Photosensitized Thymine Dimerization via Delocalized Triplet Excited States

被引:12
|
作者
Miro, Paula [1 ]
Lhiaubet-Vallet, Virginie [1 ]
Luisa Marin, M. [1 ]
Miranda, Miguel A. [1 ]
机构
[1] Univ Politecn Valencia, CSIC, Inst Univ Mixto Tecnol Quim, E-46022 Valencia, Spain
关键词
dimerization; DNA damage; nucleobases; photochemistry; reaction mechanisms; DIELS-ALDER REACTION; CYCLOBUTANE PYRIMIDINE DIMERS; ENERGY-TRANSFER; 6-4; PHOTOPRODUCT; DNA-DAMAGE; ELECTRON-TRANSFER; ROOM-TEMPERATURE; PATERNO-BUCHI; BENZOPHENONE; CYCLOADDITION;
D O I
10.1002/chem.201502719
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new mechanism of photosensitized formation of thymine (Thy) dimers is proposed, which involves generation of a delocalized triplet excited state as the key step. This is supported by chemical evidence obtained by combining one benzophenone and two Thy units with different degrees of freedom, whereby the photoreactivity is switched from a clean Paterno-Buchi reaction to a fully chemo-, regio-, and stereoselective [2+2] cycloaddition.
引用
收藏
页码:17051 / 17056
页数:6
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