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D4268

Sigma-Aldrich

NG,NG-Dimethylarginine dihydrochloride

≥98% (TLC), powder, NOS inhibitor

Synonyme(s) :

asym-Dimethylarginine, ADMA

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About This Item

Formule empirique (notation de Hill):
C8H18N4O2 · 2HCl
Numéro CAS:
220805-22-1
Poids moléculaire :
275.18
Numéro MDL:
MFCD00270857
Code UNSPSC :
12352209
ID de substance PubChem :
24278027
Nomenclature NACRES :
NA.77

product name

NG,NG-Dimethylarginine dihydrochloride,

Pureté

≥98% (TLC)

Niveau de qualité

200

Forme

powder

Solubilité

water: 50 mg/mL, clear, colorless

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

SYLNVYJOPZWPJI-ILKKLZGPSA-N

Informations sur le gène

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

Description générale

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

Actions biochimiques/physiologiques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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)
Monitoring of L-Arginine and Endogenous Dimethylarginines in Survivor Septic Patients-A Pilot Study
Nemeth B, et al.
In Vivo, 30(5), 663-669 (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
P Vallance et al.
Lancet (London, England), 339(8793), 572-575 (1992-03-07)
Nitric oxide (NO), synthesised from L-arginine, contributes to the regulation of blood pressure and to host defence. We describe in-vitro and in-vivo evidence that NO synthesis can be inhibited by an endogenous compound, NG,NG-dimethylarginine (asymmetrical dimethylarginine, ADMA). In man, this
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