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Article Dans Une Revue Organic & Biomolecular Chemistry Année : 2013

"Addressing the competitive formation of tandem DNA lesions by a nucleobase peroxyl Q1 radical: a DFT-D screening"

Résumé

The presence of two vicinal single-nucleotide oxidative lesions constitutes a pitfall case for DNA repair. Quantum mechanics calculations are performed to elucidate the formation of peroxyl-bridged adducts, where a purine and a pyrimidine base become covalently tethered. A dispersion-corrected density functional theory (DFT-D) screening along the 32 possible adducts built by a combination of the four different nucleobases outlines that guanine is a better tandem partner than adenine, in line with experimental data. In contrast, cytosine and thymine have an overall comparable reactivity as revealed by a highly localized spin density. For a given purine and pyrimidine combination, our computational approach also sketches some differences concerning the syn vs. anti configurations and the orientation strand.
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Dates et versions

hal-00828318 , version 1 (30-05-2013)

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Citer

Celine Dupont, C. Patel, J.-L. Ravanat, E. Dumont. "Addressing the competitive formation of tandem DNA lesions by a nucleobase peroxyl Q1 radical: a DFT-D screening". Organic & Biomolecular Chemistry, 2013, 11, pp.3038-3045. ⟨10.1039/c3ob40280k⟩. ⟨hal-00828318⟩
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