Thymine-Thymine Adduct as a Photoproduct of Thymine
- 12 April 1968
- journal article
- research article
- Published by American Association for the Advancement of Science (AAAS) in Science
- Vol. 160 (3824), 186-187
- https://doi.org/10.1126/science.160.3824.186
Abstract
A product isolated from thymine irradiated with ultraviolet light in frozen aqueous solution undergoes dehydration on heating with acids. As judged by elemental analysis, mass, ultraviolet, infrared, and nuclear magnetic resonance spectra, the most probable structures for this compound and its dehydration product, respectively, are 5-hydroxy-6-4'-[5''-methylpyrimidin-2'-one]-dihydrothymine and 6-4'-[5'-methylpyrimidin-2'-one]-thymine. Apparently, this compound is a thymine-thymine adduct and presumably is formed through the rearrangement of an initial photoproduct. Both compounds are closely related to 6-4'-[pyrimidin-2'-one]-thymine which has been isolated from acid hydrolyzates of ultraviolet-irradiated DNA and supposedly is derived from cytosine-thymine adduct. Formation of such adducts between pyrimidine bases is apparently a common photoreaction and may be important to the study of the photochemistry and photobiology of nucleic acids.This publication has 13 references indexed in Scilit:
- Cytosine-thymine addition product from DNA irradiated with ultraviolet lightBiochemical and Biophysical Research Communications, 1967
- Molecular photochemistry. V. Photocycloaddition of alkyl ketones to electron-deficient double bondsJournal of the American Chemical Society, 1967
- Ultraviolet Irradiation of DNA in vitro and in vivo Produces a Third Thymine-Derived ProductScience, 1967
- Topochemistry. Part XV. The solid-state photochemistry of p-quinonesJournal of the Chemical Society B: Physical Organic, 1967
- Mass Spectra of Nucleic Acid Derivatives. PyrimidinesJournal of the American Chemical Society, 1965
- PROPERTIES OF AN UNUSUAL PHOTOPRODUCT OF U.V. IRRADIATED THYMIDYLYL‐THYMIDINEPhotochemistry and Photobiology, 1965
- Photochemical Reactions in Frozen SolutionsNature, 1961
- Simple pyrimidines. Part II. 1:2-Dihydro-1-methylpyrimidines and the configuration of the N-methyluracilsJournal of the Chemical Society, 1955
- Light-catalyzed Organic Reactions. I. The Reaction of Carbonyl Compounds with 2-Methyl-2-butene in the Presence of Ultraviolet LightJournal of the American Chemical Society, 1954
- Absorption Spectra. VIII. The Infrared Spectra of Some Purines and Pyrimidines1,2Journal of the American Chemical Society, 1950