74
Views
63
CrossRef citations to date
0
Altmetric
Original Article

An ESR Investigation of the Reactions of Glutathione, Cysteine and Penicillamine Thiyl Radicals: Competitive Formation of RSO·, R·, RSSR, and RSS·

, , &
Pages 767-786 | Received 21 Aug 1987, Accepted 10 Dec 1987, Published online: 03 Jul 2009

References

  • Akhlaq M.S., Schuchmann H.-P., von Sonntag C. Free-radical-induced elimination of H2S from dithiothreitol. A chain reaction. Journal of the American Chemical Society 1986; 108: 3542–3544
  • Akhlaq M.S., Schuchmann H.-P., von Sonntag C. The reverse of the ‘repair’ reaction on thiols; H-abstraction at carbon by thiyl radicals. International Journal of Radiation Biology 1987; 51: 91–102
  • Becker D., Yanez J., Sevilla M.D., Alonso-Amigo M.G., Schlick S. An electron spin resonance investigation of the motion of lipid peroxyl radicals. Journal of Physical Chemistry 1987; 91: 492–496
  • Biaglow J.E. The effects of ionizing radiation in mammalian cells. Radiation Chemistry, A.J. Farhataziz, A.J. Rodgers. VCH Publishers, New York 1987; 527–563
  • Biaglow J., Clark E., Epp E., Morse-Gaudio M., Varnes M., Mitchell J. Nonprotein thiols and the radiation response of A549 human lung carcinoma cells. International Journal of Radiation Biology 1983; 44: 489–495
  • Bonazzola L., Fackir L., LeRay N., Roncin J. ESR study of some sulfurcentered radicals formed in irradiated cysteamine and 1,4-dithiane single crystals. Radiation Research 1984; 97: 462–467
  • Box H.C. Radiation Effects, ESR and ENDOR Analysis. Academic Press, New York 1977; 154–154
  • Box H.C., Freund H.G., Budzinski E.E. Free radical formation by ultraviolet irradiation in single-crystals of cysteine HCl. Journal of Chemical Physics 1966; 45: 809–811
  • Bremmer J.C.M., Simone G., Tamba M., Guera B.R., Quintiliani M. Sulfur peroxy radicals in enzyme inactivation. Proceedings of the Eighth International Congress of Radiation Research, Edinburgh, 1987; 1: 38–38
  • Clark E.P., Epp E.R., Morse-Gaudio M., Biaglow J.E. The role of glutathione int he aerobic radioresponse. I. Sensitization and recovery in the absence of intracellular glutathione. Radiation Research 1986; 108: 238–250
  • Close D.M. ESR and ENDOR of irradiated solids of biological significance. Magnetic Resonance Review 1986; 11: 41–80
  • Copeland E.S. The organosulfur peroxy radical in biological systems: an ESR study using an aminothiol model system. Journal of Magnetic Resonance 1975; 20: 124–129
  • Franzi R., Geoffroy M., Bernardinelli G. Photolytic damage in triphenylmethanedisulphane single crystals. The crystal structure of Ph3 CSSH and the ESR study of Ph3 CSS· radical pairs. Molecular Physics 1984; 52: 947–954
  • Gilbert B.C., Laue H.A.H., Norman R.C., Sealy R.C. Electron spin resonance studies. Part XLVI. Oxidation of thiols and disulfides in aqueous solution: formation of RS·, RSO·, RSO2·, RSSR-·, and carbon radicals. Journal of The Chemical Society, Perkin Transactions 1975; II: 892–900
  • Giles J.R.M., Roberts B.P. An electron spin resonance study of sulphuranyl radicals of the type R2S-SX [X = CF3 or R'CO]. Journal of The Chemical Society, Perkin Transactions 1980; II: 1497–1504
  • Greenstock C.L. Oxyradicals and the radiobiological oxygen effect. Israel Journal of Chemistry 1984; 24: 1–10
  • Gregoli S., Olast M., Bertinchamps A. Free radicals in irradiated frozen solutions of deoxyadensine-5′-monophosphate. A computer analysis of temperature dependent ESR spectra. Radiation Research 1974; 60: 388–404
  • Gregoli S., Olast M., Bertinchamps A. Free radical formation in deoxyguanosine-5′-monophosphate in γ-irradiated frozen solution. A computer-assisted analysis of temperature dependent ESR spectra. Radiation Research 1977; 72: 201–217
  • Hadley J.H., Jr, Gordy W. Nuclear coupling of 33S and the nature of free radicals in irradiated crystals of cysteine dihydrochloride. Proceedings of The National Academy of Sciences, U.S.A. 1974; 71: 3106–3110
  • Hadley J.H., Jr, Gordy W. Nuclear coupling of 33S and the nature of free radicals in irradiated crystals of cysteine hydrochloride and N-acetyl methionine. Proceedings of The National Academy of Sciences, U.S.A. 1975; 72: 3486–3490
