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Issue 8, 2011
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Chemical investigation of light induced DNA bipyrimidine damage and repair

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Abstract

In all organisms, genetic information is stored in DNA and RNA. Both of these macromolecules are damaged by many exogenous and endogenous events, with UV irradiation being one of the major sources of damage. The major photolesions formed are the cyclobutane pyrimidine dimers (CPD), pyrimidine–pyrimidone-(6-4)-photoproducts, Dewar valence isomers and, for dehydrated spore DNA, 5-(α-thyminyl)-5,6-dihydrothymine (SP). In order to be able to investigate how nature's repair and tolerance mechanisms protect the integrity of genetic information, oligonucleotides containing sequence and site-specific UV lesions are essential. This tutorial review provides an overview of synthetic procedures by which these oligonucleotides can be generated, either through phosphoramidite chemistry or direct irradiation of DNA. Moreover, a brief summary on their usage in analysing repair and tolerance processes as well as their biological effects is provided.

Graphical abstract: Chemical investigation of light induced DNA bipyrimidine damage and repair

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Article information


Submitted
15 Jun 2010
First published
15 Nov 2010

Chem. Soc. Rev., 2011,40, 4271-4278
Article type
Tutorial Review

Chemical investigation of light induced DNA bipyrimidine damage and repair

K. Heil, D. Pearson and T. Carell, Chem. Soc. Rev., 2011, 40, 4271
DOI: 10.1039/C000407N

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