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Chemical Compound Review

NOARG     2-amino-5-[(amino-nitramido...

Synonyms: NITROARGININE, Arginine, (+)-, NO2Arg, ACMC-20aj3k, NSC-53662, ...
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Disease relevance of omega-Nitroarginine


Psychiatry related information on omega-Nitroarginine

  • 2. Single unit recordings (618 cells) made in both the NOS inhibitor-treated (30 mM NG-methyl-L-arginine (L-NMMA), or 22 or 2 mM nitro-L-arginine (L-NOArg)) and saline-treated control hemispheres of barbiturate-anaesthetized, critical-period kittens (n = 8) revealed a profound shift in favour of the non-deprived eye [6].
  • NG-Nitro-L-arginine (L-NO Arg), an inhibitor of NO synthase, was used as a tool to study the role of NO in food deprivation [7].
  • The effect of the nitric oxide synthase inhibitor NG-nitro-L-arginine methyl ester (L-NAME) on voluntary alcohol consumption was examined in two different strains of alcohol-preferring rats, in a continuous-access, two-bottle-choice paradigm [8].
  • The effects of nitric oxide synthase inhibitor, NG-nitro-L-arginine (NNA), on pentylenetetrazol-, aminooxyacetic acid-, aminophylline-induced seizures or electroconvulsive shock were evaluated [9].
  • In rats that were not treated with cocaine, doses of 30 and 60 mg/kg of naloxone significantly reduced hot plate reaction Time. Treatment of animals with the nitric oxide synthase inhibitor, N omega nitro-L-arginine, produced a significant increase in response time to the hot plate, which was reversed by administration of naloxone [10].

High impact information on omega-Nitroarginine

  • Several pieces of evidence, including the selectivity of the bioassay tissues, chemical instability, inactivation by superoxide anion and haemoglobin, inhibition by NG-nitro-L-arginine (L-NNA) and potentiation by L-arginine all indicated that NO accounted for the biological activity of this transferable NANC factor [11].
  • However, infarct size in the mutant became larger after endothelial NOS inhibition by nitro-L-arginine administration [12].
  • Inhibition of NOS II by N(G)-methyl-l-arginine (LNMMA) restores the killing obtained in the presence of interferon (IFN)-gamma plus lipolysaccharide (LPS), whereas the nitric oxide scavenger 2-(4-carboxyphenyl)-4,4,5,5,-tetramethylimidazoline-3-oxide-1-oxyl (carboxy-PTIO) was without effect [13].
  • Furthermore, using a tritiated analog of the NOS inhibitor N(G)-nitro-L-arginine, we showed that Na+ - and Cl- -coupled transport occurs via ATB(0,+) [14].
  • Exposure of cells to VEGF led to a concentration-dependent increase in cGMP levels, an indicator of NO production, that was inhibited by nitro-L-arginine methyl ester [15].

Chemical compound and disease context of omega-Nitroarginine


Biological context of omega-Nitroarginine


Anatomical context of omega-Nitroarginine


Associations of omega-Nitroarginine with other chemical compounds


Gene context of omega-Nitroarginine

  • Under bioassay conditions, the perfusates from columns containing IL-1 beta-treated smooth muscle cells relaxed rings of rat aorta without endothelium that had been contracted with phenylephrine; these relaxations were reversed by nitro-L-arginine [36].
  • Our results indicate that eNOS activity is up-regulated in Cav-1 null animals, and this activity can be blunted by using a specific NOS inhibitor, nitro-l-arginine methyl ester [37].
  • The NO synthase (NOS) inhibitor N(G)-nitro-L-arginine methyl ester decreased NO release, and pretreatment of cells with L-arginine reversed the effect [38].
  • Recently, we reported nitroarginine-containing dipeptide amides (Huang, H; Martasek, P.; Roman, L. J.; Masters, B. S. S.; Silverman, R. B. J. Med. Chem. 1999, 42, 3147.) and some peptidomimetic analogues (Huang, H; Martasek, P.; Roman, L. J.; Silverman, R.B. J. Med Chem. 2000, 43, 2938.) as potent and selective inhibitors of neuronal NOS (nNOS) [39].
  • Nitric oxide production from HEK293 cells ectopically expressing nitric oxide synthases resulted in the stimulation of JNK1 activity, while JNK1 stimulation in nitric oxide synthase-overexpressing cells was abrogated by a nitric oxide synthase inhibitor, NG-nitro-L-arginine [40].

