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D4268

Sigma-Aldrich

NG,NG-Dimethylarginine dihydrochloride

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Synonym(s):
asym-Dimethylarginine, ADMA
Empirical Formula (Hill Notation):
C8H18N4O2 · 2HCl
CAS Number:
Molecular Weight:
275.18
MDL number:
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (TLC)

Quality Level

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

room temp

SMILES string

Cl[H].Cl[H].CN(C)C(=N)NCCC[C@H](N)C(O)=O

InChI

1S/C8H18N4O2.2ClH/c1-12(2)8(10)11-5-3-4-6(9)7(13)14;;/h6H,3-5,9H2,1-2H3,(H2,10,11)(H,13,14);2*1H/t6-;;/m0../s1

InChI key

SYLNVYJOPZWPJI-ILKKLZGPSA-N

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This Item
M7033D0390H7278
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

assay

≥98% (TLC)

assay

≥98% (TLC)

assay

≥99% (TLC)

assay

≥98% (TLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

room temp

storage temp.

-

storage temp.

room temp

storage temp.

2-8°C

solubility

water: 50 mg/mL, clear, colorless

solubility

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

solubility

methanol: 10 mg/mL

solubility

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

Gene Information

human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)

Gene Information

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

Gene Information

-

Gene Information

-

General description

NG,NG-Dimethylarginine dihydrochloride is a methylated arginine derivative, which is produced by the liver. It is linked to liver cirrhosis, alcoholic hepatitis and acute liver failure (ALF).

Application

NG,NG- Dimethylarginine dihydrochloride has been used:
  • to study its effects on cardiovascular activities in rostral ventrolateral medulla (RVLM) in rats
  • as a standard for measuring L-arginine and dimethylarginines
  • to study its effects on hepatic deterioration

Biochem/physiol Actions

Reversible inhibitor of nitric oxide synthetase in vivo and in vitro.

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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Aleksandar Radujkovic et al.
Haematologica, 104(4), 827-834 (2018-12-06)
Increasing evidence suggests that endothelial cell distress is associated with mortality after allogeneic stem cell transplantation and acute graft-versus-host disease. Asymmetric dimethylarginine is an endogenous nitric oxide synthase inhibitor that induces endothelial cell dysfunction. We analyzed the impact of pre-transplant
José D Martins et al.
Journal of the American Heart Association, 8(7), e011536-e011536 (2019-04-02)
Background Optimally treated patients with coarctation of the aorta remain at risk for late vascular dysfunction. The effect of treatment modality on vascular function is unknown. The LOVE-COARCT (Long-term Outcomes and Vascular Evaluation After Successful Coarctation of the Aorta Treatment)
Marie Rodling Wahlström et al.
SpringerPlus, 3, 98-98 (2014-03-07)
A prospective, randomised, double-blinded, clinical trial was performed at a level 1 trauma centre to determine if a prostacyclin analogue, epoprostenol (Flolan®), could attenuate systemic inflammatory response in patients with severe traumatic brain injury (TBI). 46 patients with severe TBI
Kyoung Min Kim et al.
Cardiovascular diabetology, 16(1), 146-146 (2017-11-11)
The cardiovascular benefits of statins have been proven, but their effect on circulation in small vessels has not been examined fully. We investigated the effect of 20 mg rosuvastatin on biomarkers, including paraoxonase-1 (PON-1) and asymmetric dimethylarginine (ADMA), and on microvascular
Jasmohan S Bajaj et al.
Gastroenterology, 159(5), 1715-1730 (2020-07-21)
Inpatients with cirrhosis have high rates of acute-on-chronic failure (ACLF) development and high mortality within 30 days of admission to the hospital. Better biomarkers are needed to predict these outcomes. We performed metabolomic analyses of serum samples from patients with

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