Kinetics of superoxide-induced exchange among nitroxide antioxidants and their oxidized and reduced forms

Free Radical Biology and Medicine

Volumn 26, Issue 9-10, 1999, Pages 1245-1252

  Zhang, Renliang ^a   Goldstein, Sara ^a   Samuni, Amram ^a  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

Author keywords

Electron paramagnetic resonance; Free radicals; Oxidative stress; Pulse radiolysis

Indexed keywords

ANTIOXIDANT; NITROXIDE; SUPEROXIDE; XANTHINE OXIDASE;

ANTIOXIDANT ACTIVITY; ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; CONTROLLED STUDY; ELECTRON SPIN RESONANCE; OXIDATION REDUCTION REACTION; OXIDATIVE STRESS; PH; PRIORITY JOURNAL; RADIOLYSIS; TIME;

ANTIOXIDANTS; ELECTRON SPIN RESONANCE SPECTROSCOPY; FREE RADICALS; HYDROGEN-ION CONCENTRATION; HYDROXYLAMINE; KINETICS; MODELS, CHEMICAL; NAD; NITROGEN OXIDES; OXIDATION-REDUCTION; OXIDATIVE STRESS; SUPEROXIDES;

EID: 0033056467     PISSN: 08915849     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0891-5849(98)00328-1     Document Type: Article

References (35)

