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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.

Synonyme(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

Formule empirique (notation de Hill) :
C7H16N4O2 · xC2H4O2
Numéro CAS:
Poids moléculaire :
188.23 (free base basis)
Numéro MDL:
Code UNSPSC :
12352209
Nomenclature NACRES :
NA.77

Niveau de qualité

Essai

≥99% (HPLC)
≥99% (TLC)

Forme

solid

Fabricant/nom de marque

Calbiochem®

Conditions de stockage

OK to freeze
desiccated (hygroscopic)

Couleur

white

Solubilité

water: 50 mg/mL
methanol: soluble

Conditions d'expédition

ambient

Température de stockage

10-30°C

Chaîne SMILES 

[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

Clé InChI

IKPNWIGTWUZCKM-JEDNCBNOSA-N

Description générale

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.

Actions biochimiques/physiologiques

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

Conditionnement

Packaged under inert gas

Avertissement

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.

Autres remarques

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.

Informations légales

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

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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