7
Views
3
CrossRef citations to date
0
Altmetric
Original Article

Interaction of Nitroaromatic Radiosensitizers with Irradiated Polyadenylic Acid as Measured by an Indirect Immunochemical Assay with Specificity for the 8,5′-cycloadenosine Moiety

, &
Pages 629-639 | Received 21 Mar 1986, Accepted 05 Nov 1986, Published online: 03 Jul 2009

References

  • Adams G.E. Molecular mechanisms of cellular radiosensitization and protection. Radiation Protection and Sensitization, H.L. Moroson, M. Quintiliani. Taylor and Francis Ltd, London 1970; 3–14
  • Alexander C., Jr, Franklin C.E. ESR study of the sugar radical in irradiated deoxyadenosine. Journal of Chemical Physics 1971; 54: 1909–1913
  • Anbar M., Meyerstein D., Neta P. The reactivity of aromatic compounds toward hydroxyl radicals. Journal of Physical Chemistry 1966; 70: 2660–2662
  • Anbar M., Neta P. A compilation of specific bimolecular rate constants for the reactions of hydrated electrons, hydrogen atoms and hydroxyl radicals with inorganic and organic compounds in aqueous solution. International Journal of Applied Radiation and Isotopes 1967; 18: 493–523
  • Cadet J., Berger M. Radiation-induced decomposition of the purine bases within DNA and related model compounds. International Journal of Radiation Biology 1985; 47: 127–143
  • Chapman J.D., Reuvers A.P., Borsa J., Greenstock C.L. Chemical radioprotection and radiosensitization of mammalian cells growing in vitro. Radiation Research 1973; 56: 291–306
  • Dizdaroglu M. Free-radical-induced formation of an 8,5′-cyclo-2′-deoxyguanosine moiety in deoxyribonucleic acid. Biochemical Journal 1986 a; 238: 247–254
  • Dizadaroglu M. Characterization of free radical-induced damage to DNA by the combined use of enzymatic hydrolysis and gas chromatography-mass spectrometry. Journal of Chromatography 1986 b; 367: 357–366
  • Fricke J., Hart E.J. Chemical dosimetry. Radiation Dosimetry, Vol. II, Instrumentation2nd edn, F.H. Attix, W.C. Roesch. Academic Press, New York 1966; 167–239
  • Fuciarelli A.F., Miller G.G., Raleigh J.A. An immunochemical probe for 8,5′-cycloadenosine-5′-monophosphate and its deoxy analogue in irradiated nucleic acids. Radiation Research 1985; 104: 272–283
  • Fuciarelli A.F., Shum F.Y., Raleigh J.A. Stereoselective intramolecular cyclization in irradiated nucleic acids. R- and S-8,5′-cycloadenosine in polyadenylic acid. Biochemical and Biophysical Research Communications 1986 a; 134: 883–887
  • Fuciarelli, A.F., Shum, F.Y., Raleigh, J.A. Intramolecular cyclization in irradiated nucleic acids. Correlation between HPLC and an immunochemical assay for 8,5′-cycloadenosine in irradiated poly A. Radiation Research, in the press, 1987; 110
  • Gordy W. Free radicals from biological purine and pyrimidines. Annals of the New York Academy of Sciences 1969; 158: 100–123
  • Greenstock C.L., Chapman J.D., Raleigh J.A., Shierman E., Reuvers A.P. Competitive radioprotection and radiosensitization in chemical systems. Radiation Research 1974; 59: 556–571
  • Greenstock C.L., Whitehouse R.P. Radiosensitizers as probes of DNA damage and cell killing. International Journal of Radiation Biology 1985; 48: 701–710
  • Herak J.N. E.P.R. of irradiated single crystals of the nucleic acid constituents. Physico-chemical Properties of Nucleic Acids, J. Duchesne. Academic Press, London 1973; 197–221
  • Jaffe H.H. A reexamination of the Hammett equation. Chemical Reviews 1953; 53: 191–261
  • Keck K. Bildung von cyclonucleotiden bie bestrahlung wässringer lösungen von purinnucleotiden. Zeitschrift Fuer Naturforshung 1968; B23: 1034–1943
  • Koch C.J. Competition between radiation protectors and radiation sensitizers in mammalian cells. Radioprotectors and Anticarcinogens, O.F. Nygaard, M.G. Simic. Academic Press, New York 1983; 275–295
  • Kuwabara M., Lion Y., Riesz P. E.S.R. of spin-trapped radicals in gamma-irradiated polycrystalline nucleic acid constituents and their halogenated derivatives. International Journal of Radiation Biology 1981; 39: 465–490