Analytical, diagnostic and therapeutic context of omega-Nitroarginine


  1. Interaction of nitric oxide and cyclic guanosine 3',5'-monophosphate in erythropoietin production. Ohigashi, T., Brookins, J., Fisher, J.W. J. Clin. Invest. (1993) [Pubmed]
  2. Nitric oxide synthase (NOS) inhibition for one week improves renal sodium and water excretion in cirrhotic rats with ascites. Martin, P.Y., Ohara, M., Gines, P., Xu, D.L., St John, J., Niederberger, M., Schrier, R.W. J. Clin. Invest. (1998) [Pubmed]
  3. Sulfhydryl blocker-induced rat colonic inflammation is ameliorated by inhibition of nitric oxide synthase. Rachmilewitz, D., Karmeli, F., Okon, E. Gastroenterology (1995) [Pubmed]
  4. Muscle wasting and dedifferentiation induced by oxidative stress in a murine model of cachexia is prevented by inhibitors of nitric oxide synthesis and antioxidants. Buck, M., Chojkier, M. EMBO J. (1996) [Pubmed]
  5. Human immunodeficiency virus type 1 coat protein neurotoxicity mediated by nitric oxide in primary cortical cultures. Dawson, V.L., Dawson, T.M., Uhl, G.R., Snyder, S.H. Proc. Natl. Acad. Sci. U.S.A. (1993) [Pubmed]
  6. Inhibition of nitric oxide synthase does not prevent ocular dominance plasticity in kitten visual cortex. Ruthazer, E.S., Gillespie, D.C., Dawson, T.M., Snyder, S.H., Stryker, M.P. J. Physiol. (Lond.) (1996) [Pubmed]
  7. Food deprivation increases brain nitric oxide synthase and depresses brain serotonin levels in rats. Squadrito, F., Calapai, G., Altavilla, D., Cucinotta, D., Zingarelli, B., Campo, G.M., Arcoraci, V., Sautebin, L., Mazzaglia, G., Caputi, A.P. Neuropharmacology (1994) [Pubmed]
  8. Inhibition of nitric oxide synthesis attenuates alcohol consumption in two strains of alcohol-preferring rats. Rezvani, A.H., Grady, D.R., Peek, A.E., Pucilowski, O. Pharmacol. Biochem. Behav. (1995) [Pubmed]
  9. NG-nitro-L-arginine, a nitric oxide synthase inhibitor, and seizure susceptibility in four seizure models in mice. Urbańska, E.M., Drelewska, E., Borowicz, K.K., Błaszczak, P., Kleinrok, Z., Czuczwar, S.J. Journal of neural transmission (Vienna, Austria : 1996) (1996) [Pubmed]
  10. Cocaine and inhibition of nitric oxide synthesis produce opioid-mediated antinociception. Forman, L.J., Tringo, L., Sun, M. Brain Res. Bull. (1997) [Pubmed]
  11. Nitric oxide as an inhibitory non-adrenergic non-cholinergic neurotransmitter. Bult, H., Boeckxstaens, G.E., Pelckmans, P.A., Jordaens, F.H., Van Maercke, Y.M., Herman, A.G. Nature (1990) [Pubmed]
  12. Effects of cerebral ischemia in mice deficient in neuronal nitric oxide synthase. Huang, Z., Huang, P.L., Panahian, N., Dalkara, T., Fishman, M.C., Moskowitz, M.A. Science (1994) [Pubmed]
  13. The inhibition of arginase by N(omega)-hydroxy-l-arginine controls the growth of Leishmania inside macrophages. Iniesta, V., Gómez-Nieto, L.C., Corraliza, I. J. Exp. Med. (2001) [Pubmed]
  14. Na+ - and Cl- -coupled active transport of nitric oxide synthase inhibitors via amino acid transport system B(0,+). Hatanaka, T., Nakanishi, T., Huang, W., Leibach, F.H., Prasad, P.D., Ganapathy, V., Ganapathy, M.E. J. Clin. Invest. (2001) [Pubmed]
  15. Nitric oxide production contributes to the angiogenic properties of vascular endothelial growth factor in human endothelial cells. Papapetropoulos, A., García-Cardeña, G., Madri, J.A., Sessa, W.C. J. Clin. Invest. (1997) [Pubmed]
