R. Glatthar et al., Mechanistic studies in the radical induced DNA strand cleavage - Formationand reactivity of the radical cation intermediate, TETRAHEDRON, 56(25), 2000, pp. 4117-4128
In order to understand the heterolytic cleavage of 4'-DNA radical 1 and the
regioselective attack of nucleophiles at the intermediate DNA radical cati
on 3, the chemistry of model radical 8 was studied. It turned out that the
heterolytic cleavage in water is favored over homolysis because of the effe
ctive solvation of the ions 9 and 10. The regioselectivity of the nucleophi
lic attack at radical cation 10 can be explained with the valence bond conf
iguration mixing (VBCM) model. (C) 2000 Elsevier Science Ltd. All rights re
served.