Argininosuccinic acid

Argininosuccinic acid is a non-proteinogenic amino acid that is an important intermediate in the urea cycle. ^[1] It is also known as argininosuccinate.^[2]

Argininosuccinic acid

Names
IUPAC name N-[{[(4S)-4-amino-4-carboxybutyl]amino}(imino)methyl]-L-aspartic acid
Identifiers
CAS Number	2387-71-5 N
3D model (JSmol)	Interactive image
ChemSpider	16059 Y
IUPHAR/BPS	5324
PubChem CID	16950
UNII	T67NZ5MU4H Y
CompTox Dashboard (EPA)	DTXSID80178574
InChI InChI=1S/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 Y Key: KDZOASGQNOPSCU-WDSKDSINSA-N Y 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 Key: KDZOASGQNOPSCU-WDSKDSINBJ
SMILES O=C(O)C[C@@H](C(=O)O)NC(=N/CCC[C@H](N)C(=O)O)/N
Properties
Chemical formula	C10H18N4O6
Molar mass	290.27312
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

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), releasing fumarate as a by-product to enter the TCA cycle. The enzyme that catalyzes the reaction is argininosuccinate synthetase.^[3][4]

Argininosuccinic acid is a precursor to fumarate in the citric acid cycle via argininosuccinate lyase.^[5]

See also

• Succinic acid