SMB00938

Dimethyl-L-arginine

≥95% (HPLC)

• Synonym(s): Dimethyl-L-arginine, (S)-2-Amino-5-(3,3-dimethylguanidino)pentanoic acid, Asymmetric dimethylarginine
• Empirical Formula (Hill Notation): C₈H₁₈N₄O₂
• CAS Number: 30315-93-6
• Molecular Weight: 202.25
• UNSPSC Code: 12352209
• NACRES: NA.26

Properties

• Quality Segment: 100
• assay: ≥95% (HPLC)
• form: powder
• color: off-white
• storage temp.: room temp
• SMILES string: N[C@@H](CCC\N=C(\N(C)C)/N)C(=O)O
• 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

Description

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

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Safety Information

• Storage Class: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable