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M7033

NG-Methyl-L-arginine acetate salt

≥98% (TLC), powder, nitric oxide synthase inhibitor

Synonym(s):

Nω-Methyl-L-arginine acetate salt, L-NMMA, N5-(Methylamidino)-L-ornithine acetate salt, NG-Monomethyl-L-arginine acetate salt

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About This Item

Empirical Formula (Hill Notation):
C7H16N4O2 · C2H4O2
CAS Number:
53308-83-1
Molecular Weight:
248.28
NACRES:
NA.77
PubChem Substance ID:
24278043
UNSPSC Code:
12352209
MDL number:
MFCD00069311
Beilstein/REAXYS Number:
6674255
Assay:
≥98% (TLC)
Form:
powder
Quality level:
200
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Product Name

NG-Methyl-L-arginine acetate salt, ≥98% (TLC)

Quality Level

200

assay

≥98% (TLC)

form

powder

solubility

water: 49.00-51.00 mg/mL, clear to very slightly hazy, colorless to faintly yellow

SMILES string

CC(O)=O.CNC(=N)NCCC[C@H](N)C(O)=O

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

Gene Information

human ... NOS1(4842), NOS2(4843), NOS3(4846)
mouse ... Nos2(18126)
rat ... Nos1(24598), Nos2(24599)

Application

NG-Methyl-L-arginine acetate salt has been used:
  • as an inhibitor of nitric oxide synthase (NOS) in wound healing studies in injured mice
  • as an inhibitor of nitric oxide synthase (NOS) to study nitric oxide (NO) immunosuppressive effect of murine stem cells
  • as an inhibitor to monitor NO levels in hemocytes respiratory burst assay

Biochem/physiol Actions

NG-Methyl-L-arginine is an inhibitor of nitric oxide synthase in neurons, endothelial cells, and macrophages. It inhibits endothelium-derived relaxing factor and promotes contraction in pulmonary artery and vein. It stereo selectively inhibits the generation of nitric oxide (NO) from arginine. It promotes epinephrine and glucose levels, contributing to hyperglycemia in central nervous system.

Features and Benefits

This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
059M4092V
13180802
088M4020V
085M4166V
038M4047V

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Articles

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

NG-methyl-L-arginine causes endothelium-dependent contraction and inhibition of cyclic GMP formation in artery and vein.
Gold ME, et al.
Proceedings of the National Academy of Sciences of the USA, 87(12), 4430-4434 (1990)
Jonna Idh et al.
PloS one, 12(7), e0181221-e0181221 (2017-07-14)
Drugs such as isoniazid (INH) and pretomanid (PRT), used against Mycobacterium tuberculosis are active partly through generation of reactive nitrogen species (RNS). The aim of this study was to explore variability in intracellular susceptibility to nitric oxide (NO) in clinical
NG-methyl-L-arginine functions as an alternate substrate and mechanism-based inhibitor of nitric oxide synthase
Olken NM and Marletta MA
Biochemistry, 32(37), 9677-9685 (1993)
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Global Trade Item Number

SKUGTIN
M7033-25MG04061834061557
M7033-100MG04061833621493
M7033-5MG04061834061564