  16. Endogenous and exogenous nitric oxide protect against intracoronary thrombosis and reocclusion after thrombolysis. Yao, S.K., Akhtar, S., Scott-Burden, T., Ober, J.C., Golino, P., Buja, L.M., Casscells, W., Willerson, J.T. Circulation (1995) [Pubmed]
  17. Hypoxia causes an abnormal contractile response in the atherosclerotic rabbit aorta. Implication of reduced nitric oxide and cGMP production. Simonet, S., Porro de Bailliencourt, J., Descombes, J.J., Mennecier, P., Laubie, M., Verbeuren, T.J. Circ. Res. (1993) [Pubmed]
  18. Enhanced G-protein-induced relaxation in portal hypertensive rats: role of nitric oxide. Hou, M.C., Cahill, P.A., Zhang, S., Redmond, E.M., Sitzmann, J.V. Hepatology (1997) [Pubmed]
  19. Nitric oxide generation ameliorates the tubulointerstitial fibrosis of obstructive nephropathy. Morrissey, J.J., Ishidoya, S., McCracken, R., Klahr, S. J. Am. Soc. Nephrol. (1996) [Pubmed]
  20. Augmentation of blood flow through cerebral collaterals by inhibition of nitric oxide synthase. Muhonen, M.G., Heistad, D.D., Faraci, F.M., Loftus, C.M. J. Cereb. Blood Flow Metab. (1994) [Pubmed]
  21. Determinants of aortic cyclic guanosine monophosphate in hypertension induced by chronic inhibition of nitric oxide synthase. Arnal, J.F., Warin, L., Michel, J.B. J. Clin. Invest. (1992) [Pubmed]
  22. The suppression of long-term potentiation in rat hippocampus by inhibitors of nitric oxide synthase is temperature and age dependent. Williams, J.H., Li, Y.G., Nayak, A., Errington, M.L., Murphy, K.P., Bliss, T.V. Neuron (1993) [Pubmed]
  23. Normalization of nitric oxide production corrects arterial vasodilation and hyperdynamic circulation in cirrhotic rats. Niederberger, M., Martin, P.Y., Ginès, P., Morris, K., Tsai, P., Xu, D.L., McMurtry, I., Schrier, R.W. Gastroenterology (1995) [Pubmed]
  24. Central nervous system nitric oxide induces oropharyngeal swallowing and esophageal peristalsis in the cat. Beyak, M.J., Xue, S., Collman, P.I., Valdez, D.T., Diamant, N.E. Gastroenterology (2000) [Pubmed]
  25. Nitric oxide prevents cardiovascular disease and determines survival in polyglobulic mice overexpressing erythropoietin. Ruschitzka, F.T., Wenger, R.H., Stallmach, T., Quaschning, T., de Wit, C., Wagner, K., Labugger, R., Kelm, M., Noll, G., Rülicke, T., Shaw, S., Lindberg, R.L., Rodenwaldt, B., Lutz, H., Bauer, C., Lüscher, T.F., Gassmann, M. Proc. Natl. Acad. Sci. U.S.A. (2000) [Pubmed]
  26. Involvement of endothelium-derived relaxing factor in the pressure control of renin secretion from isolated perfused kidney. Scholz, H., Kurtz, A. J. Clin. Invest. (1993) [Pubmed]
  27. Mediators of leukocyte adhesion in rat mesenteric venules elicited by inhibition of nitric oxide synthesis. Arndt, H., Russell, J.B., Kurose, I., Kubes, P., Granger, D.N. Gastroenterology (1993) [Pubmed]
  28. Protection by gastrin in the rat stomach involves afferent neurons, calcitonin gene-related peptide, and nitric oxide. Stroff, T., Plate, S., Respondek, M., Müller, K.M., Peskar, B.M. Gastroenterology (1995) [Pubmed]
  29. Nitric oxide modulates T-lymphocyte migration in Peyer's patches and villous submucosa of rat small intestine. Hokari, R., Miura, S., Fujimori, H., Tsuzuki, Y., Shigematsu, T., Higuchi, H., Kimura, H., Kurose, I., Serizawa, H., Suematsu, M., Yagita, H., Granger, D.N., Ishii, H. Gastroenterology (1998) [Pubmed]
  30. NF-kappaB stimulates inducible nitric oxide synthase to protect mouse hepatocytes from TNF-alpha- and Fas-mediated apoptosis. Hatano, E., Bennett, B.L., Manning, A.M., Qian, T., Lemasters, J.J., Brenner, D.A. Gastroenterology (2001) [Pubmed]
