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Cited by 198

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Why is the hydroxyl radical the only radical that commonly adds to DNA? Hypothesis: It has a rare combination of high electrophilicity, high thermochemical reactivity, and a mode of production that can occur near DNA

Pryor, William A.·1988·Free Radical Biology and Medicine
DOI 10.1016/0891-5849(88)90043-3
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Research works printed but not linked: 24

  1. Pryor, 1982, Free radical biology: xenobiotics, cancer, and aging, Ann. N.Y. Acad. Sci., 393, 1, 10.1111/j.1749-6632.1982.tb31228.x · DOI · Paper page
  2. Zady, 1977, Kinetics and mechanism of carbon-8 methylation of purine bases and nucleosides by methyl radical, J. Am. Chem. Soc., 99, 5096, 10.1021/ja00457a033 · doi:10.1021/ja00457a033
  3. Sugimori, 1986, Radiation induced alkylation of quinoline derivatives with alcohol, Bull. Chem. Soc. Japan, 59, 3905, 10.1246/bcsj.59.3905 · doi:10.1246/bcsj.59.3905
  4. Frimer, 1976, Ultraviolet and gamma ray induced radical reactions of nucleic acid constituents, J. Am. Chem. Soc., 98, 6026, 10.1021/ja00435a041 · DOI
  5. Byfield, 1970, Bonding of small molecules to DNA following izonizing radiation, Nature, 225, 859, 10.1038/225859a0 · doi:10.1038/225859a0
  6. Pryor, 1982, Polar character, rho value for the reaction with toluene, and the effect of radical polarity on the ratio of benzylic hydrogen abstraction to addition to aromatic rings, J. Am. Chem. Soc., 104, 2885, 10.1021/ja00374a031 · doi:10.1021/ja00374a031
  7. Pryor, W.A.; Church, D.F.; Tang, F.Y.; Tang, R.H. The role of polar effects and bond dissociation energies in radical reactivities. In: Pryor, W.A., editor. Frontiers of Free Radical Chemistry. New York: Academic Press; 355–379. · doi:10.1016/b978-0-12-566550-6.50021-x
  8. Church, 1985, The free radical chemistry of cigarette smoke and its toxicological implications, Environ. Health Perspect, 64, 111, 10.2307/3430003 · DOI
  9. Demple, 1983, Inducible repair of oxidative DNA damage in Escherichia coli, Nature, 304, 466, 10.1038/304466a0 · DOI · Paper page
  10. Borish, E.T.; Venugopal, S.; Pryor, W.A.; Deutsch, W.A. DNA synthesis is blocked at cigarette tar-induced DNA single strand breaks. Carcinogenesis; in press. · DOI
  11. Borish, 1985, Cigarette tar causes single strand breaks in DNA, Biochem. Biophys. Res. Commun., 133, 780, 10.1016/0006-291X(85)90972-6 · DOI
  12. Pryor, 1986, Oxy-radicals and related species: their formation, lifetimes, and reactions, Annu. Rev. Physiol., 48, 657, 10.1146/annurev.ph.48.030186.003301 · DOI · Paper page
  13. Pryor, W.A.; Uehara, K.; Church, D.F. The chemistry and biochemistry of the radicals in cigarette smoke: ESR evidence for the binding of the tar radical to DNa and polynucleotides. In: Bors, W.; Saran, M.; Tait, D., editors. Oxygen Radicals in Chemistry and Biology. Berlin: Walter de Gruyter & Co.; 193–201. · DOI
  14. Sigman, 1986, Nuclease activity of 1,10-phenantroline-copper ion, Acc. Chem. Res., 19, 180, 10.1021/ar00126a004 · DOI · Paper page
  15. Hecht, 1986, The chemistry of activated bleomycin, Acc. Chem. Res., 19, 383, 10.1021/ar00132a002 · DOI · Paper page
  16. Kohda, 1986, Formation of 8-hydroxylguanine residues in cellular DNA exposed to the carcinogen 4-nitroquinoline 1-oxide, Biochem. Biophis. Res. Commun., 139, 626, 10.1016/S0006-291X(86)80036-5 · DOI
  17. Tomaz, 1987, Isolation and structure of a covalent cross-link adduct between mitomycin C and DNA, Science, 235, 1204, 10.1126/science.3103215 · DOI · Paper page
  18. Cavalieri, E.L.; Rogan, E.G. One-electron and two-electron oxidation in aromatic hydrocarbon carcinogenesis. In: Pryor, W.A., editor. Free Radicals in Biology. Vol. VI. New York: Academic Press; 324–370. · doi:10.1016/b978-0-12-566506-3.50018-2
  19. Demple, 1982, 5,6-saturated thymine lesions in DNA: production by ultraviolet light or hydrogen peroxide, J. Bacteriol., 153, 1079, 10.1128/JB.153.2.1079-1082.1983 · DOI · Paper page
  20. Pryor, 1972, Reactivity patterns of the methyl radical, J. Am. Chem. Soc., 94, 1632, 10.1021/ja00760a034 · doi:10.1021/ja00760a034
  21. Pryor, 1966, Rates of the reactions of substituted phenyl radicals with hydrogen donors, J. Am. Chem. Soc., 88, 1189, 10.1021/ja00958a021 · doi:10.1021/ja00958a021
  22. Anbar, 1955, Tables of bimolecular rate constants of hydrated electrons, hydrogen atoms, and hydroxyl radicals with inorganic and organic compounds, Internat. J. Applied Radiation Isotopes, 16, 227, 10.1016/0020-708X(65)90176-6 · doi:10.1016/0020-708x(65)90176-6
  23. Asmus, 1984, Vol. 13
  24. Scaiano, 1983, Phenyl radical kinetics, J. Am. Chem. Soc., 105, 3609, 10.1021/ja00349a043 · doi:10.1021/ja00349a043

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Metadata

Authors
Pryor, W. A.
Venue
Free Radical Biology and Medicine
Publisher
Elsevier BV
Published
1988-01
Volume
4
Issue
4
Pages
219-223
ISSN
0891-5849 (ISSN-L)
DOI
10.1016/0891-5849(88)90043-3
OpenAlex
W2058000339
Cited by
198
References
0
FWCI
7.39
Type
journal article
Language
en
Open access
closed
Licence
www.elsevier.com/tdm/userlicense/1.0/ (tdm)

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CoChat. (2026). Citation check: Why is the hydroxyl radical the only radical that commonly adds to DNA? Hypothesis: It has a rare combination of high electrophilicity, high thermochemical reactivity, and a mode of production that can occur near DNA. https://app.cochat.ai/papers/10.1016/0891-5849(88)90043-3
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Pryor, W. A. (1988). Why is the hydroxyl radical the only radical that commonly adds to DNA? Hypothesis: It has a rare combination of high electrophilicity, high thermochemical reactivity, and a mode of production that can occur near DNA. Free Radical Biology and Medicine. https://doi.org/10.1016/0891-5849(88)90043-3

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Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.