  • Nakken K.F., Brustad T., Hansen A.K. The sensitizing effect of N2O on X-ray induced degradation of benzoic acid and anthranilic acid. Advances in Chemistry, R.F. Gould. American Chemical Society, Washington, DC 1968; 81: 251–266
  • Neta P., Simic M.G., Hoffman M.A. Pulse radiolysis and electron spin resonance studies of nitroaromatic radical anions. Optical absorption spectra, kinetics and one-electron redox potentials. Journal of Physical Chemistry 1976; 80: 2018–2023
  • Pietrzyk D.J., Belisle J. Acidity of aromatic sulfonic acids and their use of titrants in nonaqueous solvents. Analytical Chemistry 1966; 38: 969–973
  • Raleigh J.A., Fuciarelli A.F. Distribution of damage in irradiated 5′-AMP: 8,5′-cyclo-AMP, 8-hydroxy-AMP and adenine release. Radiation Research 1985; 102: 165–175
  • Raleigh J.A., Greenstock C.L., Kremers W. Chemical radiosensitization of phosphate ester cleavage. International Journal of Radiation Biology 1973 a; 23: 457–467
  • Raleigh J.A., Greenstock C.L., Whitehouse R., Kremers W. Radiosensitization of phosphate release from 3′-and 5′-nucleotides: correlations between chemical change and biological inactivation. International Journal of Radiation Biology 1973 b; 24: 595–603
  • Raleigh J.A., Kremers W. Radiation-induced dimerization of o-phosphorylethanolamine (Abstract Ed-10). Radiation Research 1971; 47: 291–291
  • Raleigh J.A., Kremers W., Whitehouse R. Effect of oxygen and nitraoaromatic cell radiosensitizers on radiation-induced cleavage of internucleotide bonds: ApA, dApA and poly A. Radiation Research 1975; 63: 53–63
  • Raleigh J.A., Kremers W., Whitehouse R. Radiation chemistry of nucleotides: 8,5′-cyclonucleotide formation and phosphate release initiated by hydroxyl radical attack on adenosine monophosphates. Radiation Research 1976; 65: 414–422
  • Raleigh J.A., Whitehouse R., Kremers W. Effect of oxygen and nitroaromatic cell radiosensitizers on radiation-induced phosphate release from 3′- and 5′-nucleotides: A model for nucleic acids. Radiation Research 1974; 59: 453–465
  • Sagstuen E. Radiation damage to nucleosides and nucleotides. I. An ESR study of uridine-5′-phosphate·2Na+ single crystals. Radiation Research 1980; 81: 188–199
  • Sergeant E.P., Dempsey B. Ionisation Constants of Organic Acids in Aqueous Solution. Pergamon Press, Toronto 1979; 293–293
  • Simic M.G., Jovanovic S.V. Free radical mechanisms of DNA base damage. Mechanisms of DNA Damage and Repair. Implications for Carcinogenesis and Risk Assessment, M.G. Simic, L. Grossman, A.C. Upton. Plenum Press, New York 1986; 39–49
  • von Sonntag C., Hagen U., Schon-Bopp A., Schulte-Frohlinde D. Radiation-induced strand breaks in DNA: Chemical and enzymatic analysis of end groups and mechanistic aspects. Advances in Radiation Biology, J.T. Lett, H. Adler. Academic Press, New York 1981; 9: 109–142
  • Steenken S., Jagannadham V. Reaction of 6-yl radicals of uracil, thymine, and cytosine and their nucleosides and nucleotides with nitrobenzenes via addition to give nitroxide radicals·OH--catalysed nitroxide heterolysis. Journal of the American Chemical Society 1985; 107: 6818–6826
  • Steinmaus H., Rosenthal I., Elad D. Photochemical and γ-ray-induced reactions of purines and purine nucleosides with 2-propanol. Journal of the American Chemical Society 1969; 91: 4921–4923
  • Whillans D.W., Adams G.E. Electron-affinic sensitization. VI. A pulse radiolysis and ESR comparison of some 2- and 5-nitroimidazoles. Radiation Research 1975; 62: 407–421
  • Willson R.L., Emmerson P.T. Reaction of triacetoneamine-N-oxyl with radiation-induced radicals from DNA and from deoxyribonucleotides in aqueous solution. Radiation Protection and Sensitization, H.L. Moroson, M. Quintiliani. Taylor and Francis, London 1970; 73–79
  • Zuman P. Substituent Effects in Organic Polarography. Plenum Press, New York 1967

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.