S-nitrosoglutathione in rat cerebellum: Identification and quantification by liquid chromatography - Mass spectrometry

Journal of Neurochemistry

Volumn 69, Issue 6, 1997, Pages 2599-2607

  Kluge, Ina ^a   Gutteck Amsler, Ursula ^a,b   Zollinger, Markus ^a,c   Do, Kim Quang ^a  

^a UNIVERSITY OF ZURICH   (Switzerland)

^b UNIVERSITY HOSPITAL ZURICH   (Switzerland)

^c NOVARTIS PHARMA AG   (Switzerland)

Author keywords

Cerebellum; Glutathione; Liquid chromatography mass spectrometry; Nitric oxide; Nitrosothiol; S Nitrosoglutathione

Indexed keywords

GLUTATHIONE; NITRIC OXIDE; S NITROSOGLUTATHIONE;

ADOLESCENT; ANIMAL TISSUE; ARTICLE; BRAIN LEVEL; CEREBELLUM; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NONHUMAN; PRIORITY JOURNAL; QUANTITATIVE ASSAY; RAT;

ANIMALIA;

EID: 0030725314     PISSN: 00223042     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1471-4159.1997.69062599.x     Document Type: Article

References (66)

1. - donation by S-nitrosothiols: implications for regulation of physiological functions by S-nitrosylation and acceleration of disulfide formation. Arch. Biochem. Biophys. 318, 279-285.
2. Bannenberg G., Xue J., Engman L., Cotgreave I., Moldéus P., and Ryrfeldt Å. (1995) Characterization of bronchodilator effects and fate of S-nitrosothiols in the isolated perfused and ventilated guinea pig lung. J. Pharmacol. Exp. Ther. 272, 1238-1245.
3. Barnett D. J., McAninly J., and Williams D. L. H. (1994) Transnitrosation between nitrosothiols and thiols. J. Chem. Soc. Perkin Trans. 2, 1131-1133.
4. Bredt D. S. and Snyder S. H. (1989) Nitric oxide mediates glutamate-linked enhancement of cGMP levels in the cerebellum. Proc. Natl. Acad. Sci. USA 86, 9030-9033.
5. Chen T. S., Richie J. P., and Lang C. A. (1989) The effect of aging on glutathione and cysteine levels in different regions of the mouse brain. Proc. Soc. Exp. Biol. Med. 190, 399-402.
6. Clancy R. M., Levartovsky D., Leszczynska-Piziak J., Yegudin J., and Abramson S. B. (1994) Nitric oxide reacts with intracellular glutathione and activates the hexose monophosphate shunt in human neutrophils: evidence for S-nitrosoglutathione as a bioactive intermediary. Proc. Natl. Acad. Sci. USA 91, 3680-3684.
7. Craven P. A. and DeRubertis F. R. (1983) Requirement for heme in the activation of purified guanylate cyclase by nitric oxide. Biochim. Biophys. Acta 745, 310-321.
8. de Belder A. J., MacAllister R., Radomski M. W., Moncada S., and Vallance P. J. (1994) Effects of S-nitroso-glutathione in the human forearm circulation: evidence for selective inhibition of platelet activation. Cardiovasc. Res. 28, 691-694.
9. De Groote M. A., Granger D., Xu Y., Campbell G., Prince R., and Fang F. C. (1995) Genetic and redox determinants of nitric oxide cytotoxicity in a Salmonella typhimurium model. Proc. Natl. Acad. Sci. USA 92, 6399-6403.
10. Do K. Q., Lauer C. J., Schreiber W., Zollinger M., Gutteck-Amsler U., Cuénod M., and Holsboer F. (1995) γ-Glutamylglutamine and taurine concentrations are decreased in the cerebrospinal fluid of drug-naive patients with schizophrenic disorders. J. Neurochem. 65, 2652-2662.
11. Einarsson S., Josefsson B., and Lagerkvist S. (1983) Determination of amino acids with 9-fluorenylmethyl chloroformate and reversed-phase high-performance liquid chromatography. J. Chromatogr. 282, 609-618.
12. Ellman G. L. (1959) Tissue sulfhydryl groups. Arch. Biochem. Biophys. 82, 70-77.
