N-Acetylglutamic acid

N-Acetylglutamic acid
IUPAC name 2-Acetamidopentanedioic acid
Other names Acetylglutamic acid[citation needed]
Identifiers
Abbreviations	N-Acetyl-Glu[citation needed] NAcGlu[citation needed] Ac-Glu-OH[citation needed]
CAS number	5817-08-3 Y, 19146-55-5 R Y, 1188-37-0 S Y
PubChem	185, 1560015 R, 70914 S
ChemSpider	180 Y, 1272049 R Y, 64077 S Y
EC number	227-388-6
DrugBank	DB04075
KEGG	C00624 Y
MeSH	N-acetylglutamate
ChEBI	CHEBI:17533 Y
RTECS number	LZ9725000 S
Beilstein Reference	1727473 S
3DMet	B00147
Jmol-3D images	Image 1 Image 2
SMILES Cc(:[o]):[nH]C(CCc(:[o]):[oH])c([OH]):[o] CC(=O)NC(CCC(O)=O)C(O)=O
InChI 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) Y Key: RFMMMVDNIPUKGG-UHFFFAOYSA-N Y
Properties
Molecular formula	C7H11NO5
Molar mass	189.17 g mol−1
Appearance	White cystals
Density	1 g mL−1
Melting point	191-194 °C, 464-467 K, 376-381 °F
Solubility in water	36 g L−1
Hazards
LD50	>7 g kg−1(oral, rat)
Related compounds
Related alkanoic acids	N-Acetylaspartic acid Aceglutamide Citrulline Pivagabine
Related compounds	Bromisoval Carbromal
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

N-Acetylglutamic acid (abbreviated NAcGlu) is biosynthesized from glutamic acid and acetyl-CoA by the enzyme N-acetylglutamate synthase. Arginine is the activator for this reaction.

The reverse reaction, hydrolysis of the acetyl group, is catalyzed by a specific hydrolase.

NAcGlu activates carbamoyl phosphate synthetase in the urea cycle.

See also

• Glutamate
• Glutamic acid

External links

• Diagram at biochemj.org