Carbamoyl phosphate

Carbamoyl phosphate

Names
IUPAC name (Carbamoyloxy)phosphonic acid
Identifiers
CAS Registry Number	590-55-6 Y
ChEBI	CHEBI:17672 N
ChEMBL	ChEMBL369105 N
ChemSpider	272 N
InChI InChI=1S/CH4NO5P/c2-1(3)7-8(4,5)6/h(H2,2,3)(H2,4,5,6) Key: FFQKYPRQEYGKAF-UHFFFAOYSA-N
Jmol-3D images	Image
KEGG	C00169 N
MeSH	Carbamoyl+phosphate
PubChem	278
SMILES C(=O)(N)OP(=O)(O)O
Properties
Chemical formula	CH2NO5P2−
Molar mass	141.020 g/mol
	Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
Infobox references

Carbamoyl phosphate is an anion of biochemical significance. In land-dwelling animals, it is an intermediary metabolite in nitrogen disposal through the urea cycle and the synthesis of pyrimidines.

Production

It is produced from bicarbonate, ammonia (derived from glutamine), and phosphate (from ATP). The synthesis is catalysed by the enzyme carbamoyl phosphate synthetase, as follows:

• HCO₃⁻ + ATP → ADP + HO–C(O)–OPO₃²⁻ (carboxyl phosphate)
• HO–C(O)–OPO₃²⁻ + NH₃ + OH⁻ → HPO₄²⁻ + ⁻O–C(O)NH₂ + H₂O
• ⁻O–C(O)NH₂ + ATP → ADP + H₂NC(O)OPO₃²⁻

See also

• Ornithine transcarbamylase

References

• Nelson, David L. and Michael M. Cox. Lehninger Principles of Biochemistry fourth edition. W. H. Freeman and company New York. 

Urea cycle Metabolic Pathway
L-citrulline Carbamoyl phosphate L-ornithine Pi L-aspartate Urea + ATP PPi + AMP H2O L-argininosuccinate Fumarate L-arginine
Index of inborn errors of metabolism Description Metabolism Enzymes and pathways: citric acid cycle enzymes pentose phosphate intermediates glycoproteins enzymes glycosaminoglycans proteoglycan enzymes phospholipid metabolism cholesterol and steroid intermediates sphingolipids enzymes eicosanoids enzymes amino acid intermediates urea cycle enzymes nucleotide intermediates Disorders Citric acid cycle and electron transport chain Glycoprotein Proteoglycan Fatty-acid Phospholipid Cholesterol and steroid Eicosanoid Amino acid Purine-pyrimidine Heme metabolism Symptoms and signs Treatment Drugs other