N-Acetylglutamic acid

N-Acetylglutamic acid

Names
IUPAC name 2-Acetamidopentanedioic acid[1]
Other names Acetylglutamic acid
Identifiers
CAS Number	5817-08-3 N 19146-55-5 R N 1188-37-0 S N
3D model (Jmol)	Interactive image Interactive image
3DMet	B00147
Abbreviations	N-Acetyl-Glu NAcGlu Ac-Glu-OH
Beilstein Reference	1727473 S
ChEBI	CHEBI:17533 N
ChemSpider	180 Y 1272049 R N 64077 S N
DrugBank	DB04075 N
ECHA InfoCard	100.024.899
EC Number	227-388-6
KEGG	C00624 N
MeSH	N-acetylglutamate
PubChem	185 1560015 R 70914 S
RTECS number	LZ9725000 S
UNII	MA61H539YZ N
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 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-/m1/s1 Key: RFMMMVDNIPUKGG-RXMQYKEDSA-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 Key: RFMMMVDNIPUKGG-YFKPBYRVSA-N
SMILES Cc(:[o]):[nH]C(CCc(:[o]):[oH])c([OH]):[o] CC(=O)NC(CCC(O)=O)C(O)=O
Properties
Chemical formula	C7H11NO5
Molar mass	189.17 g·mol−1
Appearance	White crystals
Density	1 g mL−1
Melting point	191 to 194 °C (376 to 381 °F; 464 to 467 K)
Solubility in water	36 g L−1
Hazards
Lethal dose or concentration (LD, LC):
LD50 (median dose)	>7 g kg−1 (oral, rat)
Related compounds
Related alkanoic acids	N-Acetylaspartic acid Aceglutamide Citrulline Pivagabine
Related compounds	Bromisoval Carbromal
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
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

References

External links

• Diagram at biochemj.org