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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H11NO5
Molecular Weight 189.1659
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACETYL GLUTAMIC ACID

SMILES

CC(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI

InChIKey=RFMMMVDNIPUKGG-YFKPBYRVSA-N
InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m0/s1

HIDE SMILES / InChI

Molecular Formula C7H11NO5
Molecular Weight 189.1659
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
N-acetyl-glutamate synthetase deficiency or porto-systemic shunt associated encephalopathy?
2002
Hyperammonemia in carnitine-deficient adult JVS mice used by starvation.
2002 Dec
N-acetylglutamate synthase deficiency and the treatment of hyperammonemic encephalopathy.
2002 Dec
Regulation of urea synthesis by agmatine in the perfused liver: studies with 15N.
2002 Dec
Cloning and expression of the human N-acetylglutamate synthase gene.
2002 Dec 13
Role of N-acetylglutamate concentration and ornithine transport into mitochondria in urea synthesis of rats given proteins of different quality.
2002 Dec 4
Hepatic glutaminase--a special role in urea synthesis?
2002 Jun
Towards structural understanding of feedback control of arginine biosynthesis: cloning and expression of the gene for the arginine-inhibited N-acetyl-L-glutamate kinase from Pseudomonas aeruginosa, purification and crystallization of the recombinant enzyme and preliminary X-ray studies.
2002 Jun
Identification, cloning and expression of the mouse N-acetylglutamate synthase gene.
2002 Jun 15
Structure of acetylglutamate kinase, a key enzyme for arginine biosynthesis and a prototype for the amino acid kinase enzyme family, during catalysis.
2002 Mar
A crystallographic glimpse of a nucleotide triphosphate (AMPPNP) bound to a protein surface: external and internal AMPPNP molecules in crystalline N-acetyl-L-glutamate kinase.
2002 Oct
Enantioseparation of amino acid derivatives by capillary zone electrophoresis using vancomycin as chiral selector.
2002 Sep
A radiometric assay for aspartoacylase activity in cultured oligodendrocytes.
2002 Sep 15
Null mutations in the N-acetylglutamate synthase gene associated with acute neonatal disease and hyperammonemia.
2003 Apr
Mutation analysis in patients with N-acetylglutamate synthase deficiency.
2003 Jun
N-acetylglutamate and its changing role through evolution.
2003 Jun 1
The N-acetylglutamate synthase/N-acetylglutamate kinase metabolon of Saccharomyces cerevisiae allows co-ordinated feedback regulation of the first two steps in arginine biosynthesis.
2003 Mar
Straightforward relative quantitation and age-related human standards of N-acetylaspartate at the centrum semiovale level by CSI (1)H-MRS.
2003 Nov
Complex formation and catalytic activation by the PII signaling protein of N-acetyl-L-glutamate kinase from Synechococcus elongatus strain PCC 7942.
2004 Dec 31
Carglumic acid: new preparation. An advance in rare urea cycle disorders.
2004 Feb
Urea synthesis by ruminal epithelial and duodenal mucosal cells from growing sheep.
2004 Jun
The Synechococcus elongatus P signal transduction protein controls arginine synthesis by complex formation with N-acetyl-L-glutamate kinase.
2004 Jun
N-carbamylglutamate protects patients with decompensated propionic aciduria from hyperammonaemia.
2005
Role of N-acetylglutamate turnover in urea synthesis of rats given proteins of different quality.
2005 Apr
Identification of novel mutations of the human N-acetylglutamate synthase gene and their functional investigation by expression studies.
2005 Apr 15
Increases in urea synthesis and the ornithine-urea cycle capacity in the giant African snail, Achatina fulica, during fasting or aestivation, or after the injection with ammonium chloride.
2005 Dec 1
Late onset N-acetylglutamate synthase deficiency caused by hypomorphic alleles.
2005 Mar
Unusual reactivity in a commercial chromium supplement compared to baseline DNA cleavage with synthetic chromium complexes.
2005 Mar
A comprehensive update of the sequence and structure classification of kinases.
2005 Mar 16
The little skate Raja erinacea exhibits an extrahepatic ornithine urea cycle in the muscle and modulates nitrogen metabolism during low-salinity challenge.
2005 Mar-Apr
Understanding carbamoyl phosphate synthetase deficiency: impact of clinical mutations on enzyme functionality.
2005 May 27
The role of mitochondrially bound arginase in the regulation of urea synthesis: studies with [U-15N4]arginine, isolated mitochondria, and perfused rat liver.