  31. Selective potentiation of NMDA-induced neuronal injury following induction of astrocytic iNOS. Hewett, S.J., Csernansky, C.A., Choi, D.W. Neuron (1994) [Pubmed]
  32. Induction of diaphragmatic nitric oxide synthase after endotoxin administration in rats: role on diaphragmatic contractile dysfunction. Boczkowski, J., Lanone, S., Ungureanu-Longrois, D., Danialou, G., Fournier, T., Aubier, M. J. Clin. Invest. (1996) [Pubmed]
  33. Acquired microvascular dysfunction in inflammatory bowel disease: Loss of nitric oxide-mediated vasodilation. Hatoum, O.A., Binion, D.G., Otterson, M.F., Gutterman, D.D. Gastroenterology (2003) [Pubmed]
  34. Effect of nitric oxide synthase inhibitors on hypotension in patients with septic shock. Petros, A., Bennett, D., Vallance, P. Lancet (1991) [Pubmed]
  35. The arginine/nitric oxide pathway modulates sphincter of Oddi motor activity in guinea pigs and rabbits. Mourelle, M., Guarner, F., Moncada, S., Malagelada, J.R. Gastroenterology (1993) [Pubmed]
  36. Insulin-like growth factor I inhibits induction of nitric oxide synthase in vascular smooth muscle cells. Schini, V.B., Catovsky, S., Schray-Utz, B., Busse, R., Vanhoutte, P.M. Circ. Res. (1994) [Pubmed]
  37. Caveolin-1 null mice are viable but show evidence of hyperproliferative and vascular abnormalities. Razani, B., Engelman, J.A., Wang, X.B., Schubert, W., Zhang, X.L., Marks, C.B., Macaluso, F., Russell, R.G., Li, M., Pestell, R.G., Di Vizio, D., Hou, H., Kneitz, B., Lagaud, G., Christ, G.J., Edelmann, W., Lisanti, M.P. J. Biol. Chem. (2001) [Pubmed]
  38. Role of nitric oxide and cyclic guanosine 3',5'-monophosphate in the estrogen regulation of cervical epithelial permeability. Gorodeski, G.I. Endocrinology (2000) [Pubmed]
  39. Reduced amide bond peptidomimetics. (4S)-N-(4-amino-5-[aminoakyl]aminopentyl)-N'-nitroguanidines, potent and highly selective inhibitors of neuronal nitric oxide synthase. Hah, J.M., Roman, L.J., Martásek, P., Silverman, R.B. J. Med. Chem. (2001) [Pubmed]
  40. Nitric oxide modulates the c-Jun N-terminal kinase/stress-activated protein kinase activity through activating c-Jun N-terminal kinase kinase. Kim, H., Shim, J., Han, P.L., Choi, E.J. Biochemistry (1997) [Pubmed]
  41. Endothelium-derived relaxing factor/nitric oxide modulates angiotensin II action in the isolated microperfused rabbit afferent but not efferent arteriole. Ito, S., Arima, S., Ren, Y.L., Juncos, L.A., Carretero, O.A. J. Clin. Invest. (1993) [Pubmed]
  42. GLP-2-mediated up-regulation of intestinal blood flow and glucose uptake is nitric oxide-dependent in TPN-fed piglets 1. Guan, X., Stoll, B., Lu, X., Tappenden, K.A., Holst, J.J., Hartmann, B., Burrin, D.G. Gastroenterology (2003) [Pubmed]
  43. Nitric oxide attenuates neutrophil-mediated myocardial contractile dysfunction after ischemia and reperfusion. Pabla, R., Buda, A.J., Flynn, D.M., Blessé, S.A., Shin, A.M., Curtis, M.J., Lefer, D.J. Circ. Res. (1996) [Pubmed]
  44. Pontine nitric oxide modulates acetylcholine release, rapid eye movement sleep generation, and respiratory rate. Leonard, T.O., Lydic, R. J. Neurosci. (1997) [Pubmed]
  45. In vivo radiation protection by nitric oxide modulation. Liebmann, J., DeLuca, A.M., Coffin, D., Keefer, L.K., Venzon, D., Wink, D.A., Mitchell, J.B. Cancer Res. (1994) [Pubmed]
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