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483125-M

Nω-Nitro-ʟ-arginine methyl ester hydrochloride

Name: Nω-Nitro-ʟ-arginine methyl ester hydrochloride
Brand: MM

≥98% (HPLC), eNOS reversible inhibitor, solid

Synonym(s):

N^G-Nitro-L-arginine Methyl Ester, Hydrochloride, N ^ω-NO₂-L-Arg-OMe, N ^G-NO₂-L-Arg-OMe, L-NAME, HCl, N^ω-NO₂-L-Arg-OMe, N^G-NO₂-L-Arg-OMe, L-NAME, HCl

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About This Item

Empirical Formula (Hill Notation):

C₇H₁₅N₅O₄ · xHCl

CAS Number:

51298-62-5

Molecular Weight:

233.23 (free base basis)

UNSPSC Code:

12352209

NACRES:

NA.77

MDL number:

MFCD00039052

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, desiccated (hygroscopic), protect from light

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Properties

Product Name

N^G-Nitro-L-arginine Methyl Ester, Hydrochloride, Cell permeable. More soluble analog of arginine and a competitive, slowly reversible inhibitor of eNOS (IC₅₀ = 500 nM). Causes a prolonged inhibition of acetylcholine-induced relaxation of rat aortic rings (IC₅₀ = 400 nM).

Quality Level

100

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

color

white to off-white

solubility

water: 50 mg/mL

storage temp.

−20°C

SMILES string

[Cl-].[N+H3][C@@H](CCCN\C(=N\[N+](=O)[O-])\N)C(=O)OC

InChI

1S/C7H15N5O4.ClH/c1-16-6(13)5(8)3-2-4-10-7(9)11-12(14)15;/h5H,2-4,8H2,1H3,(H3,9,10,11);1H/t5-;/m0./s1

InChI key

QBNXAGZYLSRPJK-JEDNCBNOSA-N

Description

General description

Cell permeable. More soluble analog of arginine and a competitive, slowly reversible inhibitor of eNOS (IC₅₀ = 500 nM). Causes a prolonged inhibition of acetylcholine-induced relaxation of rat aortic rings (IC₅₀ = 400 nM).

More soluble analog of arginine and a competitive, slowly reversible inhibitor of endothelial nitric oxide synthase (IC₅₀ = 500 nM). Causes a prolonged inhibition of acetylcholine-induced relaxation of rat aortic rings (IC₅₀ = 400 nM).

Biochem/physiol Actions

Primary Target
eNOS

Target IC₅₀: 500 nM against eNOS

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 4 months at -20°C.

Other Notes

Baylis, C., et al. 1995. J. Pharmacol. Exp. Ther. 274, 1135.
Dawson, V.L., et al. 1991. Proc. Natl. Acad. Sci. USA88, 6368.
Kubes, P., et al. 1991. Proc. Natl. Acad. Sci. USA 88, 4651.
Moncada, S., et al. 1991. Pharmacol. Rev. 43, 109.
Moore, P.K., et al. 1990. Br. J. Pharmacol.99, 408.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c