N-a-acetyl-L-arginine

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Name: N-a-acetyl-L-arginine
Description: N-alpha-Acetylarginine is one of the guanidino compounds found elevated in the serum of an hemodialyzed renal insufficient (uremic) pediatric population. (PMID 7777105 ). N-alpha-acetylarginine ser... um levels (and other guanidino compounds) were elevated of all the hyperargininemic patients are higher than the normal range. Untreated hyperargininemic patients have the highest guanidino compound levels in cerebrospinal fluid. (PMID 1690873 ). N-alpha-acetylarginine increases in urine hyperargininemic patients. During a low-arginine diet, together with sodium benzoate therapy, there was a marked decrease in plasma N-alpha-acetylarginine. (PMID 3987036 ). Current research in ageing has shown this compund to have age related distribution and has shown significant correlation with other metabolites relevant for the process of ageing. In that respect it can be considered a biomarker for ageing in humans. (HMDB: HMDB0004620, PNAS April 19, 2016 113 (16) 4252-4259)

Age group comparisons
PMID	Age/Age interval, Gender	Value (unit of measurement)	Method	Sample
27036001	Age 29 ± 4, Gender ⚥	0.43 (CV (CV=SD of metabolite abundance (peak areas from LC-MS) divided by the mean))	LC-MS	blood
27036001	Age 81 ± 7, Gender ⚥	0.46 (CV (CV=SD of metabolite abundance (peak areas from LC-MS) divided by the mean))	LC-MS	blood

Linear regression
PMID	Age/Age interval, Gender	Value (unit of measurement)	Method	Sample

log2 ratio/log2(FC)
PMID	Age/Age interval, Gender	Value (unit of measurement)	Method	Sample

Synonym:

N-acetyl-arginine; Acetyl arginine; N(2)-acetyl-L-arginine; N2-acetyl-L-arginine; N-alpha-L-acetyl-arginine; N-alpha-acetyl-L-arginine; Nα-acetyl-L-arginine
Chemical Formula:

C8H16N4O3
Systematic name:

(2S)-2-acetamido-5-(diaminomethylideneamino)pentanoic acid
SMILES:

CC(=O)NC(CCCN=C(N)N)C(=O)O
InChI:

InChI=1S/C8H16N4O3/c1-5(13)12-6(7(14)15)3-2-4-11-8(9)10/h6H,2-4H2,1H3,(H,12,13)(H,14,15)(H4,9,10,11)/t6-/m0/s1
InChI Key:

SNEIUMQYRCDYCH-LURJTMIESA-N
CAS number:

155-84-0

Literature sources:
- Chaleckis R et al., Individual variability in human blood metabolites identifies age-related differences., Proceedings of the National Academy of Sciences of the United States of America, 4252-9, 2016
External links:

HMDB PubChem ChEBI ChemIDplus FooDB

Metabolite location:

Human organism, Body part, Human body biofluids, Biofluid tissues, Blood, Cerebrospinal fluid, Urine, Tissue, Excreta material
Metabolite source:

Homo sapiens, endogenous metabolite

Age group comparisons

Method: LC-MS

Sample: blood

PMID: 27036001