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M7033

Sigma-Aldrich

NG-Methyl-L-arginine acetate salt

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

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C7H16N4O2 · C2H4O2
Numero CAS:
53308-83-1
Peso molecolare:
248.28
Beilstein:
6674255
Numero MDL:
MFCD00069311
Codice UNSPSC:
12352209
ID PubChem:
24278043
NACRES:
NA.77

Nome del prodotto

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

Livello qualitativo

200

Saggio

≥98% (TLC)

Stato

powder

Solubilità

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

Stringa SMILE

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
IKPNWIGTWUZCKM-JEDNCBNOSA-N

Informazioni sul gene

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

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Applicazioni

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

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
0000340744
0000324020
0000281468
0000340744
0000324020

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Sigma-Aldrich

I8021

L-N6-(1-Iminoethyl)lysine dihydrochloride

NG,NG-Dimethyl-L-arginine, Dihydrochloride A cell-permeable, reversible inhibitor of nitric oxide synthase in vitro (IC₅₀ = 2-3 µM) and in vivo.

Sigma-Aldrich

311203

NG,NG-Dimethyl-L-arginine, Dihydrochloride

1400W dihydrochloride >98%, solid

Sigma-Aldrich

W4262

1400W dihydrochloride

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 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)
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)
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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