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 |
Molecular Formula | C8H18N4O2 |
Molar Mass | 202.25 |
Density | 1.22±0.1 g/cm3(Predicted) |
Boling Point | 353.5±52.0 °C(Predicted) |
Appearance | Orange powder. |
pKa | 2.48±0.24(Predicted) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Stability | Very 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. |
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 |
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 4.944 ml | 24.721 ml | 49.443 ml |
5 mM | 0.989 ml | 4.944 ml | 9.889 ml |
10 mM | 0.494 ml | 2.472 ml | 4.944 ml |
5 mM | 0.099 ml | 0.494 ml | 0.989 ml |
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. |