Sensitized Photo-oxidation of Thymidine by 2-methyl-1,4-naphthoquinone. Characterization of the Stable Photoproducts

C. Decarroz Laboratoires de Chimie, Département de Recherche Fondamentale, Centre d'Etudes Nucléaires de Grenoble, 85 X, F-38041, Grenoble Cedex, France

J.R. Wagner MRC Group in the Radiation Sciences, Département de Médecine Nucléaire et de Radiobiologie, Faculté de Médecine, Sherbrooke, Québec, Canada

J.E. Van Lier Radiation Oncology Branch, National Cancer Institute, National Institutes of Health, Bethesda, Maryland, 20892, U.S.A.

C. Murali Krishna Laboratoires de Chimie, Département de Recherche Fondamentale, Centre d'Etudes Nucléaires de Grenoble, 85 X, F-38041, Grenoble Cedex, France

P. Riesz MRC Group in the Radiation Sciences, Département de Médecine Nucléaire et de Radiobiologie, Faculté de Médecine, Sherbrooke, Québec, Canada

J. Cadet Radiation Oncology Branch, National Cancer Institute, National Institutes of Health, Bethesda, Maryland, 20892, U.S.A.

Summary

The near ultraviolet photolysis of an aerated aqueous solution of thymidine containing 2-methyl-1,4-naphthoquinone gives rise to two main classes of photoproducts as a result of the initial formation of a pyrimidine radical cation. These photo-oxidation products have been separated by high performance liquid chromatography and further characterized by various spectroscopic techniques including fast atom bombardment mass spectrometry and high field ¹H and ¹³C nuclear magnetic resonance analysis. This photoreaction constitutes an excellent model to study the chemical properties of the thymidine radical cation which is expected to be one of the primary consequences of the direct effects of ionizing radiation.

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Sensitized Photo-oxidation of Thymidine by 2-methyl-1,4-naphthoquinone. Characterization of the Stable Photoproducts

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Sensitized Photo-oxidation of Thymidine by 2-methyl-1,4-naphthoquinone. Characterization of the Stable Photoproducts

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