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Chemical Compound Review

SNC compound     2-amino-3-nitrososulfanyl- propanoic acid

Synonyms: L-SNC compound, AC1MNW2W, LS-59040, C3H6N2O3S, 51209-75-7, ...
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Disease relevance of S-Nitrosocysteine


Psychiatry related information on S-Nitrosocysteine


High impact information on S-Nitrosocysteine


Chemical compound and disease context of S-Nitrosocysteine


Biological context of S-Nitrosocysteine

  • Cells were exposed to (1) S-nitrosocysteine (SNOC; 30 mumol/L) to induce nitric oxide-induced oxidative injury and (2) staurosporine (0.03 mumol/L) to induce apoptotic cell death [13].
  • Treatment with 100 microM S-nitrosocysteine induced apoptosis of cerebellar neurons as indicated by nuclear condensation and phosphatidylserine exposure to the exoplasmic leaflet of the plasma membrane [14].
  • In [Ca2+]i fluorimetric experiments on cultured hippocampal neurons, the nitric oxide-releasing agent S-nitrosocysteine produced a delayed rise in [Ca2+]i over a 20-min exposure, which was accompanied by a progressive slowing of the kinetics of recovery from depolarization-induced [Ca2+]i transients [15].
  • Redox regulation of S-nitrosocysteine-mediated vasodilation in vivo [16].
  • We examined the effects of intracisternal (i.c.) injections (10-250 nmol) of the L- and D-isomers of S-nitrosocysteine (L- and D-S-nitrosocysteine) on the mean arterial blood pressure and heart rate of conscious rats, and the decomposition of L- and D-S-nitrosocysteine to nitric oxide (NO) upon addition to brain homogenates [17].

Anatomical context of S-Nitrosocysteine


Associations of S-Nitrosocysteine with other chemical compounds


Gene context of S-Nitrosocysteine

  • Identification of stereoselective transporters for S-nitroso-L-cysteine: role of LAT1 and LAT2 in biological activity of S-nitrosothiols [26].
  • We observed that both S-nitrosocysteine and cytokine-activated NOS2 inhibited NF-kappaB in human respiratory cells or murine macrophages [27].
  • 7. Exposure of vascular smooth muscle cells to either S-nitroso-L-cysteine (Cys-SNO, 10(-4) M), SNP (10(-4) M) or SIN-1 (10(-4) M) for 35 min affected minimally the basal activation of NF-kappa B but abolished that evoked by IL-1 beta (30 u ml-1 added during the last 30 min) [28].
  • We also show that the modification occurs in endothelial cells when they are treated with S-nitroso-l-cysteine and when they are exposed to eNOS activators [29].
  • We postulated that MS patients would exhibit an antibody (Ab) response directed against proteins containing S-nitrosocysteine (SNO-cysteine) and showed that anti-NO-cysteine Abs of the IgM isotype are in fact present in the sera of some MS patients (Boullerne et al., 1995) [30].

