Skip to Content
MilliporeSigma
All Photos(1)

Documents

SMB00938

Sigma-Aldrich

Dimethyl-L-arginine

≥95% (HPLC)

Sign Into View Organizational & Contract Pricing

Synonym(s):
Dimethyl-L-arginine, (S)-2-Amino-5-(3,3-dimethylguanidino)pentanoic acid, Asymmetric dimethylarginine
Empirical Formula (Hill Notation):
C8H18N4O2
CAS Number:
Molecular Weight:
202.25
UNSPSC Code:
12352209
NACRES:
NA.26

Quality Level

assay

≥95% (HPLC)

form

powder

color

off-white

storage temp.

room temp

InChI

1S/C8H18N4O2/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)/t6-/m0/s1

InChI key

YDGMGEXADBMOMJ-LURJTMIESA-N

General description

Asymmetric dimethylarginine (ADMA) is a naturally occurring chemical found in blood plasma. It is a metabolic by-product of continual protein modification processes in the cytoplasm of all human cells. It is closely related to L-arginine, a conditionally-essential amino acid. ADMA interferes with L-arginine in the production of nitric oxide, a key chemical to endothelial and hence cardiovascular health. Asymmetric dimethylarginine is created in protein methylation, a common mechanism of post-translational protein modification. This reaction is catalyzed by an enzyme set called S-adenosylmethionine protein N-methyltransferases (protein methylases I and II). The methyl groups transferred to create ADMA are derived from the methyl group donor S-adenosylmethionine, an intermediate in the metabolism of homocysteine. (Homocysteine is an important blood chemical, because it is also a marker of cardiovascular disease). After synthesis, ADMA migrates into the extracellular space and then into blood plasma.
Asymmetric dimethylarginine (ADMA) is a non-proteinogenic L-alpha-amino acid, that belongs to the guanidines and serves as a derivative of L-arginine. This dimethylarginine functions as an endogenous inhibitor of nitric oxide synthase (NOS) and acts as a biomarker for endothelial dysfunction in various pathological states.

Application

Asymmetric dimethylarginine is a versatile compound that finds application in biochemical and metabolomics research.

Features and Benefits

  • Ideal for biochemical and metabolomics studies
  • High purity product for research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service