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D0390

Sigma-Aldrich

NG,NG′-Dimethyl-L-arginine di(p-hydroxyazobenzene-p′-sulfonate) salt

≥99% (TLC)

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Synonym(s):
SDMA
Empirical Formula (Hill Notation):
C8H18N4O2 · 2C12H10N2O4S
CAS Number:
Molecular Weight:
758.82
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

assay

≥99% (TLC)

form

powder

solubility

methanol: 10 mg/mL

storage temp.

room temp

SMILES string

CN\C(NC)=N\CCC[C@H](N)C(O)=O.Oc1ccc(cc1)\N=N\c2ccc(cc2)S(O)(=O)=O.Oc3ccc(cc3)\N=N\c4ccc(cc4)S(O)(=O)=O

InChI

1S/2C12H10N2O4S.C8H18N4O2/c2*15-11-5-1-9(2-6-11)13-14-10-3-7-12(8-4-10)19(16,17)18;1-10-8(11-2)12-5-3-4-6(9)7(13)14/h2*1-8,15H,(H,16,17,18);6H,3-5,9H2,1-2H3,(H,13,14)(H2,10,11,12)/b2*14-13+;/t;;6-/m..0/s1

InChI key

HISUXCNNXYEHER-YJSASASGSA-N

Application

Plasma sym-dimethylarginine has been considered a marker of hepatic and renal dysfunction. A sensitive LC-MS method for identifying arginine, and both asym- and sym-dimethylarginine in plasma and urine samples has been developed.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Bob Siegerink et al.
Clinical research in cardiology : official journal of the German Cardiac Society, 102(3), 193-202 (2012-10-18)
Asymmetric dimethylarginine (ADMA) is an endogenous nitric oxide synthase inhibitor, which has been associated with total and cardiovascular mortality in various clinical settings. Studies on its structural isomer, symmetric dimethylarginine (SDMA), are scarce. This study aimed to determine the associations
Jane Yu et al.
Animals : an open access journal from MDPI, 10(6) (2020-06-12)
The pharmacokinetic profile of mefloquine was investigated as a preliminary study towards a potential treatment for feline coronavirus infections (such as feline infectious peritonitis) or feline calicivirus infections. Mefloquine was administered at 62.5 mg orally to seven clinically healthy cats
Shahrbanou Javadiyan et al.
Investigative ophthalmology & visual science, 53(4), 1923-1927 (2012-03-08)
Asymmetric dimethylarginine (ADMA) and symmetric dimethylarginine (SDMA) are the dimethylated isomeric derivatives of the amino acid L-arginine. ADMA is an endogenous inhibitor of nitric oxide synthase (NOS), while SDMA is a competitive inhibitor of cellular uptake of L-arginine, the substrate
Olga Kruszelnicka et al.
Amino acids, 47(9), 1951-1959 (2015-04-11)
Metformin, the drug of first choice in type 2 diabetes mellitus (T2DM), reduces cardiovascular (CV) morbidity and mortality in part independently of improved glycemic control and changes in traditional risk factors. However, there are discordant reports on the effects of
Eva Buresova et al.
Journal of veterinary internal medicine, 33(2), 516-522 (2019-01-12)
Measurement of serum creatinine (sCr) and urea nitrogen fail to detect decreased renal function in many hyperthyroid cats because of low muscle mass and glomerular hyperfiltration of affected cats. Serum symmetric dimethylarginine (sSDMA) is an earlier and more sensitive renal

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