A new [2 + 2] photodimerization of 5-chloro- and 5-methyl-2-pyridone in their inclusion complexes with 1,1'-biphenyl-2,2'-dicarboxylic acid as a model for DNA damage by photodimerization of its thymine component

Shinya Hirano; Shinji Toyota; Fumio Toda

doi:10.1039/b414134b

A new [2 + 2] photodimerization of 5-chloro- and 5-methyl-2-pyridone in their inclusion complexes with 1,1'-biphenyl-2,2'-dicarboxylic acid as a model for DNA damage by photodimerization of its thymine component

Chem Commun (Camb). 2005 Feb 7:(5):643-4. doi: 10.1039/b414134b. Epub 2004 Dec 13.

Authors

Shinya Hirano¹, Shinji Toyota, Fumio Toda

Affiliation

¹ Department of Chemistry, Faculty of Science, Okayama University of Science, Ridai-cho 1-1, Okayama 700-0005, Japan.

PMID: 15672163
DOI: 10.1039/b414134b

Abstract

As a model for DNA damage by photodimerization of its thymine component, a new [2 + 2] photodimerization of 5-chloro and 5-methyl-2-pyridone to the corresponding cis-anti-dimers as their inclusion complexes with 1,1'-biphenyl-2,2'-dicarboxylic acid was found, and the mechanism of this stereoselective solid state reaction was studied by X-ray analysis.

MeSH terms

Biphenyl Compounds / chemistry*
Crystallography, X-Ray
DNA Damage*
Dimerization
Macromolecular Substances / chemistry
Models, Biological*
Models, Chemical
Molecular Structure
Photochemistry
Pyridones / chemistry*
Stereoisomerism
Thymine / chemistry*

Substances

Biphenyl Compounds
Macromolecular Substances
Pyridones
5-methyl-2-pyridone
Thymine
diphenic acid
5-chloro-2-pyridone