Mechanisms for radiation damage in DNA constituents and DNA: reactions of the N/sub 1/-substituted thymine. pi. -cation radicals

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Reactions of the N/sub 1/-substituted thymine ..pi..-cation radicals were investigated by ESR in several aqueous glasses. In 8M NaOD (NaOH) spectra suggestive and OD/sup -/(OH/sup -/) addition to position 6 in the ..pi..-cations of 1-methylthymine, and thymidine were found immediately after uv photolysis at 77/sup 0/K. Production of the same radicals by electron attachment to 1-methyl-5-bromo-6-hydroxythymine, and 5-bromo-6-hydroxythymidine in 8M NaOD confirms the OD/sup -/ addition mechanism. Results found for these brominated compounds in 12M LiCl (D/sub 2/O) after electron attachment show that the ..cap alpha../sub 6/ (H) splitting was sensitive to changes in substituents at position 1 as well … continued below

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22 pages

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Sevilla, M. D. & Engelhardt, M. L. January 1, 1977.

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Reactions of the N/sub 1/-substituted thymine ..pi..-cation radicals were investigated by ESR in several aqueous glasses. In 8M NaOD (NaOH) spectra suggestive and OD/sup -/(OH/sup -/) addition to position 6 in the ..pi..-cations of 1-methylthymine, and thymidine were found immediately after uv photolysis at 77/sup 0/K. Production of the same radicals by electron attachment to 1-methyl-5-bromo-6-hydroxythymine, and 5-bromo-6-hydroxythymidine in 8M NaOD confirms the OD/sup -/ addition mechanism. Results found for these brominated compounds in 12M LiCl (D/sub 2/O) after electron attachment show that the ..cap alpha../sub 6/ (H) splitting was sensitive to changes in substituents at position 1 as well as changes in environment. This variation in splitting is shown to be accounted for by small conformational changes in the radicals. In 8M NaClO/sub 4/ ..pi..-cations of the substituted thymines gave evidence for both deprotonation and OD- addition.

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22 pages

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Dep. NTIS, PC A02/MF A01.

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  • Conference on radiation effects in liquids and solids, Leicester, UK, 22 Mar 1977

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  • Report No.: COO-2364-11
  • Report No.: CONF-770366-1
  • Grant Number: EY-76-S-02-2364
  • Office of Scientific & Technical Information Report Number: 7218713
  • Archival Resource Key: ark:/67531/metadc1445021

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  • January 1, 1977

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  • Feb. 10, 2019, 8:45 p.m.

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  • Jan. 12, 2021, 1:38 p.m.

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Sevilla, M. D. & Engelhardt, M. L. Mechanisms for radiation damage in DNA constituents and DNA: reactions of the N/sub 1/-substituted thymine. pi. -cation radicals, article, January 1, 1977; United States. (https://digital.library.unt.edu/ark:/67531/metadc1445021/: accessed July 16, 2024), University of North Texas Libraries, UNT Digital Library, https://digital.library.unt.edu; crediting UNT Libraries Government Documents Department.

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