2005 May 6
The regulatory PII protein controls arginine biosynthesis in Arabidopsis.
2006 Apr 3
Tight binding inhibitors of N-acyl amino sugar and N-acyl amino acid deacetylases.
2006 Apr 5
Expression, crystallization and preliminary crystallographic studies of a novel bifunctional N-acetylglutamate synthase/kinase from Xanthomonas campestris homologous to vertebrate N-acetylglutamate synthase.
2006 Dec 1
[Cloning, sequence analysis and expression of N-acetylglutamate kinase gene in Corynebacterium crenatum].
2006 Feb
Expression of ornithine-urea cycle enzymes in early life stages of air-breathing walking catfish Clarias batrachus and induction of ureogenesis under hyper-ammonia stress.
2006 Jan
Bioinformatic analysis of an unusual gene-enzyme relationship in the arginine biosynthetic pathway among marine gamma proteobacteria: implications concerning the formation of N-acetylated intermediates in prokaryotes.
2006 Jan 12
The dogfish shark (Squalus acanthias) increases both hepatic and extrahepatic ornithine urea cycle enzyme activities for nitrogen conservation after feeding.
2006 May-Jun
A metabonomics study of the hepatotoxicants galactosamine, methylene dianiline and clofibrate in rats.
2006 Sep
Polar body-based preimplantation genetic diagnosis for N-acetylglutamate synthase deficiency.
2008
Protein preparation, crystallization and preliminary X-ray crystallographic analysis of N-acetylglutamate kinase from Streptococcus mutans.
2008
Identification and characterization of a plastid-localized Arabidopsis glyoxylate reductase isoform: comparison with a cytosolic isoform and implications for cellular redox homeostasis and aldehyde detoxification.
2008
Ornithine-delta-aminotransferase is essential for arginine catabolism but not for proline biosynthesis.
2008 Apr 17
Primary coenzyme Q deficiency in Pdss2 mutant mice causes isolated renal disease.
2008 Apr 25
Human carbamoyl-phosphate synthetase: insight into N-acetylglutamate interaction and the functional effects of a common single nucleotide polymorphism.
2008 Aug
Horizontal gene transfers link a human MRSA pathogen to contagious bovine mastitis bacteria.
2008 Aug 27
Novel suppressors of alpha-synuclein toxicity identified using yeast.
2008 Dec 1
Crystal structure of fosfomycin resistance kinase FomA from Streptomyces wedmorensis.
2008 Oct 17
'Naked-eye' enantioselective chemosensors for N-protected amino acid anions bearing thiourea units.
2009 Mar
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:30:16 GMT 2025
Edited
by admin
on Mon Mar 31 20:30:16 GMT 2025
Record UNII
MA61H539YZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACETYL GLUTAMIC ACID
INCI  
INCI  
Official Name English
.ALPHA.-(N-ACETYL)-L-GLUTAMIC ACID
Preferred Name English
L-N-ACETYLGLUTAMIC ACID
Common Name English
N-ACETYLGLUTAMIC ACID
Systematic Name English
N-ACETYL-L-GLUTAMIC ACID
Systematic Name English
N-ACETYLGLUTAMATE
Systematic Name English
N-ACETYL-L-GLUTAMINIC ACID
Systematic Name English
L-GLUTAMIC ACID, N-ACETYL-
Common Name English
N-ACETYL-S-GLUTAMIC ACID
Common Name English
GLUTAMIC ACID, N-ACETYL-, L-
Common Name English
FEMA NO. 4752
Code English
Code System Code Type Description
PUBCHEM
70914
Created by admin on Mon Mar 31 20:30:16 GMT 2025 , Edited by admin on Mon Mar 31 20:30:16 GMT 2025
PRIMARY
RXCUI
2001205
Created by admin on Mon Mar 31 20:30:16 GMT 2025 , Edited by admin on Mon Mar 31 20:30:16 GMT 2025
PRIMARY
DRUG BANK
DB04075
Created by admin on Mon Mar 31 20:30:16 GMT 2025 , Edited by admin on Mon Mar 31 20:30:16 GMT 2025
PRIMARY
WIKIPEDIA
N-ACETYLGLUTAMIC ACID
Created by admin on Mon Mar 31 20:30:16 GMT 2025 , Edited by admin on Mon Mar 31 20:30:16 GMT 2025
PRIMARY
CHEBI
17533
Created by admin on Mon Mar 31 20:30:16 GMT 2025 , Edited by admin on Mon Mar 31 20:30:16 GMT 2025
PRIMARY
FDA UNII
MA61H539YZ
Created by admin on Mon Mar 31 20:30:16 GMT 2025 , Edited by admin on Mon Mar 31 20:30:16 GMT 2025
PRIMARY
EPA CompTox
DTXSID3046534
Created by admin on Mon Mar 31 20:30:16 GMT 2025 , Edited by admin on Mon Mar 31 20:30:16 GMT 2025
PRIMARY
CAS
1188-37-0
Created by admin on Mon Mar 31 20:30:16 GMT 2025 , Edited by admin on Mon Mar 31 20:30:16 GMT 2025
PRIMARY
ECHA (EC/EINECS)
214-708-4
Created by admin on Mon Mar 31 20:30:16 GMT 2025 , Edited by admin on Mon Mar 31 20:30:16 GMT 2025
PRIMARY
DAILYMED
MA61H539YZ
Created by admin on Mon Mar 31 20:30:16 GMT 2025 , Edited by admin on Mon Mar 31 20:30:16 GMT 2025
PRIMARY