Merck
  • 475886
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475886

Sigma-Aldrich

NG-Monomethyl-L-arginine, Monoacetate Salt

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

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Synonym(s):
NG-Monomethyl-L-arginine, Monoacetate Salt, N ω-Me-L-Arg, N G-Me-L-Arg, AcOH, L-NMMA, Nω-Me-L-Arg, NG-Me-L-Arg, AcOH, L-NMMA
Empirical Formula (Hill Notation):
C7H16N4O2 · xC2H4O2
CAS Number:
53308-83-1
Molecular Weight:
188.23 (free base basis)
MDL number:
MFCD00069311

Quality Level

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

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

General description

Cell permeable. L-Arginine analog that acts as a competitive inhibitor of all three isoforms of nitric oxide synthase (Ki = 700 nM for eNOS; Ki = 3.9 µM for iNOS; Ki = 650 nM for nNOS). Inhibits histamine- and acetylcholine-induced relaxation (Ki = 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) (Ki = 650 nM for nNOS; Ki = 700 nM for eNOS; Ki = 3.9 µM for iNOS). Inhibits histamine- and acetylcholine-induced relaxation (Ki = 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 Ki: 700 nM for eNOS; 3.9 µM for iNOS; 650 nM for nNOS

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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