  • Harman L.S., Mottley C., Mason R.P. Free radical metabolites of L-cysteine oxidation. Journal of Biological Chemistry 1984; 259: 5606–5611
  • Harman L.S., Carver D.K., Schreiber J., Mason R.P. One- and two-electron oxidation of reduced glutathione by peroxidases. Journal of Biological Chemistry 1986; 261: 1642–1648
  • Held K.D., Bren G.D., Melder D.C. Interactions of radioprotectors and oxygen in cultured mammalian cells. II. Effects of dithiothreitol on radiation-induced DNA damage and comparison with cell survival. Radiation Research 1986; 108: 296–306
  • Henriksen T., Melo T.B., Saxebol G. Free radical formation in proteins and protection from radiation damage. Free Radicals in Biology, W.A. Pryor. Academic Press, New York 1976; II: 213–256
  • Howard J.A., Furmisky E. An electron spin resonance study of the tert-butylsulfinyl radical. Canadian Journal of Chemistry 1973; 52: 555–556
  • Hutchinson F. Sulfhydryl groups and the oxygen effect on irradiated dilute solutions of enzymes and nucleic acids. Radiation Research 1961; 14: 721–731
  • Kevan L., Schlick S. Peroxy spin probes as motional probes in polymers and on oxide surfaces. Journal of Physical Chemistry 1986; 90: 1998–2007
  • Lafranconi M.W. Sulfur and the metabolism of xenobiotics. Biochemistry of Sulfur. Plenum Press, New York 1986; 413–436, authored by R. J. Huxtable
  • Lefebvre R., Maruani J. Use of computer programs in the interpretation of electron paramagnetic resonance spectra of dilute radicals in amorphous solid samples. I. High-field treatment. X-band spectra of π-electron unconjugated hydrocarbon radicals. Journal of Chemical Physics 1965; 42: 1480–1496
  • Misra H.P. Generation of superoxide free radical during the autoxidation of thiols. Journal of Biological Chemistry 1974; 249: 2151–2155
  • Nelson D.J., Peterson R.L., Symons M.C.R. Unstable intermediates. Part. 178 The structure of intermediates formed in the radiolysis of thiols. Journal of The Chemical Society, Perkin Transactions 1977; II: 2005–2015
  • Nishikida K., Williams F. Angular dependence of proton hyperfine splittings in the electron spin resonance spectrum of the methysulfinyl radical. Journal of The Americal Chemical Society 1974; 96: 4781–4784
  • Packer J.E. The action of 60Co-gamma rays on aqueous solutions of hydrogen sulphide and of cysteine hydrochloride. Journal of the Chemical Society 1963; 2320–2325
  • Packer J.E., Winchester R.V. 60Co γ-radiolysis of oxygenated aqueous solutions of cysteine at pH7. Canadian Journal of Chemistry 1970; 48: 417–421
  • Rao D.N.R., Symons M.C.R., Stephenson J.M. Radiation-induced electron capture by proteins containing disulphide linkages: an electron spin resonance study. Journal of The Chemical Society, Perkin Transactions 1983; II: 727–730
  • Saxebøl G., Herskedal Ø. Electron spin resonance studies of electron-irradiated dipeptides. A single crystal study of N-acetyl-l-cysteine at 77 K. Radiation Research 1975; 62: 395–406
  • Schäfer K., Bonifačić M., Bahnemann D., Asmus K.D. Addition of oxygen to organic sulfur radicals. Journal of Physical Chemistry 1978; 82: 2777–2780
  • Sevilla M.D. Radicals formed by the reaction of electrons with amino acids in an alkaline glass. Journal of Physical Chemistry 1970; 74: 2096–2102
  • Sevilla M.D., D'Arcy J.B., Morehouse K.M. An electron spin resonance study of γ-irradiated frozen aqueous solutions containing dipeptides. Mechanisms of radical reaction. Journal of Physical Chemistry 1979; 83: 2887–2892
  • Sevilla M.D., Becker D., Swarts S., Herrington J. Sulfinyl radical formation from the reaction of cysteine and glutathione thiyl radicals with molecular oxygen. Biochemical and Biophysical Research Communications 1987; 144: 1037–1042
  • 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
  • von Sonntag C. The Chemical Basis of Radiation Biology. Taylor & Francis, New York 1987; 353–374
  • Yanez J., Sevilla C.L., Becker D., Sevilla M.D. Low temperature autoxidation in unsaturated lipids. An ESR study. Journal of Physical Chemistry 1987; 91: 487–491

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.