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D4268

Sigma-Aldrich

NG,NG-Dimethylarginine dihydrochloride

Synonym(s):
ADMA, asym-Dimethylarginine
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

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

Packaging

10, 50 mg in poly bottle

Biochem/physiol Actions

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

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)
The restorative effect of ascorbic acid on liver injury inducedby asymmetric dimethylarginine
Okuyucu A, et al.
Turkish Journal of Biology, 40(2), 452-461 (2016)
Serum Levels of Metabolites Produced by Intestinal Microbes and Lipid Moieties Independently Associated With Acute-on-Chronic Liver Failure and Death in Patients With Cirrhosis.
Bajaj, et al.
Gastroenterology, 159, 1715-1730 (2021)
Gaetano Isola et al.
Journal of periodontology (2020-01-09)
Asymmetric dimethylarginine (ADMA) plays a crucial role in endothelial function and maybe a link for the known interaction of periodontitis and coronary heart disease (CHD). In this pilot study, we compared the impact of gingival health, periodontitis (CP), CHD, or

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