Mechanistic studies in the radical induced DNA strand cleavage - Formation and reactivity of the radical cation intermediate

被引：26
|
作者：
Glatthar, R
Spichty, M
Gugger, A
Batra, R
Damm, W
Mohr, M
Zipse, H
Giese, B
机构：
[1] Univ Munich, Dept Chem, D-81377 Munich, Germany
[2] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland
来源：
TETRAHEDRON | 2000年 / 56卷 / 25期
关键词：
4 '-DNA radical; radical cation; regioselective addition; calculations; solvent effect; VBCM;
D O I：
10.1016/S0040-4020(00)00335-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In order to understand the heterolytic cleavage of 4'-DNA radical 1 and the regioselective attack of nucleophiles at the intermediate DNA radical cation 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 effective solvation of the ions 9 and 10. The regioselectivity of the nucleophilic attack at radical cation 10 can be explained with the valence bond configuration mixing (VBCM) model. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：4117 / 4128
页数：12
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