N-Acetylglutamic acid

N-Acetylglutamic acid
IUPAC name 2-Acetamidopentanedioic acid
Other names Acetylglutamic acid N-Acetylglutamic acid
Identifiers
Abbreviations	N-Acetyl-Glu NAcGlu Ac-Glu-OH
CAS number	5817-08-3 Y, 1188-37-0 (2S), 19146-55-5 (2R)
PubChem	185, 70914 (2S), 1560015 (2R)
ChemSpider	180 Y, 64077 (2S) Y, 1272049 (2R) Y
EC number	227-388-6
DrugBank	DB04075
KEGG	C00624 Y
MeSH	N-acetylglutamate
ChEBI	CHEBI:17533 Y
3DMet	B00147
Jmol-3D images	Image 1 Image 2
SMILES CC(=O)NC(CCC(O)=O)C(O)=O O=C(NC(C(=O)O)CCC(=O)O)C
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
Density	1 g/cm3
Melting point	191 - 194 °C
Solubility in water	36 g/l
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

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