Cross-Link Dimer Formation of the Acetaldehyde-Derived Cyclic 1,N2-Propano-2′-deoxyguanosine Adduct Using Electrochemical Oxidation
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概要
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The electrochemically oxidative lesion of the acetaldehyde-derived cyclic propano adduct 2 of 2′-deoxyguanosine 1 was identified as the cross-linked dimer 4 of adduct 2. Cross-link formation is explained by the nucleophilic preference of the exocyclic amino group in 2 to the carbocation 3 electrogenerated by 1-proton and 2-electron transfers. Dimer formation was also detected in duplex DNA during exposure to acetaldehyde followed by electrochemical oxidation. The dimer has been deduced to be an intrastrand cross-link generated specifically in the G–G sequence in duplex DNA, which is expected to contribute to acetaldehyde-mediated genotoxicity.
- 公益社団法人 日本薬学会の論文
著者
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UNO Bunji
Gifu Pharmaceutical University
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ESAKA Yukihiro
Gifu Pharmaceutical University
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Murakami Hiroya
Gifu Pharmaceutical University
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