13. Feelisch M. and Noack E. (1991) The in vitro metabolism of nitrovasodilators and their conversion into active species, in Heart Failure - Mechanisms and Management (Lewis, B. S. and Kimchi A., eds), pp. 241-255. Springer-Verlag, Berlin.
14. Fitzpatrick J., Meyer T. A., O'Neill M. E., and Williams D. L. H. (1984) Comparison of the reactivity of nine nitrous acid scavengers. J. Chem. Soc. Perkin Trans. 2, 927-932.
15. Folbergrová J., Rehncrona S., and Siesjö B. K. (1979) Oxidized and reduced glutathione in the rat brain under normoxic and hypoxic conditions. J. Neurochem. 32, 1621-1627.
16. Garthwaite J. (1993) Nitric oxide signalling in the nervous system. Semin. Neurosci. 5, 171-180.
17. Garthwaite J. and Boulton C. L. (1995) Nitric oxide signaling in the central nervous system. Annu. Rev. Physiol. 57, 683-706.
18. Garthwaite J., Charles S. L., and Chess-Williams R. (1988) Endothelium-derived relaxing factor release on activation of NMDA receptors suggests role as intercellular messenger in the brain. Nature 336, 385-388.
19. Gaston B., Reilly J., Drazen J. M., Fackler J., Ramdev P., Arnelle D., Mullins M. E., Sugarbaker D. J., Chee C., Singel D. J., Loscalzo J., and Stamler J. S. (1993) Endogenous nitrogen oxides and bronchodilator S-nitrosothiols in human airways. Proc. Natl. Acad. Sci. USA 90, 10957-10961.
20. Gaston B., Drazen J. M., Jansen A., Sugarbaker D. A., Loscalzo J., Richards W., and Stamler J. S. (1994) Relaxation of human bronchial smooth muscle by S-nitrosothiols in vitro. J. Pharmacol. Exp. Ther. 268, 978-984.
21. Griffith O. W. and Meister A. (1979) Glutathione: interorgan translocation, turnover, and metabolism. Proc. Natl. Acad. Sci. USA 76, 5606-5610.
22. Hart T. W. (1985) Some observations concerning the S-nitroso and S-phenylsulphonyl derivatives of L-cysteine and glutathione. Tetrahedron Lett. 26, 2013-2016.
23. Hobbs A. J., Fukuto J. M., and Ignarro L. J. (1994) Formation of free nitric oxide from L-arginine by nitric oxide synthase: direct enhancement of generation by superoxide dismutase. Proc. Natl. Acad. Sci. USA 91, 10992-10996.
24. Ignarro L. J., Lippton H., Edwards J. C., Baricos W. H., Hyman A. L., Kadowitz P. J., and Gruetter C. A. (1981) Mechanism of vascular smooth muscle relaxation by organic nitrates, nitrites, nitroprusside and nitric oxide: evidence for the involvement of S-nitrosothiols as active intermediates. J. Pharmacol. Exp. Ther. 218, 739-749.
25. Jaffrey S. R. and Snyder S. H. (1995) Nitric oxide: a neural messenger. Annu. Rev. Cell Dev. Biol. 11, 417-440.
26. Keaney J. F. Jr., Simon D. I., Stamler J. S., Jaraki O., Scharfstein J., Vita J. A., and Loscalzo J. (1993) NO forms an adduct with serum albumin that has endothelium-derived relaxing factor-like properties. J. Clin. Invest. 91, 1582-1589.
27. Kharitonov V. G., Sundquist A. R., and Sharma V. S. (1995) Kinetics of nitrosation of thiols by nitric oxide in the presence of oxygen. J. Biol. Chem. 270, 28158-28164.
28. Kirstein C. L., Coopersmith R., Bridges R. J., and Leon M. (1991) Glutathione levels in olfactory and non-olfactory neural structures of rats. Brain Res. 543, 341-346.
29. Kowaluk E. A. and Fung H. L. (1990) Spontaneous liberation of nitric oxide cannot account for in vitro vascular relaxation by S-nitrosothiols. J. Pharmacol. Exp. Ther. 255, 1256-1264.
30. Kudo H., Kokunai T., Kondoh T., Tamaki N., and Matsumoto S. (1990) Quantitative analysis of glutathione in rat central nervous system: comparison of GSH in infant brain with that in adult brain. Brain Res. 511, 326-328.
