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Guanine Oxidation in Double-stranded DNA by MnTMPyP/KHSO5: At Least Three Independent Reaction Pathways

By Andrea Lapi, Geneviève Pratviel and Bernard Meunier


In order to better define the mechanism and the products of guanine oxidation within DNA, we investigated the details of the mechanism of guanine oxidation by a metalloporphyrin, Mn-TMPyP, associated to KHSO5 on oligonucleotides. We found that the three major products of guanine oxidation are formed by independent reaction routes. The oxidized guanidinohydantoin (1) and the proposed spiro compound 3 derivatives are not precursors of imidazolone lesion (Iz). These guanine lesions as well as their degradation products, may account for non-detected guanine oxidation products on oxidatively damaged DNA

Topics: Research Article
Publisher: Hindawi Publishing Corporation
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Provided by: PubMed Central

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  1. (1999). Acad Sci.
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  3. Imidazolone nucleoside derivative (dlz) corresponds to 2-mnino-5-[(2-deoxy-fl -D-e.thropentofumnosyl)amino]-4H-imidazol-4-one and oxazolone nucleoside derivative (dZ) to 2,2-diamino-4-[2-deoxy--D-erythropentofuranosyl)amino]-2,5-dihydrooxazol-5-one.
  4. (1987). The Chemical Basis ofRadiation Biology;

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