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L-NMMA . monoacetate

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AG-CR1-3578-M0055 mgCHF 30.00
AG-CR1-3578-M02525 mgCHF 70.00
AG-CR1-3578-M100100 mgCHF 240.00
AG-CR1-3578-G0011 gCHF 650.00

Specifications / Handling

More Information
Product Details
Synonyms NG-Monomethyl-L-arginine . monoacetate
Product Type Chemical
Properties
Formula

C7H16N4O2 . CH3COOH

MW 188.2 . 60.1
Merck Index 14: 6022
CAS 53308-83-1
RTECS RM2982000
Purity Chemicals ≥99% (TLC)
Appearance White to off-white solid.
Solubility Soluble in water, ethanol, methanol or DMSO.
InChi Key IKPNWIGTWUZCKM-JEDNCBNOBD
Smiles CC([O-])=O.CNC(=N)NCCC[C@H]([NH3+])C(O)=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF Download PDF
Product Specification Sheet
Datasheet Download PDF Download PDF

Scientific Background Information

Product Description
  • Endothelium-derived relaxing factor inhibitor. Inhibits the generation of NO from arginine.
  • Competitive, irreversible non-selective inhibitor of all three NOS I, II, and III isoforms (eNOS, iNOS and nNOS).
  • Inhibits the synthesis of nitric oxide (NO) in a dose-dependent and enantiospecific fashion.
  • Useful tool to study the role and the effects of NO in cardiovascular and gastrointestinal disorders, hypertension, diabetes, septic shock, inflammation, infection, stroke and neurodegenerative disorders.
Product-specific References
  1. Identification of arginine as a precursor of endothelium-derived relaxing factor: I. Sakuma, et al.; PNAS 85, 8664 (1988)
  2. NG-methylarginine, an inhibitor of endothelium-derived nitric oxide synthesis, is a potent pressor agent in the guinea pig: does nitric oxide regulate blood pressure in vivo?: K. Aisaka, et al.; BBRC 160, 881 (1989)
  3. A specific inhibitor of nitric oxide formation from L-arginine attenuates endothelium-dependent relaxation: D.D. Rees, et al.; Br. J. Pharmacol. 96, 418 (1989)
  4. Characterization of three inhibitors of endothelial nitric oxide synthase in vitro and in vivo: D.D. Rees, et al.; Br. J. Pharmacol. 101, 746 (1990)
  5. Role of endothelium-formed nitric oxide on vascular responses: J. Marin J & C.F. Sanchez-Ferrer; Gen. Pharmacol. 21, 575 (1990)
  6. Inactivation of macrophage nitric oxide synthase activity by N(G)-methyl-L-arginine: N.M. Olken, et al.; BBRC 177, 828 (1991)
  7. Nitric oxide: an endogenous modulator of leukocyte adhesion: P. Kubes, et al.; PNAS 88, 4651 (1991)
  8. Macrophage nitric oxide mediates immunosuppression in infectious inflammation: T.K. Eisenstein, et al.; Immunobiology 191, 493 (1994) (Review)
  9. N-nitro-L-arginine and N-monomethyl-L-arginine exhibit a differential pattern of inactivation toward the three nitric oxide synthases: D.W. Reif & C.A. McCreedy; Arch. Biochem. Biophys. 320, 170 (1995)
  10. Cell death, survival and proliferation in Tetrahymena thermophila. Effects of insulin, sodium nitroprusside, 8-Bromo cyclic GMP, NG-methyl-L-arginine and methylene blue: S.T. Christensen; Cell Biol. Int. 20, 653 (1996) (Review)
  11. Nitric oxide synthase inhibitors: Amino acids. O.W. Griffith & R.G. Kilbourn; Methods Enzymol. 268, 375 (1996)
  12. Selective inhibitors of neuronal nitric oxide synthase-is no NOS really good NOS for the nervous system? P.K. Moore & R.L. Handy; TIPS 18, 204 (1997) (Review)
  13. Asymmetric dimethylarginine (ADMA) and other endogenous nitric oxide synthase (NOS) inhibitors as an important cause of vascular insulin resistance: K. Toutouzas; Horm. Metab. Res. 40, 655 (2008) (Review)
  14. Insulin resistance after hypertension induced by the nitric oxide synthesis inhibitor L-NMMA in rats: A.D. Baron; Am. J. Physiol. 269, E709 (1995)
  15. The NO synthase inhibitors L-Name and L-NMMA, but not L-arginine, block the mammalian nicotinic acetylcholine receptor channel: M Scheller; Toxicol. Lett. 100-101, 109 (1998)
  16. Induction of apoptosis by L-NMMA, via FKHRL1/ROCK pathway in human gastric cancer cells: Y.Z. Wang & Z.Q. Feng; Biomed. Environ. Sci. 19, 285 (2006)
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