Analytical, diagnostic and therapeutic context of S-Nitrosocysteine


  1. S-nitrosothiols signal the ventilatory response to hypoxia. Lipton, A.J., Johnson, M.A., Macdonald, T., Lieberman, M.W., Gozal, D., Gaston, B. Nature (2001) [Pubmed]
  2. Nitric oxide and nitric oxide-generating agents induce a reversible inactivation of protein kinase C activity and phorbol ester binding. Gopalakrishna, R., Chen, Z.H., Gundimeda, U. J. Biol. Chem. (1993) [Pubmed]
  3. Inhibition of nitric oxide synthase reverses changes in peritoneal permeability in a rat model of acute peritonitis. Ferrier, M.L., Combet, S., van Landschoot, M., Stoenoiu, M.S., Cnops, Y., Lameire, N., Devuyst, O. Kidney Int. (2001) [Pubmed]
  4. Indirect evidence for nitric oxide involvement in multiple sclerosis by characterization of circulating antibodies directed against conjugated S-nitrosocysteine. Boullerne, A.I., Petry, K.G., Meynard, M., Geffard, M. J. Neuroimmunol. (1995) [Pubmed]
  5. Zinc finger transcription factors as molecular targets for nitric oxide-mediated immunosuppression: inhibition of IL-2 gene expression in murine lymphocytes. Berendji, D., Kolb-Bachofen, V., Zipfel, P.F., Skerka, C., Carlberg, C., Kröncke, K.D. Mol. Med. (1999) [Pubmed]
  6. Effects of nitric oxide on expressions of nitrosocysteine and calcium-activated potassium channels in the supraoptic nuclei and neural lobe of dehydrated rats. Kadekaro, M., Su, G., Chu, R., Lei, Y., Li, J., Fang, L. Neurosci. Lett. (2007) [Pubmed]
  7. Vasorelaxant properties of the endothelium-derived relaxing factor more closely resemble S-nitrosocysteine than nitric oxide. Myers, P.R., Minor, R.L., Guerra, R., Bates, J.N., Harrison, D.G. Nature (1990) [Pubmed]
  8. Retinal ganglion cells express a cGMP-gated cation conductance activatable by nitric oxide donors. Ahmad, I., Leinders-Zufall, T., Kocsis, J.D., Shepherd, G.M., Zufall, F., Barnstable, C.J. Neuron (1994) [Pubmed]
  9. Identification of S-nitrosylation motifs by site-specific mapping of the S-nitrosocysteine proteome in human vascular smooth muscle cells. Greco, T.M., Hodara, R., Parastatidis, I., Heijnen, H.F., Dennehy, M.K., Liebler, D.C., Ischiropoulos, H. Proc. Natl. Acad. Sci. U.S.A. (2006) [Pubmed]
  10. S-nitroso-l-cysteine releases norepinephrine in rat spinal synaptosomes. Li, X., Rose, G., Dongre, N., Pan, H.L., Tobin, J.R., Eisenach, J.C. Brain Res. (2000) [Pubmed]
  11. Inhibition of glutamate-induced nitric oxide synthase activation by dopamine in cultured rat retinal neurons. Yamauchi, T., Kashii, S., Yasuyoshi, H., Zhang, S., Honda, Y., Ujihara, H., Akaike, A. Neurosci. Lett. (2003) [Pubmed]
  12. Microinjection of S-nitrosocysteine into the nucleus tractus solitarii of conscious rats decreases arterial pressure but L-glutamate does not. Machado, B.H., Bonagamba, L.G. Eur. J. Pharmacol. (1992) [Pubmed]
  13. TGF-beta 1 protects hippocampal neurons against degeneration caused by transient global ischemia. Dose-response relationship and potential neuroprotective mechanisms. Henrich-Noack, P., Prehn, J.H., Krieglstein, J. Stroke (1996) [Pubmed]
  14. Phagocytic clearance of apoptotic neurons by Microglia/Brain macrophages in vitro: involvement of lectin-, integrin-, and phosphatidylserine-mediated recognition. Witting, A., Müller, P., Herrmann, A., Kettenmann, H., Nolte, C. J. Neurochem. (2000) [Pubmed]
  15. Nitric oxide disrupts Ca2+ homeostasis in hippocampal neurons. Brorson, J.R., Sulit, R.A., Zhang, H. J. Neurochem. (1997) [Pubmed]
  16. Redox regulation of S-nitrosocysteine-mediated vasodilation in vivo. Hoque, A., Bates, J.N., Lewis, S.J. Eur. J. Pharmacol. (2000) [Pubmed]
