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| - Evidence for Glycosidic Bond Rotation in a Nucleobase PeroxylRadical and Its Effect on Tandem Lesion Formation
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| - Nucleobase peroxyl radicals are the major reactive intermediates formed in DNA when thebiopolymer is exposed to γ-radiolysis under aerobic conditions. The major reaction pathways forthe peroxyl radical (1) derived from 5,6-dihydro-2‘-deoxyuridin-6-yl involve π-bond addition to orhydrogen atom abstraction from the adjacent nucleotides to produce tandem lesions. The ability toindependently generate 1 at a defined site in DNA enabled us to probe its reactivity by varying thelocal DNA structure. The effect of DNA structure variation reveals that 1 reacts from its syn- andanti-conformations in competition with trapping by thiol. These experiments also reveal that tandemlesions will be produced as a mixture of diastereomers, which could impact their biological effects.
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