Argininosuccinic acid

An acid formed as an intermediate during the urea cycle in a reaction involving aspartic acid and adenosine triphosphate.

A compound normally formed as an intermediate in urea metabolism in the liver, but not normally present in urine.

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Argininosuccinic acid
IUPAC name	N-[{[(4S)-4-amino-4-carboxybutyl]amino}(imino)methyl]-L-aspartic acid
Identifiers
CAS number	2387-71-5
PubChem	16950
SMILES	O=C(O)C[C@@H](C(=O)O)NC(=N/CCC[C@H](N)C(=O)O)/N
InChI	1/C10H18N4O6/c11-5(8(17)18)2-1-3-13-10(12)14-6(9(19)20)4-7(15)16/h5-6H,1-4,11H2,(H,15,16)(H,17,18)(H,19,20)(H3,12,13,14)/t5-,6-/m0/s1
InChI key	KDZOASGQNOPSCU-WDSKDSINBJ
ChemSpider ID	16059
Properties
Molecular formula	C10H18N4O6
Molar mass	290.27 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Argininosuccinic acid is a chemical compound which is a basic amino acid.

Reactions

Some cells synthesize argininosuccinic acid from citrulline and aspartic acid and use it as a precursor for arginine in the urea cycle or citrulline-NO cycle. The enzyme that catalyzes the reaction is argininosuccinate synthetase.

Argininosuccinic acid is a precursor to fumarate in the citric acid cycle via argininosuccinate lyase.

See also

• Succinic acid

v • d • e Urea cycle Metabolic Pathway
L-citrulline Carbamoyl phosphate L-ornithine Pi L-aspartate Urea + ATP PPi + AMP H2O L-argininosuccinate Fumarate L-arginine see also enzymes, disorders

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