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M7033

Sigma-Aldrich

NG-Methyl-L-arginine acetate salt

≥98% (TLC)

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Synonym(s):
Nω-Methyl-L-arginine acetate salt, L-NMMA, N5-(Methylamidino)-L-ornithine acetate salt, NG-Monomethyl-L-arginine acetate salt
Empirical Formula (Hill Notation):
C7H16N4O2 · C2H4O2
CAS Number:
Molecular Weight:
248.28
Beilstein/REAXYS Number:
6674255
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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This Item
H7278N5501A4302
NG-Methyl-L-arginine acetate salt ≥98% (TLC)

M7033

NG-Methyl-L-arginine acetate salt

NG-Hydroxy-L-arginine acetate salt

H7278

NG-Hydroxy-L-arginine acetate salt

Nω-Nitro-L-arginine ≥98% (TLC)

N5501

Nω-Nitro-L-arginine

assay

≥98% (TLC)

assay

≥98% (TLC)

assay

≥98% (TLC)

assay

≥98% (TLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

solubility

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

solubility

acetic acid: 10 mg/mL, clear, colorless to faintly yellow

solubility

1 M HCl: 50 mg/mL, clear, colorless to faintly yellow

solubility

water: 50 mg/mL, clear, colorless to very faintly yellow

Gene Information

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

Gene Information

-

Gene Information

human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)
mouse ... Nos2(18126)
rat ... Grin2a(24409), Nos1(24598)

Gene Information

-

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Safa Al Therwani et al.
BMC nephrology, 18(1), 86-86 (2017-03-16)
Tolvaptan is a selective vasopressin receptor antagonist. Nitric Oxide (NO) promotes renal water and sodium excretion, but the effect is unknown in the nephron's principal cells. In a dose-response study, we measured the effect of tolvaptan on renal handling of
NG-methyl-L-arginine, an inhibitor of nitric oxide synthase, affects the central nervous system to produce peripheral hyperglycemia in conscious rats
Uemura K, et al.
Neuroendocrinology, 66(2), 136-144 (1997)
Immune parameters in the common octopus (Octopus vulgaris Cuvier, 1797) naturally infected by the gastrointestinal protozoan parasite Aggregata octopiana
Castellanos-Martinez S and Gestal C
Aquaculture (Amsterdam, Netherlands), 497, 487-493 (2018)
Nitric oxide induces epidermal stem cell de-adhesion by targeting integrin beta1 and Talin via the cGMP signalling pathway
Zhan R, et al.
Nitric Oxide, 78, 1-10 (2018)
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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