Carbamoyl phosphate

Carbamoyl phosphate

Names
IUPAC name (Carbamoyloxy)phosphonic acid
Identifiers
CAS Number	590-55-6
3D model (Jmol)	Interactive image
ChEBI	CHEBI:17672
ChEMBL	ChEMBL369105
ChemSpider	272
ECHA InfoCard	100.230.975
KEGG	C00169
MeSH	Carbamoyl+phosphate
PubChem	278
InChI InChI=1S/CH4NO5P/c2-1(3)7-8(4,5)6/h(H2,2,3)(H2,4,5,6) Key: FFQKYPRQEYGKAF-UHFFFAOYSA-N
SMILES C(=O)(N)OP(=O)(O)O
Properties
Chemical formula	CH2NO5P^2−
Molar mass	141.020 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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:

• HCO−
  3 + ATP → ADP + HO–C(O)–OPO2−
  3 (carboxyl phosphate)
• HO–C(O)–OPO2−
  3 + NH₃ + OH⁻ → HPO2−
  4 + ⁻O–C(O)NH₂ + H₂O
• ⁻O–C(O)NH₂ + ATP → ADP + H
  2NC(O)OPO2−
  3

See also

• Ornithine transcarbamylase

References

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