Issue 15, 2012
From the journal:

Chemical Communications

An ab initio mechanism for efficient population of triplet states in cytotoxic sulfur substituted DNA bases: the case of 6-thioguanine†

Lara Martínez-Fernández,a   Leticia Gonzálezb  and  Inés Corral*a  

* Corresponding authors

a Departamento de Química, Facultad de Ciencias, Universidad Autónoma de Madrid, Campus de Excelencia UAM-CSIC, Módulo 13, Cantoblanco, 28049 Madrid, Spain
E-mail: ines.corral@uam.es
Fax: +34 914975238

b Institute of Theoretical Chemistry, University of Vienna, Währingerstrasse 17, 1090 Vienna, Austria

Abstract

The deactivation mechanism of the cytotoxic 6-thioguanine, the 6-sulfur-substituted analogue of the canonical DNA base, is unveiled by ab initio calculations. Oxygen-by-sulfur substitution leads to efficient population of triplet states—the first step for generating singlet oxygen—which is responsible for its cytotoxicity.

Graphical abstract: An ab initio mechanism for efficient population of triplet states in cytotoxic sulfur substituted DNA bases: the case of 6-thioguanine

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Article information

DOI
https://doi.org/10.1039/C2CC15775F
Article type
Communication
Submitted
18 Sep 2011
Accepted
22 Dec 2011
First published
16 Jan 2012

Chem. Commun., 2012,48, 2134-2136

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An ab initio mechanism for efficient population of triplet states in cytotoxic sulfur substituted DNA bases: the case of 6-thioguanine

L. Martínez-Fernández, L. González and I. Corral, Chem. Commun., 2012, 48, 2134 DOI: 10.1039/C2CC15775F

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