Guanine oxidation by electron transfer:: One- versus two-electron oxidation mechanism

被引:30
作者
Kupan, A [1 ]
Saulière, A [1 ]
Broussy, S [1 ]
Seguy, C [1 ]
Pratviel, G [1 ]
Meunier, B [1 ]
机构
[1] CNRS, Chim Coordinat Lab, F-31077 Toulouse, France
关键词
electron transfer; guanine; porphyrinoids; radical ions; riboflavin;
D O I
10.1002/cbic.200500284
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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 0, 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.
引用
收藏
页码:125 / 133
页数:9
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