucleosides is one of the key pathways involved in DNA repair mediated by the uracil-DNA glycosylase. Herein, we report the first example of a selenium-mediated dehalogenation of halogenated nucleosides. We also show that the mechanism for the debromination is remarkably different from that of deiodination and that the presence of a ribose or deoxyribose moiety in the nucleosides facilitates the deiodination. The results described herein should help in understanding the metabolism of halogenated nucleosides in DNA and RNA.

Item Type: Journal Article
Additional Information: Copy right for this article belongs to the WILEY-V C H VERLAG GMBH, BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY
Keywords: dehalogenation; DNA repair; halogen bonds; nucleosides; selenium
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 26 Aug 2015 07:35
Last Modified: 26 Aug 2015 07:35
URI: http://eprints.iisc.ac.in/id/eprint/52266

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