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
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
| 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
| Title | Date | PubMed |
|---|---|---|
| 'Naked-eye' enantioselective chemosensors for N-protected amino acid anions bearing thiourea units. | 2009-03 |
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| Novel suppressors of alpha-synuclein toxicity identified using yeast. | 2008-12-01 |
|
| N-carbamylglutamate for neonatal hyperammonaemia in propionic acidaemia. | 2008-12 |
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| Crystal structure of fosfomycin resistance kinase FomA from Streptomyces wedmorensis. | 2008-10-17 |
|
| Horizontal gene transfers link a human MRSA pathogen to contagious bovine mastitis bacteria. | 2008-08-27 |
|
| Human carbamoyl-phosphate synthetase: insight into N-acetylglutamate interaction and the functional effects of a common single nucleotide polymorphism. | 2008-08 |
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| N-carbamylglutamate markedly enhances ureagenesis in N-acetylglutamate deficiency and propionic acidemia as measured by isotopic incorporation and blood biomarkers. | 2008-08 |
|
| 3-isobutylmethylxanthine inhibits hepatic urea synthesis: protection by agmatine. | 2008-05-30 |
|
| Predictors of orphan drug approval in the European Union. | 2008-05 |
|
| Primary coenzyme Q deficiency in Pdss2 mutant mice causes isolated renal disease. | 2008-04-25 |
|
| Ornithine-delta-aminotransferase is essential for arginine catabolism but not for proline biosynthesis. | 2008-04-17 |
|
| Analysis of Aspergillus nidulans metabolism at the genome-scale. | 2008-04-11 |
|
| The crystal structure of N-acetyl-L-glutamate synthase from Neisseria gonorrhoeae provides insights into mechanisms of catalysis and regulation. | 2008-03-14 |
|
| Carglumic acid: an additional therapy in the treatment of organic acidurias with hyperammonemia? | 2008-01-30 |
|
| 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 |
|
| Structural basis for the regulation of N-acetylglutamate kinase by PII in Arabidopsis thaliana. | 2007-12-07 |
|
| Cadmium triggers an integrated reprogramming of the metabolism of Synechocystis PCC6803, under the control of the Slr1738 regulator. | 2007-10-02 |
|
| Continuous spectrophotometric assays for three regulatory enzymes of the arginine biosynthetic pathway. | 2007-09-15 |
|
| Phylogenomic analysis of natural selection pressure in Streptococcus genomes. | 2007-08-30 |
|
| A novel bifunctional N-acetylglutamate synthase-kinase from Xanthomonas campestris that is closely related to mammalian N-acetylglutamate synthase. | 2007-04-10 |
|
| Crystal structure of Arabidopsis PII reveals novel structural elements unique to plants. | 2007-02-13 |
|
| Functional characterization of acetylglutamate synthase and phosphoribosylamine-glycine ligase genes in Gibberella zeae. | 2007-02 |
|
| Expression, crystallization and preliminary crystallographic studies of a novel bifunctional N-acetylglutamate synthase/kinase from Xanthomonas campestris homologous to vertebrate N-acetylglutamate synthase. | 2006-12-01 |
|
| Mapping active site residues in glutamate-5-kinase. The substrate glutamate and the feed-back inhibitor proline bind at overlapping sites. | 2006-11-13 |
|
| A metabonomics study of the hepatotoxicants galactosamine, methylene dianiline and clofibrate in rats. | 2006-09 |
|
| Tight binding inhibitors of N-acyl amino sugar and N-acyl amino acid deacetylases. | 2006-04-05 |
|
| The regulatory PII protein controls arginine biosynthesis in Arabidopsis. | 2006-04-03 |
|
| Changes in flagellin glycosylation affect Campylobacter autoagglutination and virulence. | 2006-04 |
|
| Agmatine stimulates hepatic fatty acid oxidation: a possible mechanism for up-regulation of ureagenesis. | 2006-03-31 |
|
| The PII signal transduction protein of Arabidopsis thaliana forms an arginine-regulated complex with plastid N-acetyl glutamate kinase. | 2006-03-03 |
|
| Biochemical properties of recombinant human and mouse N-acetylglutamate synthase. | 2006-03 |
|
| 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. | 2006-02-24 |
|
| Stationary phase expression of the arginine biosynthetic operon argCBH in Escherichia coli. | 2006-02-22 |
|
| [Cloning, sequence analysis and expression of N-acetylglutamate kinase gene in Corynebacterium crenatum]. | 2006-02 |
|
| 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. | 2006-01-12 |
|
| 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. | 2006-01 |
|
| 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. | 2005-12-01 |
|
| Harnessing natural diversity to probe metabolic pathways. | 2005-12 |
|
| 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. | 2005-11 |
|
| Purification and characterization of glutamate N-acetyltransferase involved in citrulline accumulation in wild watermelon. | 2005-10 |
|
| The crystal structure of Pyrococcus furiosus UMP kinase provides insight into catalysis and regulation in microbial pyrimidine nucleotide biosynthesis. | 2005-09-16 |
|
| Acupuncture treatment for 15 cases of post-traumatic coma. | 2005-09 |
|
| N-acetyl glutamate kinase from Daucus carota suspension cultures: embryogenic expression profile, purification and characterization. | 2005-09 |
|
| Efficient complexation of N-acetyl amino acid carboxylates in water by an artificial receptor: unexpected cooperativity in the binding of glutamate but not aspartate. | 2005-08-03 |
|
| The dogfish shark (Squalus acanthias) increases both hepatic and extrahepatic ornithine urea cycle enzyme activities for nitrogen conservation after feeding. | 2005-08-01 |
|
| Genes, enzymes and regulation of arginine biosynthesis in plants. | 2005-08 |
|
| Identification of novel mutations of the human N-acetylglutamate synthase gene and their functional investigation by expression studies. | 2005-04-15 |
|
| Role of N-acetylglutamate turnover in urea synthesis of rats given proteins of different quality. | 2005-04 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:30:16 GMT 2025
by
admin
on
Mon Mar 31 20:30:16 GMT 2025
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| Record UNII |
MA61H539YZ
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| Record Status |
Validated (UNII)
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| Record Version |
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70914
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2001205
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DB04075
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N-ACETYLGLUTAMIC ACID
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17533
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MA61H539YZ
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DTXSID3046534
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1188-37-0
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214-708-4
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MA61H539YZ
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