  17. Stereoselective S-nitrosocysteine recognition sites in rat brain. Lewis, S.J., Travis, M.D., Bates, J.N. Eur. J. Pharmacol. (1996) [Pubmed]
  18. Modulation of baroreceptor activity by nitric oxide and S-nitrosocysteine. Matsuda, T., Bates, J.N., Lewis, S.J., Abboud, F.M., Chapleau, M.W. Circ. Res. (1995) [Pubmed]
  19. Different metabolizing ability of thiol reactants in human and rat blood: biochemical and pharmacological implications. Rossi, R., Milzani, A., Dalle-Donne, I., Giannerini, F., Giustarini, D., Lusini, L., Colombo, R., Di Simplicio, P. J. Biol. Chem. (2001) [Pubmed]
  20. Involvement of L-type-like amino acid transporters in S-nitrosocysteine-stimulated noradrenaline release in the rat hippocampus. Satoh, S., Kimura, T., Toda, M., Maekawa, M., Ono, S., Narita, H., Miyazaki, H., Murayama, T., Nomura, Y. J. Neurochem. (1997) [Pubmed]
  21. Mechanisms responsible for the heterogeneous coronary microvascular response to nitroglycerin. Kurz, M.A., Lamping, K.G., Bates, J.N., Eastham, C.L., Marcus, M.L., Harrison, D.G. Circ. Res. (1991) [Pubmed]
  22. Effects of oxidant stress on endothelium-derived relaxing factor-induced and nitrovasodilator-induced cGMP accumulation in vascular cells in culture. Marczin, N., Ryan, U.S., Catravas, J.D. Circ. Res. (1992) [Pubmed]
  23. Inactivation and degradation of O(6)-alkylguanine-DNA alkyltransferase after reaction with nitric oxide. Liu, L., Xu-Welliver, M., Kanugula, S., Pegg, A.E. Cancer Res. (2002) [Pubmed]
  24. Determination of S-nitrosoglutathione in erythrocytes by capillary zone electrophoresis. Messana, I., Rossetti, D.V., Misiti, F., Vincenzoni, F., Tellone, E., Giardina, B., Castagnola, M. Electrophoresis (2000) [Pubmed]
  25. Nitric oxide and thiol reagent modulation of Ca2+-activated K+ (BKCa) channels in myocytes of the guinea-pig taenia caeci. Lang, R.J., Harvey, J.R., McPhee, G.J., Klemm, M.F. J. Physiol. (Lond.) (2000) [Pubmed]
  26. Identification of stereoselective transporters for S-nitroso-L-cysteine: role of LAT1 and LAT2 in biological activity of S-nitrosothiols. Li, S., Whorton, A.R. J. Biol. Chem. (2005) [Pubmed]
  27. Inhibition of NF-kappa B by S-nitrosylation. Marshall, H.E., Stamler, J.S. Biochemistry (2001) [Pubmed]
  28. Effect of cyclic GMP-dependent vasodilators on the expression of inducible nitric oxide synthase in vascular smooth muscle cells: role of cyclic AMP. Boese, M., Busse, R., Mülsch, A., Schini-Kerth, V. Br. J. Pharmacol. (1996) [Pubmed]
  29. S-nitrosylation of Hsp90 promotes the inhibition of its ATPase and endothelial nitric oxide synthase regulatory activities. Martínez-Ruiz, A., Villanueva, L., González de Orduña, C., López-Ferrer, D., Higueras, M.A., Tarín, C., Rodríguez-Crespo, I., Vázquez, J., Lamas, S. Proc. Natl. Acad. Sci. U.S.A. (2005) [Pubmed]
  30. Anti-S-nitrosocysteine antibodies are a predictive marker for demyelination in experimental autoimmune encephalomyelitis: implications for multiple sclerosis. Boullerne, A.I., Rodriguez, J.J., Touil, T., Brochet, B., Schmidt, S., Abrous, N.D., Le Moal, M., Pua, J.R., Jensen, M.A., Mayo, W., Arnason, B.G., Petry, K.G. J. Neurosci. (2002) [Pubmed]
  31. S-nitrosation of Ca(2+)-loaded and Ca(2+)-free recombinant calbindin D(28K) from human brain. Tao, L., Murphy, M.E., English, A.M. Biochemistry (2002) [Pubmed]
  32. Characterisation of S-nitrosohaemoglobin by mass spectrometry. Ferranti, P., Malorni, A., Mamone, G., Sannolo, N., Marino, G. FEBS Lett. (1997) [Pubmed]
  33. Is there a role for an endothelium-derived relaxing factor in nociception? Meller, S.T., Lewis, S.J., Bates, J.N., Brody, M.J., Gebhart, G.F. Brain Res. (1990) [Pubmed]
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