Carbamoyl phosphate

Carbamoyl phosphate

Names
IUPAC name (Carbamoyloxy)phosphonic acid
Identifiers
CAS Number	590-55-6 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17672 N
ChEMBL	ChEMBL369105 N
ChemSpider	272 N
ECHA InfoCard	100.230.975
KEGG	C00169 N
MeSH	Carbamoyl+phosphate
PubChem CID	278
CompTox Dashboard (EPA)	DTXSID70862253
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	CH2NO5P2−
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). N verify (what is YN ?) 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.