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D0390

Sigma-Aldrich

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

≥99% (TLC)

Synonym(s):

SDMA

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About This Item

Empirical Formula (Hill Notation):
C8H18N4O2 · 2C12H10N2O4S
CAS Number:
1266235-58-8
Molecular Weight:
758.82
UNSPSC Code:
12352202
PubChem Substance ID:
329798603
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

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.

Storage Class Code

11 - Combustible Solids

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’.

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Guozhen Gao et al.
Nucleic acids research, 45(8), 4359-4369 (2017-01-25)
The type II arginine methyltransferase PRMT5 is responsible for the symmetric dimethylation of histone to generate the H3R8me2s and H4R3me2s marks, which correlate with the repression of transcription. However, the protein level of a number of genes (MEP50, CCND1, MYC
D P Dahlem et al.
Journal of veterinary internal medicine, 31(3), 799-804 (2017-04-04)
Symmetric dimethylarginine (SDMA) is considered a biomarker for early detection of renal dysfunction in human patients with acute kidney injury (AKI). At present, no studies exist analyzing the relevance of SDMA in dogs with AKI. SDMA would correctly identify dogs
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
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
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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