Skip to Content
Merck
CN
All Photos(1)

Documents

D4268

Sigma-Aldrich

NG,NG-Dimethylarginine dihydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
asym-Dimethylarginine, ADMA
Empirical Formula (Hill Notation):
C8H18N4O2 · 2HCl
CAS Number:
220805-22-1
Molecular Weight:
275.18
MDL number:
MFCD00270857
UNSPSC Code:
12352209
PubChem Substance ID:
24278027
NACRES:
NA.77

Assay

≥98% (TLC)

Quality Level

200

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

Gene Information

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

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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)
Tse-Min Lu et al.
Atherosclerosis, 254, 161-166 (2016-10-17)
Decreased nitric oxide (NO) bioavailability and increased oxidative stress may be involved in the pathogenesis of contrast-induced acute kidney injury (CI-AKI). The relationship between asymmetric dimethylarginine (ADMA), an endogenous NO synthase inhibitor, and CI-AKI is unknown. We measured plasma ADMA
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
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
View All Related Papers

Related Content

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service