31. Kuwata K., Uebori M., Yamada K., and Yamazaki Y. (1982) Liquid chromatographic determination of alkylthiols via derivatization with 5,5′-dithiobis(2-nitrobenzoic acid). Anal. Chem. 54, 1082-1087.
32. Lipton S. A., Choi Y. B., Pan Z. H., Lei S. Z., Chen H. S., Sucher N. J., Loscalzo J., Singel D. J., and Stamler J. S. (1993) A redox-based mechanism for the neuroprotective and neurodestructive effects of nitric oxide and related nitroso-compounds. Nature 364, 626-632.
33. Loscalzo J. and Welch G. (1995) Nitric oxide and its role in the cardiovascular system. Prog. Cardiovasc. Dis. 38, 87-104.
34. Mathews W. R. and Kerr S. W. (1993) Biological activity of S-nitrosothiols: the role of nitric oxide. J. Pharmacol. Exp. Ther. 267, 1529-1537.
35. Mayer B., Schrammel A., Klatt P., Koesling D., and Schmidt K. (1995) Peroxynitrite-induced accumulation of cyclic GMP in endothelial cells and stimulation of purified soluble guanylyl cyclase. Dependence on glutathione and possible role of S-nitrosation. J. Biol. Chem. 270, 17355-17360.
36. Meffert M. K., Calakos N. C., Scheller R. H., and Schulman H. (1996) Nitric oxide modulates synaptic vesicle docking/fusion reactions. Neuron 16, 1229-1236.
37. Mellion B. T., Ignarro L. J., Myers C. B., Ohlstein E. H., Ballot B. A., Hyman A. L., and Kadowitz P. J. (1983) Inhibition of human platelet aggregation by S-nitrosothiols. Heme-dependent activation of soluble guanylate cyclase and stimulation of cyclic GMP accumulation. Mol. Pharmacol. 23, 653-664.
38. Meyer D. J., Kramer H., Özer N., Coles B., and Ketterer B. (1994) Kinetics and equilibria of S-nitrosothiol-thiol exchange between glutathione, cysteine, penicillamines and serum albumin. FEBS Lett. 345, 177-180.
39. Mohr S., Stamler J. S., and Brüne B. (1994) Mechanism of covalent modification of glyceraldehyde-3-phosphate dehydrogenase at its active site thiol by nitric oxide, peroxynitrite and related nitrosating agents. FEBS Lett. 348, 223-227.
40. Moncada S. (1994) Nitric oxide. J. Hypertens. 12, 35-39.
41. Moro M. A., Darley-Usmar V. M., Goodwin D. A., Read N. G., Zamora-Pino R., Feelisch M., Radomski M. W., and Moncada S. (1994) Paradoxical fate and biological action of peroxynitrite on human platelets. Proc. Natl. Acad. Sci. USA 91, 6702-6706.
42. Morris S. L. and Hansen J. N. (1981) Bacterial spore components which enhance the bacteriostatic effectiveness of S-nitrosothiol. Appl. Environ. Microbiol. 42, 958-962.
43. Myers P. R., Minor R. L. Jr., Guerra R. Jr., Bates J. N., and Harrison D. G. (1990) Vasorelaxant properties of the endothelium-derived relaxing factor more closely resemble S-nitrosocysteine than nitric oxide. Nature 345, 161-163.
44. Ohta H., Bates J. N., Lewis S. J., and Talman W. T. (1997) Actions of S-nitrosocysteine in the nucleus tractus solitarii are unrelated to release of nitric oxide. Brain Res. 746, 98-104.
45. Padgett C. M. and Whorton A. R. (1995) S-Nitrosoglutathione reversibly inhibits GAPDH by S-nitrosylation. Am. J. Physiol. 269, 739-749.
46. Palmer R. M., Ashton D. S., and Moncada S. (1988) Vascular endothelium cells synthesize nitric oxide from L-arginine. Nature 333, 664-666.
47. Radomski M. W., Rees D. D., Dutra A., and Moncada S. (1992) S-Nitroso-glutathione inhibits platelet activation in vitro and in vivo. Br. J. Pharmacol. 107, 745-749.
48. Rauhala P., Mohanakumar K. P., Sziraki I., Lin A. M.-Y., and Chiueh C. C. (1996) S-Nitrosothiols and nitric oxide, but not sodium nitroprusside protects nigrostriatal dopamine neurons against iron-induced oxidative stress in vivo. Synapse 23, 58-60.