1. Lai C.S., Hopwood L.E., Swartz H.M. ESR studies on membrane fluidity of Chinese hamster ovary cells grown on microcarriers and in suspension. Exp. Cell Res. 130:1980;437-442.
2. Froncisz W., Lai C.S., Hyde J.S. Spin-label oximetry kinetic study of cell respiration using a rapid-passage T1-sensitive electron spin resonance display . Proc. Natl. Acad. Sci. USA. 82:1985;411-415.
3. Morse P.D.J., Swartz H.M. Measurement of intracellular oxygen concentration using the spin label TEMPOL. Magn. Reson. Med. 2:1985;114-127.
4. Brasch R.C., London D.A., Wesbey G.E., Tozer T.N., Nitecki D.E., Williams R.D., Doemeny J., Tuck L.D., Lallemand D.P. Work in progress nuclear magnetic resonance study of a paramagnetic nitroxide contrast agent for enhancement of renal structures in experimental animals . Radiology. 147:1983;773-779.
5. Swartz H.M., Chen K., Hu H.P., Hideg K. Contrast agents for magnetic resonance spectroscopy a method to obtain increased information in in vivo and in vitro spectroscopy . Magn. Reson. Med. 22:1991;372-377.
6. Kocherginsky N., Swartz H.M. Nitroxide spin labels reactions in biology and chemistry . 1996;CRC Press, Boca Raton, FL.
7. Rauckman E.J., Rosen J.M., Griffith L.K. Enzymatic reactions of spin labels. Holtzman J.L. Spin labeling in pharmacology. 1984;175-190 Academic Press, Inc, New York.
8. Swartz H.M. Principles of the metabolism of nitroxides and their implications for spin trapping. Free Radic. Res. Commun. 9:1990;399-405.
9. Mitchell J.B., Samuni A., Krishna M.C., DeGraff W.G., Ahn M.S., Samuni U., Russo A. Biologically active metal-independent superoxide dismutase mimics. Biochemistry. 29:1990;2802-2807.
10. Samuni A., Winkelsberg D., Pinson A., Hahn S.M., Mitchell J.B., Russo A. Nitroxide stable radicals protect beating cardiomyocytes against oxidative damage. J. Clin. Invest. 87:1991;1526-1530.
11. Reddan J.R., Sevilla M.D., Giblin F.J., Padgaonkar V., Dziedzic D.C., Leverenz V., Misra I.C., Peters J.L. The superoxide dismutase mimic TEMPOL protects cultured rabbit lens epithelial cells from hydrogen peroxide insult. Exp. Eye Res. 56:1993;543-554.
12. Krishna M.C., Samuni A. Nitroxides as antioxidants. Methods Enzymol. 234:1994;580-589.
13. Howard B.J., Yatin S., Hensley K., Allen K.L., Kelly J.P., Carney J., Butterfield D.A. Prevention of hyperoxia-induced alterations in synaptosomal membrane-associated proteins by N-tert-butyl-alpha-phenylnitrone and 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl (Tempol). J. Neurochem. 67:1996;2045-2050.
14. Sledzinski Z., Wozniak M., Antosiewicz J., Lezoche E., Familiari M., Bertoli E., Greci L., Brunelli A., Mazera N., Wajda Z. Protective effect of 4-hydroxy-TEMPO, a low molecular weight superoxide dismutase mimic, on free radical toxicity in experimental pancreatitis. Int. J. Pancreatol. 18:1995;153-160.
15. Miura Y., Utsumi H., Hamada A. Antioxidant activity of nitroxide radicals in lipid peroxidation of rat liver microsomes. Arch. Biochem. Biophys. 300:1993;148-156.
16. Slater A.F., Nobel C.S., Maellaro E., Bustamante J., Kimland M., Orrenius S. Nitrone spin traps and a nitroxide antioxidant inhibit a common pathway of thymocyte apoptosis. Biochem. J. 306:1995;771-778.
17. Konovalova N.P., Diatchkovskaya R.F., Volkova L.M., Varfolomeev V.N. Nitroxyl radicals decrease toxicity of cytostatic agents. Anticancer Drugs. 2:1991;591-595.
18. Rachmilewitz D., Karmeli F., Okon E., Samuni A. A novel antiulcerogenic stable radical prevents gastric mucosal lesions in rats. Gut. 35:1994;1181-1188.
19. Beit-Yannai E., Zhang R., Trembovler V., Samuni A., Shohami E. Cerebroprotective effect of stable nitroxide radicals in closed head injury in the rat. Brain Res. 717:1996;22-28.
20. Samuni A., Min A., Krishna C.M., Mitchell J.B., Russo A. SOD-like activity of 5-membered ring nitroxide spin labels. Adv. Exp. Med. Biol. 264:1990;85-92.
21. Samuni A., Mitchell J.B., DeGraff W., Krishna C.M., Samuni U., Russo A. Nitroxide SOD-mimics modes of action . Free Radic. Res. Commun. 1:1991;187-194.
22. Samuni A., Krishna C.M., Riesz P., Finkelstein E., Russo A. A novel metal-free low molecular weight superoxide dismutase mimic. J. Biol. Chem. 263:1988;17921-17924.
23. Krishna M.C., Grahame D.A., Samuni A., Mitchell J.B., Russo A. Oxoammonium cation intermediate in the nitroxide-catalyzed dismutation of superoxide. Proc. Natl. Acad. Sci. USA. 89:1992;5537-5541.
24. Nilsson U.A., Carlin G., Bylund F.A. The hydroxylamine OXANOH and its reaction product, the nitroxide OXANO., act as complementary inhibitors of lipid peroxidation. Chem. Biol. Interact. 74:1990;325-342.
25. Belkin S., Mehlhorn R.J., Hideg K., Hankovsky O., Packer L. Reduction and destruction rates of nitroxide spin probes. Arch. Biochem. Biophys. 256:1987;232-243.
26. Zhdanov R.I., Komarov P.G. Sterically-hindered hydroxylamines as bioactive spin labels. Free Radic. Res. Commun. 9:1990;367-377.
27. Buxton G.V., Stuart C.R. Re-evaluation of the thiocyanate dosimeter for the pulse radiolysis. J. Chem. Soc. Faraday Trans. 91:1995;279-281.
28. Ross, A. B.; Mallard, W. G.; Helman, W. P.; Buxton, J. V.; Huie, R. E.; Neta, P. NIST Standard References Database 40, Version 2.0. 1994.
29. Bielski B.H.J., Cabelli D.E., Arudi R.L., Ross A.B. Reactivity of superoxide radicals in aqueous solution. J. Phys. Chem. Ref. Data. 14:1985;1041-1100.
30. Rosen G.M., Finkelstein E., Rauckman E.J. A method for the detection of superoxide in biological systems. Arch. Biochem. Biophys. 215:1982;367-378.
31. •- or as SOD mimics? J. Biol. Chem. 271:1996;26026-26031.
32. Zhang R., Pinson A., Samuni A. Both hydroxylamine and nitroxide protect cardiomyocytes from oxidative stress. Free Radic. Biol. Med. 24:1998;66-75.
33. Willson R.L. Pulse radiolysis studies of electron transfer reactions in aerobic solution. Chem. Commun. 1970;1005-1006.
34. Dikalov S., Skatchkov M., Bassenge E. Spin trapping of superoxide radicals and peroxynitrite by 1-hydroxy-3-carboxy-pyrrolidine and 1-hydroxy-2,2,6,6-tetramethyl-4-oxo-piperidine and the stability of corresponding nitroxyl radicals towards biological reductants. Biochem. Biophys. Res. Commun. 231:1997;701-704.
35. Dikalov S., Skatchkov M., Bassenge E. Quantification of peroxynitrite, superoxide, and peroxyl radicals by a new spin trap hydroxylamine 1-hydroxy-2,2,6,6-tetramethyl-4-oxo-piperidine. Biochem. Biophys. Res. Commun. 230:1997;54-57.