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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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Publication details

The article was received on 15 Jun 2010 and first published on 15 Nov 2010


Article type: Tutorial Review
DOI: 10.1039/C000407N
Citation: Chem. Soc. Rev., 2011,40, 4271-4278
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    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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