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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

Approval Year

PubMed

PubMed

TitleDatePubMed
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
Genes, enzymes and regulation of arginine biosynthesis in plants.
2005 Aug
Efficient complexation of N-acetyl amino acid carboxylates in water by an artificial receptor: unexpected cooperativity in the binding of glutamate but not aspartate.
2005 Aug 3
Harnessing natural diversity to probe metabolic pathways.
2005 Dec
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
Simultaneous high performance liquid chromatographic separation of purines, pyrimidines, N-acetylated amino acids, and dicarboxylic acids for the chemical diagnosis of inborn errors of metabolism.
2005 Nov
Purification and characterization of glutamate N-acetyltransferase involved in citrulline accumulation in wild watermelon.
2005 Oct
Acupuncture treatment for 15 cases of post-traumatic coma.
2005 Sep
N-acetyl glutamate kinase from Daucus carota suspension cultures: embryogenic expression profile, purification and characterization.
2005 Sep
The crystal structure of Pyrococcus furiosus UMP kinase provides insight into catalysis and regulation in microbial pyrimidine nucleotide biosynthesis.
2005 Sep 16
Changes in flagellin glycosylation affect Campylobacter autoagglutination and virulence.
2006 Apr
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
Stationary phase expression of the arginine biosynthetic operon argCBH in Escherichia coli.
2006 Feb 22
Structural bases of feed-back control of arginine biosynthesis, revealed by the structures of two hexameric N-acetylglutamate kinases, from Thermotoga maritima and Pseudomonas aeruginosa.
2006 Feb 24
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
Biochemical properties of recombinant human and mouse N-acetylglutamate synthase.
2006 Mar
The PII signal transduction protein of Arabidopsis thaliana forms an arginine-regulated complex with plastid N-acetyl glutamate kinase.
2006 Mar 3
Agmatine stimulates hepatic fatty acid oxidation: a possible mechanism for up-regulation of ureagenesis.
2006 Mar 31
The dogfish shark (Squalus acanthias) increases both hepatic and extrahepatic ornithine urea cycle enzyme activities for nitrogen conservation after feeding.
2006 May-Jun
Mapping active site residues in glutamate-5-kinase. The substrate glutamate and the feed-back inhibitor proline bind at overlapping sites.
2006 Nov 13
A metabonomics study of the hepatotoxicants galactosamine, methylene dianiline and clofibrate in rats.
2006 Sep
A novel bifunctional N-acetylglutamate synthase-kinase from Xanthomonas campestris that is closely related to mammalian N-acetylglutamate synthase.
2007 Apr 10
Phylogenomic analysis of natural selection pressure in Streptococcus genomes.
2007 Aug 30
Structural basis for the regulation of N-acetylglutamate kinase by PII in Arabidopsis thaliana.
2007 Dec 7
Functional characterization of acetylglutamate synthase and phosphoribosylamine-glycine ligase genes in Gibberella zeae.
2007 Feb
Crystal structure of Arabidopsis PII reveals novel structural elements unique to plants.
2007 Feb 13
Cadmium triggers an integrated reprogramming of the metabolism of Synechocystis PCC6803, under the control of the Slr1738 regulator.
2007 Oct 2
Continuous spectrophotometric assays for three regulatory enzymes of the arginine biosynthetic pathway.
2007 Sep 15
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
Analysis of Aspergillus nidulans metabolism at the genome-scale.
2008 Apr 11
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
N-carbamylglutamate markedly enhances ureagenesis in N-acetylglutamate deficiency and propionic acidemia as measured by isotopic incorporation and blood biomarkers.
2008 Aug
Horizontal gene transfers link a human MRSA pathogen to contagious bovine mastitis bacteria.
2008 Aug 27
N-carbamylglutamate for neonatal hyperammonaemia in propionic acidaemia.
2008 Dec
Novel suppressors of alpha-synuclein toxicity identified using yeast.
2008 Dec 1
Carglumic acid: an additional therapy in the treatment of organic acidurias with hyperammonemia?
2008 Jan 30
The crystal structure of N-acetyl-L-glutamate synthase from Neisseria gonorrhoeae provides insights into mechanisms of catalysis and regulation.
2008 Mar 14
Predictors of orphan drug approval in the European Union.
2008 May
3-isobutylmethylxanthine inhibits hepatic urea synthesis: protection by agmatine.
2008 May 30
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
Name Type Language
ACETYL GLUTAMIC ACID
INCI  
INCI  
Official Name English
L-N-ACETYLGLUTAMIC ACID
Common Name English
N-ACETYLGLUTAMIC ACID
Systematic Name English
N-ACETYL-L-GLUTAMIC ACID
Systematic Name English
ACETYL GLUTAMIC ACID [INCI]
Common Name English
N-ACETYLGLUTAMATE
Systematic Name English
.ALPHA.-(N-ACETYL)-L-GLUTAMIC ACID
Common 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 Sat Dec 16 00:00:52 GMT 2023 , Edited by admin on Sat Dec 16 00:00:52 GMT 2023
PRIMARY
RXCUI
2001205
Created by admin on Sat Dec 16 00:00:52 GMT 2023 , Edited by admin on Sat Dec 16 00:00:52 GMT 2023
PRIMARY
DRUG BANK
DB04075
Created by admin on Sat Dec 16 00:00:52 GMT 2023 , Edited by admin on Sat Dec 16 00:00:52 GMT 2023
PRIMARY
WIKIPEDIA
N-ACETYLGLUTAMIC ACID
Created by admin on Sat Dec 16 00:00:52 GMT 2023 , Edited by admin on Sat Dec 16 00:00:52 GMT 2023
PRIMARY
CHEBI
17533
Created by admin on Sat Dec 16 00:00:52 GMT 2023 , Edited by admin on Sat Dec 16 00:00:52 GMT 2023
PRIMARY
FDA UNII
MA61H539YZ
Created by admin on Sat Dec 16 00:00:52 GMT 2023 , Edited by admin on Sat Dec 16 00:00:52 GMT 2023
PRIMARY
EPA CompTox
DTXSID3046534
Created by admin on Sat Dec 16 00:00:52 GMT 2023 , Edited by admin on Sat Dec 16 00:00:52 GMT 2023
PRIMARY
CAS
1188-37-0
Created by admin on Sat Dec 16 00:00:52 GMT 2023 , Edited by admin on Sat Dec 16 00:00:52 GMT 2023
PRIMARY
ECHA (EC/EINECS)
214-708-4
Created by admin on Sat Dec 16 00:00:52 GMT 2023 , Edited by admin on Sat Dec 16 00:00:52 GMT 2023
PRIMARY
DAILYMED
MA61H539YZ
Created by admin on Sat Dec 16 00:00:52 GMT 2023 , Edited by admin on Sat Dec 16 00:00:52 GMT 2023
PRIMARY