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Original Article

On the Reaction of Molecular Oxygen with Thiyl Radicals: A Re-examination

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Pages 589-602 | Received 21 Nov 1986, Accepted 05 May 1987, Published online: 03 Jul 2009

References

  • Ahmad R., Armstrong D.A. The effect of pH and complexation on redox reactions between RS radicals and flavins. Canadian Journal of Chemistry 1984; 62: 171–177
  • Akhlaq M.S., Schuchmann H.P., von Sonntag C. The reverse of the ‘repair’ reaction of thiols: H-abstraction at carbon by thiyl radicals. International Journal of Radiation Biology 1987; 51: 91–102
  • Alder R.W., Bonifačić M., Asmus K.-D. Reaction of a stable N. N bonded radical cation with free radicals generated by pulse radiolysis: exceedingly rapid hydrogen abstraction from C–H bonds. Journal of the Chemical Society, Perkin Transactions II 1986; 277-284
  • Alexander P., Bacq Z.-M., Cousens S.F., Fox M., Herve A., Lazar J. Mode of action of some substances which protect against the lethal effects of X-rays. Radiation Research 1955; 2: 392–415
  • Anbar M., Farhataziz, Ross A.B. Selected specific rate constants of transients from water in aqueous solutions. II. Hydrogen atom. US Dept. of Commerce, Washington, D.C. 1975, NSRDS-NBS 51
  • Asmus K.-D. Pulse radiolysis methodology. Methods in Enzymology, L.E. Packer. Academic Press, New York 1984; 105: 167–178
  • Bacq Z.-M. Chemical Protection against Ionizing Radiation. Charles C. Thomas, Springfield, Ill. 1965
  • Bacq Z.-M., Alexander P. Fundamentals in Radiobiology. Pergamon Press, Oxford 1963
  • Bahnemann D., Asmus K.-D., Willson R.L. Free radical reactions of the phenothiazine, metiazinic acid. Journal of the Chemical Society, Perkin Transactions II 1981; 890–895
  • Barton J.P., Packer J.E. The radiolysis of oxygenated cysteine solutions at neutral pH. The role of RSSR- and O-2. International Journal of Radiation Physics and Chemistry 1970; 2: 159–166
  • Bielski B.H.J., Richter H.W. A study of the superoxide radical chemistry by stopped-flow radiolysis and radiation-induced oxygen consumption. Journal of the American Chemical Society 1977; 99: 3019–3023
  • Bonifačić M., Asmus K.-D. Radical reactions in aqueous disulphide-thiol systems. International Journal of Radiation Biology 1984 a; 46: 35–45
  • Bonifačić M., Asmus K.-D. Adduct formation and absolute rate constants in the displacement reaction of thiyl radicals with disulfides. Journal of Physical Chemistry 1984 b; 88: 6286–6290
  • Ellman G.L. Tissue sulfhydryl groups. Archives of Biochemistry and Biophysics 1959; 82: 70–77
  • Forgo I., Büchi J., Perlia X. Synthese, physikalisch-chemische Eigenschaften und antioxidative Wirkung einiger Gallussäure-ester. Pharmaceutical Acta Helvetiae 1970; 45: 237–247
  • Forni L.G., Mönig J., Mora-Arellano V.O., Willson R.L. Thiyl free radicals: direct observations of electron transfer reactions with phenothiazines and ascorbate. Journal of the Chemical Society, Perkin Transactions II 1983; 961–965
  • Forni L.G., Willson R.L. Vitamin C and consecutive hydrogen atom and electron transfer reactions in free radical protection: a novel catalytic role for glutathione. Protective Agents in Cancer, D.C.H. McBrien, T.F. Slater. Academic Press, New York 1983; 159–173
  • Forni L.G., Willson R.L. Thiyl and phenoxyl free radicals and NADH. Direct observation of one-electron oxidation. Biochemical Journal 1986; 240: 897–903, and, Thiyl free radicals and the oxidation of ferrocytochrome c. Direct observation of coupled hydrogen-atom- and electron-transfer reactions. Biochemical Journal, 240, 905–907.
  • Fricke H., Hart E.J. Chemical dosimetry. Radiation Dosimetry, T.H. Attix, W.C. Roesch. Academic Press, New York 1966; 167–220
