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Escherichia coli K-12 substr. MG1655 Compound: carbamoyl-phosphate

Synonyms: carbamoyl-P, carbamyl-phosphate

Chemical Formula: CH2NO5P

Molecular Weight: 139.0 Daltons

Monoisotopic Molecular Weight: 140.9827087541 Daltons

carbamoyl-phosphate compound structure

SMILES: C(=O)(N)OP(=O)([O-])[O-]

InChI: InChI=1S/CH4NO5P/c2-1(3)7-8(4,5)6/h(H2,2,3)(H2,4,5,6)/p-2

InChIKey: InChIKey=FFQKYPRQEYGKAF-UHFFFAOYSA-L

Unification Links: CAS:590-55-6 , ChEBI:58228 , ChemSpider:2666990 , HMDB:HMDB01096 , IAF1260:34125 , KEGG:C00169 , MetaboLights:MTBLC58228 , PubChem:3423467

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -294.66

Reactions known to consume the compound:

allantoin degradation IV (anaerobic) :
ammonium + CO2 + ATP ← carbamoyl-phosphate + ADP + 2 H+

UMP biosynthesis :
L-aspartate + carbamoyl-phosphateN-carbamoyl-L-aspartate + phosphate + H+

Not in pathways:
carbamoyl-phosphate + HypE + ATP + H2O → a HypE hydrogenase maturation protein-S-carboxamide + AMP + diphosphate + phosphate

Reactions known to produce the compound:

allantoin degradation IV (anaerobic) :
oxamate + carbamoyl-phosphate ← oxalurate + phosphate

L-arginine biosynthesis I (via L-ornithine) , UMP biosynthesis :
2 ATP + L-glutamine + hydrogen carbonate + H2O → carbamoyl-phosphate + L-glutamate + 2 ADP + phosphate + 2 H+

Not in pathways:
2 ATP + hydrogen carbonate + ammonium → 2 ADP + carbamoyl-phosphate + phosphate + 2 H+

Reactions known to both consume and produce the compound:

L-arginine biosynthesis I (via L-ornithine) :
L-ornithine + carbamoyl-phosphate ↔ L-citrulline + phosphate + H+

In Reactions of unknown directionality:

Not in pathways:
carbamoyl-phosphate + ATP + H2O = O-carbamoyladenylate + diphosphate + phosphate

Enzymes inhibited by carbamoyl-phosphate, sorted by the type of inhibition, are:

Inhibitor (Mechanism unknown) of: glutamine synthetase [Woolfolk67]

This compound has been characterized as an alternative substrate of the following enzymes: phosphoglycolate phosphatase

In Growth Media: PMA phosphorus source test + carbamoyl-phosphate


References

Woolfolk67: Woolfolk CA, Stadtman ER (1967). "Regulation of glutamine synthetase. 3. Cumulative feedback inhibition of glutamine synthetase from Escherichia coli." Arch Biochem Biophys 118(3);736-55. PMID: 4860415


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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by SRI International Pathway Tools version 19.0 on Sat Apr 18, 2015, BIOCYC13A.