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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.

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

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About This Item

Empirical Formula (Hill Notation):
C7H16N4O2 · xC2H4O2
CAS Number:
53308-83-1
Molecular Weight:
188.23 (free base basis)
MDL number:
MFCD00069311
UNSPSC Code:
12352209

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Diane M Hamlin et al.
Kidney360, 3(2), 341-356 (2022-04-05)
Symmetric dimethylarginine (SDMA) is an excretory renal function biomarker shown to correlate well with glomerular filtration rate in dogs, cats, humans, and rats. The objectives of this study were to determine utility of serum SDMA as a renal biomarker in
M Marquina et al.
The British journal of dermatology, 159(1), 68-76 (2008-05-15)
Pemphigus vulgaris (PV) is a blistering autoimmune disease characterized by IgG autoantibodies against desmoglein 3. Nitric oxide synthases (NOS) may contribute to the increase of inflammation in tissues by the generation of nitrotyrosine residues (NTR). To investigate whether the production
Susanta Pahari et al.
Autophagy, 16(6), 1021-1043 (2019-08-30)
Host-directed therapies are gaining considerable impetus because of the emergence of drug-resistant strains of pathogens due to antibiotic therapy. Therefore, there is an urgent need to exploit alternative and novel strategies directed at host molecules to successfully restrict infections. The

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