  • Glatt H.R., Protic-Sabljic M., Oesch F. Mutagenicity of glutathione and cysteine in the Ames test. Science 1983; 220: 961–963
  • Glatt H.R., Oesch F. Mutagenicity of cysteine and penicillamine and its enantiomeric selectivity. Biochemical Pharmacology 1985; 34: 3725–3728
  • Hagen U., Koch R. Mode of action of organic mercapto compounds as radiation-protection material. Zeitschrift für Naturforschung 1957; 12b: 240–249
  • Harman L.S., Mottley C., Mason R.P. Free radical metabolites of l-cysteine oxidation. Journal of Biological Chemistry 1984; 259: 5606–5611
  • Hoffman M.Z., Hayon E. One-electron reduction of the disulfide linkage in aqueous solution. Formation, protonation, and decay kinetics of the RSSR- radical. Journal of the American Chemical Society 1972; 94: 7950–7957
  • Howard-Flanders P. Effect of oxygen on the radiosensitivity of bacteriophage in the presence of sulfhydryl compounds. Nature 1960; 186: 485–487
  • Hutchinson F. Sulfhydryl groups and the oxygen effect on irradiated dilute solutions of enzymes and nucleic acids. Radiation Research 1961; 14: 721–731
  • Jayson G.G., Stirling D.A., Swallow A.J. Pulse- and X-radiolysis of 2-mercaptoethanol in aqueous solution. International Journal of Radiation Biology 1971; 19: 143–156
  • Nadezhdin A.D., Dunford H.B. The oxidation of ascorbic acid and hydroquinone by perhydroxyl radicals. A flash photolysis study. Canadian Journal of Chemistry 1979; 57: 3017–3022
  • Nakken K.F. Radical scavengers and radioprotection. Current Topics in Radiation Research 1965; 1: 49–92
  • Ozawa T., Hanaki A. A kinetic study of the thiol-disulfide exchange between aminothiol and 5,5′-dithiobis(2-nitrobenzoic acid). Chemical Pharmacological Bulletin 1981; 29: 1101–1105
  • Packer J.E., Willson R.L., Bahnemann D., Asmus K.-D. Electron transfer reactions of halogenated aliphatic peroxyl radicals: measurement of absolute rate constants by pulse radiolysis. Journal of the Chemical Society, Perkin Transactions II 1980; 269–299
  • Purdie J.W. γ-Radiolysis of disulfides in aqueous solution. II. d-Penicillamine disulfide. Canadian Journal of Chemistry 1969; 47: 1029–1037
  • Quintiliani M., Badiello R., Tamba M., Esfandi A., Gorin G. Radiolysis of glutathione in oxygen-containing solutions of pH 7. International Journal of Radiation Biology 1977; 32: 195–202
  • Ross A.B. Selected specific rates of reactions of transients from water in aqueous solution. Hydrated electron, supplement data. NSRDS-NBS, supplement 43. US Dept. of Commerce, Washington, D.C. 1975
  • Sapper H., Kang S.O., Paul H.H., Lohmann W. The reversibility of the vitamin C redox system: Electrochemical reasons and biological aspects. Zeitschrift für Naturforschung 1982; 37c: 942–946
  • Schäfer K., Asmus K.-D. Reactions of thiols and disulfides with phosphite radicals. A chain mechanism and RS/PO2-3 equilibrium. Journal of Physical Chemistry 1981; 85: 852–855
  • Schäfer K., Bonifačić M., Bahnemann D., Asmus K.-D. Addition of oxygen to organic sulphur radicals. Journal of Physical Chemistry 1978; 82: 2777–2780
  • Schuler R.H. Oxidation of ascorbate anion by electron transfer to phenoxyl radicals. Radiation Research 1977; 69: 417–433
  • Tamba M., Simone G., Quintiliani M. Interactions of thiyl free radicals with oxygen: a pulse radiolysis study. International Journal of Radiation Biology 1986; 50: 595–600
  • Whitesides G.M., Lilburn J.E., Szajewski R.P. Rates of thiol-disulfide interchange reactions between mono- and dithiols and Ellman's reagent. Journal of Organic Chemistry 1977; 42: 332–338
  • Wolfenden B.S., Willson R.L. Radical-cations as reference chromogens in kinetic studies of one-electron transfer reactions: Pulse radiolysis studies of 2,2′-azinobis-(3-ethylbenzthiazoline-6-sulphonate). Journal of the Chemical Society, Perkin Transactions II 1982; 805–812

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