49. Rosenblum W. I. (1992) Endothelium-derived relaxing factor in brain blood vessels is not nitric oxide. Stroke 23, 1527-1532.
50. Rubanyi G. M., Johns A., Wilcox D., Bates F. N., and Harrison D. (1991) Evidence that a S-nitrosothiol, but not nitric oxide, may be identical with endothelium derived relaxing factor. J. Cardiovasc. Pharmacol. 17, 41-45.
51. Sata T., Kubota E., Said S. I., and Misra H. P. (1990) EPR spectroscopic studies of detection of a carbon-centered free radical during acetylcholine-induced and endothelium-dependent relaxation of guinea pig pulmonary artery. Free Radic. Res. Commun. 9, 213-222.
52. Saville B. (1958) A scheme for the colorimetric determination of microgram amounts of thiols. Analyst 83, 670-672.
53. Scharfstein J. S., Keaney J. F. Jr., Slivka A., Welch G. N., Vita J. A., Stamler J. S., and Loscalzo J. (1994) In vivo transfer of nitric oxide between a plasma protein-bound reservoir and low molecular weight thiols. J. Clin. Invest. 94, 1432-1439.
54. Shikano K., Ohlstein E. H., and Berkowitz B. A. (1987) Differential selectivity of endothelium-derived relaxing factor and nitric oxide in smooth muscle. Br. J. Pharmacol. 92, 483-485.
55. Simon D. I., Stamler J. S., Jaraki O., Keaney J. F., Osborne J. A., Francis S. A., Singel D. J., and Loscalzo J. (1993) Antiplatelet properties of protein S-nitrosolhiols derived from nitric oxide and endothelium-derived relaxing factor. Arterioscler. Thromb. 13, 791-799.
56. Slivka A., Mytilineou C., and Cohen G. (1987) Histochemical evaluation of glutathione in brain. Brain Res. 409, 275-284.
57. Slivka A., Chuttani R., Carr-Locke D. L., Kobzik L., Bredt D. S., Loscalzo J., and Stamler J. S. (1994) Inhibition of sphincter of Oddi function by the nitric oxide carrier S-nitroso-N-acetylcysteine in rabbits and humans. J. Clin. Invest. 94, 1792-1798.
58. Stamler J. S. (1994) Redox signaling: nitrosylation and related target interactions of nitric oxide. Cell 78, 931-936.
59. Stamler J. S. and Loscalzo J. (1992) Capillary zone electrophoretic detection of biological thiols and their S-nitrosated derivatives. Anal. Chem. 64, 779-785.
60. Stamler J. S., Jaraki O., Osborne J., Simon D. I., Keaney J., Vita J., Singel D., Valeri C. R., and Loscalzo J. (1992a) Nitric oxide circulates in mammalian plasma primarily as an S-nitroso adduct of serum albumin. Proc. Natl. Acad. Sci. USA 89, 7674-7677.
61. Stamler J. S., Singel D. J., and Loscalzo J. (1992b) Biochemistry of nitric oxide and its redox-activated forms. Science 258, 1898-1902.
62. Taguchi J., Ohta H., and Talman W. T. (1995) Identification and pharmacological characterization of an S-nitroglutathione binding site in rat brain. Soc. Neurosci. Abstr. 21, 626.
63. Vedernikov Y. P., Gräser T., Tiedt N., and Vikhert A. M. (1988) Heterogeneity of the response of venous smooth muscle to arterial endothelium-derived relaxing factor (EDRF) in respect of the role of nitric oxide. Basic Res. Cardiol. 83, 122-127.
64. 2 reaction. Chem. Res. Toxicol. 7, 519-525.
65. Wu M., Pritchard K. A. Jr., Kaminski P. M., Fayngersh R. P., Hintze T. H., and Wolin M. S. (1994) Involvement of nitric oxide and nitrosothiols in relaxation of pulmonary arteries to peroxynitrite. Am. J. Physiol. 266, 2108-2113.
66. Zängerle L., Cuénod M., Winterhalter K. H., and Do K. Q. (1992) Screening of thiol compounds: depolarization-induced release of glutathione and cysteine from rat brain slices. J. Neurochem. 59, 181-189.