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53308-83-1

53308-83-1 structure
53308-83-1 structure
  • Name: L-NMMA acetate
  • Chemical Name: ng-monomethyl-l-arginine acetate
  • CAS Number: 53308-83-1
  • Molecular Formula: C9H20N4O4
  • Molecular Weight: 248.279
  • Catalog: Biochemical Amino acids and their derivatives Arginine derivatives
  • Create Date: 2018-03-25 08:00:00
  • Modify Date: 2024-01-02 17:34:35
  • L-NMMA acetate is a nitric oxide synthase inhibitor of all NOS isoforms including NOS1, NOS2, and NOS3. The Ki values for nNOS (rat), eNOS (human), and iNOS (mouse) are approximately 0.18, 0.4, and 6 µM, respectively.

Name ng-monomethyl-l-arginine acetate
Synonyms L-NMMA MONOACETATE
ANO 1020
NG-Methyl-L-arginine acetate salt
H-ARG(ME)-OH ACOH
NG-Monomethyl-L-arginine monoacetate
NMMA ACETATE SALT
Nω-Monomethyl-L-arginine Acetate
MFCD00069311
L-NMMA,ACETATE SALT
NoMega-MonoMethyl-L-arginine Acetate
NG-ME-L-ARG,ACOH
NG-Methylarginine acetate
Nω-Methyl-L-arginine Acetate
L-NMMA ACETATE
NMMA
L-Ornithine, N-[imino(methylamino)methyl]-, acetate (1:1)
N-(N-Methylcarbamimidoyl)-L-ornithine acetate (1:1)
L-NMMA
Tilarginine acetate
Description L-NMMA acetate is a nitric oxide synthase inhibitor of all NOS isoforms including NOS1, NOS2, and NOS3. The Ki values for nNOS (rat), eNOS (human), and iNOS (mouse) are approximately 0.18, 0.4, and 6 µM, respectively.
Related Catalog
Target

Ki: 0.18 µM (nNOS), 0.4 µM (eNOS), 6 µM (iNOS)[1]

In Vitro L-NMMA, starting from 100 μM, produces a concentration-dependent inhibition of the evoked relaxations (2Hz); maximal inhibition at 1 mM averaged about 35%. The inhibitory effect of L-NMMA is unchanged by previous incubation with D-arginine while it is prevented by L-arginine (L-Arg). L-NMMA does not affect isoprenaline-induced relaxation[2]. Superfusion of L-NMMA reduces arteriolar diameter and causes dose-dependent increases in arteriolar tone. The onset of action of L-NMMA is nearly immediate. L-NMMA inhibits vasodilator responses to the endothelium-dependent vasodilator ACh but not to the endothelium-independent NP. NE induced dose-related vasoconstriction that is significantly potentiated by L-NMMA[3].
Kinase Assay NOS activity is determined by monitoring the conversion of L-[14C]arginine to [14C]citrulline. For nNOS, reaction mixtures contain, in a final volume of 200 μL, 20 mM Na+ HEPES buffer, pH 7.5, 100 μM EDTA, 2 mM CaCl2, 10 μg/mL calmodulin, 500 μM dithiothreitol, 100 μM THB, 25 μM FAD, 25 μM FMN, 100 μg/mL bovine serum albumin, 20 μM L-[14C]citrulline, 500 PM NADPH, and enzyme. Reaction is initiated by the addition of L-[14C]citrulline; reaction temperature is 25°C. At appropriate times, typically 3.5, 7, and 10.5 min, 50-1.11 portions are removed and added to 200 pl of a stopping solution of 100 mM Na+ HEPES buffer, pH 5.5, containing 5 mM EGTA. Those samples are immediately heated for 1 min in a boiling water bath, chilled, and centrifuged. A portion (225 μL) of the supernatant is fractionated on small Dowex 50 columns. [14C]citrulline is eluted with 2 ml of water and is quantitated by liquid scintillation counting[1].
References

[1]. Frey C, et al. L-thiocitrulline. A stereospecific, heme-binding inhibitor of nitric-oxide synthases. J Biol Chem. 1994 Oct 21;269(42):26083-91.

[2]. Maggi CA, et al. Effect of NG-monomethyl L-arginine (L-NMMA) and NG-nitro L-arginine (L-NOARG) on non-adrenergic non-cholinergic relaxation in the circular muscle of the human ileum. Br J Pharmacol. 1991 Aug;103(4):1970-2.

[3]. Nakamura T, et al. Effect of NG-monomethyl-L-arginine on arcade arterioles of rat spinotrapezius muscles. Am J Physiol. 1991 Jul;261(1 Pt 2):H46-52.

Boiling Point 392.7ºC at 760 mmHg
Melting Point 180-190ºC
Molecular Formula C9H20N4O4
Molecular Weight 248.279
Flash Point 191.3ºC
Exact Mass 248.148453
PSA 148.53000
LogP 0.59500
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases 22-24/25
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 29252900