Guanine Oxidation by Electron Transfer: One‐ versus Two‐Electron Oxidation Mechanism
- 5 January 2006
- journal article
- research article
- Published by Wiley in ChemBioChem
- Vol. 7 (1) , 125-133
Abstract
The degeneracy of the guanine radical cation, which is formed in DNA by oxidation of guanine by electron transfer, was studied by a detailed analysis of the oxidation products of guanine on oligonucleotide duplexes and by labeling experiments. It was shown that imidazolone, the major product of guanine oxidation, is formed through a one-electron oxidation process and incorporates one oxygen atom from O2. The formation of 8-oxo-7,8-dihydroguanine by a two-electron oxidation process was a minor pathway. The two-electron oxidation mechanism was also evidenced by the formation of a tris(hydroxymethyl)aminomethane adduct.Keywords
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