DNA Photosensitization by an "Insider": Photophysics and Triplet Energy Transfer of 5-Methyl-2-pyrimidone Deoxyribonucleoside

被引：18

作者：

Bignon, Emmanuelle ^{[1
,2
]}

Gattuso, Hugo ^{[3
,4
]}

Morell, Christophe ^{[2
]}

Dumont, Elise ^{[1
]}

Monari, Antonio ^{[3
,4
]}

机构：

[1] Ecole Normale Super Lyon, CNRS, Lab Chim, UMR 5182, F-69364 Lyon, France

[2] Univ Lyon1 UCBL, CNRS, Inst Sci Analyt, UMR 5280, Lyon, France

[3] Univ Lorraine, Nancy Theory Simulat Modeling, SRSMC, Vandoeuvre Les Nancy, France

[4] CNRS, Nancy Theory Simulat Modeling, SRSMC, Vandoeuvre Les Nancy, France

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2015年 / 21卷 / 32期

关键词：

DNA; energy transfer; molecular dynamics; nucleobases; photophysics; CONSISTENT-FIELD METHOD; DENSITY FUNCTIONALS; EXCITED-STATES; NUCLEIC-ACIDS; DAMAGE; BENZOPHENONE; MECHANISM; INTERCALATION; INDUCTION; LESIONS;

D O I：

10.1002/chem.201501212

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The main chromophore of (6-4) photoproducts, namely, 5-methyl-2-pyrimidone (Pyo), is an artificial noncanonical nucleobase. This chromophore has recently been reported as a potential photosensitizer that induces triplet damage in thymine DNA. In this study, we investigate the spectroscopic properties of the Pyo unit embedded in DNA by means of explicit solvent molecular-dynamics simulations coupled to time-dependent DFT and quantum-mechanics/molecular-mechanics techniques. Triplet-state transfer from the Pyo to the thymine unit was monitored in B-DNA by probing the propensity of this photoactive pyrimidine analogue to induce a Dexter-type triplet photosensitization and subsequent DNA damage.

引用

页码：11509 / 11516

页数：8

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