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Symmetric dimethylarginine

(2S)-2-amino-5-[(N,N'-dimethylcarbamimidoyl)amino]pentanoic acid

CAS: 30344-00-4

Molecular Formula: C8H18N4O2

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Symmetric dimethylarginine - Names and Identifiers

Name (2S)-2-amino-5-[(N,N'-dimethylcarbamimidoyl)amino]pentanoic acid
Synonyms SDMA-d6
Symmetric dimethylarginine
NG,NG'-Dimethy-L-arginine-d6
L-Arg(Me, Me)-OH (syMMetrical)
L-Arg(Me, Me)-OH (asyMMetrical)
SDMA (Symmetric dimethylarginine)
N5-[Bis(methylamino)methylene]-L-ornithine-d6
N5-[(Dimethylamino)iminomethyl]-L-ornithine-d6
(2S)-2-amino-5-[(N,N'-dimethylcarbamimidoyl)amino]pentanoic acid
CAS 30344-00-4

Symmetric dimethylarginine - Physico-chemical Properties

Molecular FormulaC8H18N4O2
Molar Mass202.25
Density1.22±0.1 g/cm3(Predicted)
Boling Point353.5±52.0 °C(Predicted)
AppearanceOrange powder.
pKa2.48±0.24(Predicted)
Storage ConditionKeep in dark place,Inert atmosphere,Room temperature
StabilityVery Hygroscopic
In vitro study SDMA is the structural isomer of the cardiovascular risk marker asymmetric dimethylarginine, as an endogenous marker of renal function. SDMA does not directly inhibit NOS but is a competitor of arginine transport. SDMA is primarily eliminated by renal excretion and is a promising endogenous marker of glomerular filtration rate. SDMA inhibits dose dependently the NO synthesis in intact endothelial cells, whereas it has no effect on protein expression of NOS. SDMA is involved in the inflammatory process of chronic kidney disease, activating NF-κB and resulting in enhanced expression of IL-6 and TNF-α.
In vivo study SDMA is highly stable in serum and plasma, and the assay demonstrates excellent analytical performance. In unaffected dogs, SDMA remains unchanged whereas in affected dogs, SDMA increases during disease progression, correlating strongly with an increase in sCr and decrease in GFR. Chronic SDMA infusion leads to a significant increase of SDMA levels in mice, but the GFR did not change at 4 weeks. No histological changes are observed, particularly no effect on fibrosis or endothelias nitric oxide synthase expression. There is neither an effect of SDMA on systolic blood pressure nor on ejection fraction.

Symmetric dimethylarginine - Reference

Reference
Show more
1. [IF=2.193] Yang Yang et al."Simultaneous Determination of 34 Amino Acids in Tumor Tissues from Colorectal Cancer Patients Based on the Targeted UHPLC-MS/MS Method."J Anal Methods Chem. 2020;2020:4641709

Symmetric dimethylarginine - Preparation solution concentration reference

 1mg5mg10mg
1 mM4.944 ml24.721 ml49.443 ml
5 mM0.989 ml4.944 ml9.889 ml
10 mM0.494 ml2.472 ml4.944 ml
5 mM0.099 ml0.494 ml0.989 ml
Last Update:2024-01-02 23:10:35

Symmetric dimethylarginine - Reference Information

biological activity SMDA is a methylated form of arginine present in all nucleated cells, proteolysis is released into the circulation system and excreted by the kidneys, and is associated with glomerular filtration rate in humans, dogs and cats.
Last Update:2024-04-09 20:48:19
Symmetric dimethylarginine
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CAS: 30344-00-4
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View History
Symmetric dimethylarginine
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Chukrasin B
PRISM(R)
3-Acetoxy-2-methylbenzoic acid (AMBA)
5-[4-(4-CHLOROBENZOYL)PIPERAZINO]-6-PHENYL-3(2H)-PYRIDAZINONE
NSC 109100
N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-3-iodo-2-methylpropanamide
2-巯基吗啉-4-基-1,3-噻唑-4-甲酸
2-氟吡啶-5-硼酸酯
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