475886

N^G-Monomethyl-L-arginine, Monoacetate Salt

Cell permeable. L-Arginine analog that acts as a competitive inhibitor of all three isoforms of NOS.

• Synonym(e): N^G-Monomethyl-L-arginine, Monoacetate Salt, N ^ω-Me-L-Arg, N ^G-Me-L-Arg, AcOH, L-NMMA, N^ω-Me-L-Arg, N^G-Me-L-Arg, AcOH, L-NMMA
• Empirische Formel (Hill-System): C₇H₁₆N₄O₂ · xC₂H₄O₂
• CAS-Nummer: 53308-83-1
• Molekulargewicht: 188.23 (free base basis)
• UNSPSC Code: 12352209
• NACRES: NA.77
• MDL number: MFCD00069311
• Assay: ≥99% (HPLC), ≥99% (TLC)
• Form: solid
• Storage condition: OK to freeze, desiccated (hygroscopic)

Eigenschaften

• Quality Segment: 100
• assay: ≥99% (HPLC), ≥99% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, desiccated (hygroscopic)
• color: white
• solubility: water: 50 mg/mL, methanol: soluble
• shipped in: ambient
• storage temp.: 10-30°C
• SMILES string: [N+H2]=C(NCCC[C@H](N)C(=O)O)NC.[O-]C(=O)C
• InChI: 1S/C7H16N4O2.C2H4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13;1-2(3)4/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11);1H3,(H,3,4)/t5-;/m0./s1
• InChI key: IKPNWIGTWUZCKM-JEDNCBNOSA-N

Beschreibung

General description

Cell permeable. L-Arginine analog that acts as a competitive inhibitor of all three isoforms of nitric oxide synthase (K_i = 700 nM for eNOS; K_i = 3.9 µM for iNOS; K_i = 650 nM for nNOS). Inhibits histamine- and acetylcholine-induced relaxation (K_i = 9.5 µM) of intact norepinephrine-constricted guinea pig pulmonary artery.

L-Arginine analog that acts as a cell-permeable, competitive inhibitor of all three isoforms of nitric oxide synthase (NOS) (K_i = 650 nM for nNOS; K_i = 700 nM for eNOS; K_i = 3.9 µM for iNOS). Inhibits histamine- and acetylcholine-induced relaxation (K_i = 9.5 µM) of intact norepinephrine-constricted guinea pig pulmonary artery.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
eNOS

Product does not compete with ATP.

Reversible: no

Target K_i: 700 nM for eNOS; 3.9 µM for iNOS; 650 nM for nNOS

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C) for long term storage or refrigerate (4°C) for short term storage. Stock solutions are stable for up to 1 month at 4°C or for up to 4 months at -20°C.

Other Notes

Reif, D.W., and McCreedy, S.A. 1995. Arch. Biochem. Biophys.320, 170.
O’Kane, K.P., et al. 1994. Br. J. Clin. Pharmacol. 38, 311.
Kubes, P., et al. 1991. Proc. Natl. Acad. Sci. USA88, 4651.
Mehta, J.L., et al. 1990. Biochem. Biophys. Res. Commun. 173, 438.
Thomas, G., et al. 1989. Biochem. Biophys. Res. Commun.158, 177.
Sakuma, I., et al. 1988. Proc. Natl. Acad. Sci. USA85, 8664.
Hibbs, J.B., et al. 1987. Science237, 473.
Palmer, R.M.J., et al. 1987. Nature327, 524.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• Was ist los?: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable