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词条 Carbamoyl phosphate
释义

  1. Production

  2. See also

  3. References

{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 450609788
| ImageFile = Carbamoylphosphat deprotoniert.svg
| ImageSize = 150px
| ImageName = Structural formula
| ImageFile1 = Carbamoyl-phosphate-dianion-3D-balls.png
| ImageSize1 = 160px
| ImageName1 = Ball-and-stick model
| IUPACName = (Carbamoyloxy)phosphonic acid
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 590-55-6
| PubChem = 278
| SMILES = C(=O)(N)OP(=O)(O)O
| MeSHName = Carbamoyl+phosphate
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 17672
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 369105
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 272
| KEGG_Ref = {{keggcite|changed|kegg}}
| KEGG = C00169
| InChI = 1S/CH4NO5P/c2-1(3)7-8(4,5)6/h(H2,2,3)(H2,4,5,6)
| InChIKey = FFQKYPRQEYGKAF-UHFFFAOYSA-N
|Section2={{Chembox Properties
| Formula = CH2NO5P2−
| MolarMass = 141.020 g/mol
| Appearance =
| Density =
| MeltingPt =
| BoilingPt =
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}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. Its enzymatic counterpart, carbamoyl phosphate synthetase I (CPS I), interacts with a class of molecules called sirtuins, NAD dependent protein deacetylases, and ATP to form carbamoyl phosphate. CP then enters the urea cycle in which it reacts with ornithine (a process catalyzed by the enzyme ornithine transcarbamylase) to form citrulline. A defect in the CPS I enzyme, and a subsequent deficiency in the production of carbamoyl phosphate has been linked to hyper-ammonemia in humans.[1]

Production

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

  • {{chem|HCO|3|−}} + ATP → ADP + {{chem|HO–C(O)–OPO|3|2−}} (carboxyl phosphate)
  • {{chem|HO–C(O)–OPO|3|2−}} + NH3 + OH → {{chem|HPO|4|2−}} + O–C(O)NH2 + H2O
  • O–C(O)NH2 + ATP → ADP + {{chem|H|2|NC(O)OPO|3|2−}}

See also

  • Ornithine transcarbamylase
  • Citrulline
  • Urea Cycle

References

1. ^{{Cite journal|date=2009-05-01|title=SIRT5 Deacetylates Carbamoyl Phosphate Synthetase 1 and Regulates the Urea Cycle|url=https://www.sciencedirect.com/science/article/pii/S0092867409002025|journal=Cell|language=en|volume=137|issue=3|pages=560–570|doi=10.1016/j.cell.2009.02.026|issn=0092-8674|pmc=2698666}}
  • {{cite book | last1= Nelson|first1= David L. |first2=Michael M. |last2=Cox | title= Lehninger Principles of Biochemistry fourth edition | publisher=W. H. Freeman and company|location= New York|isbn=978-0716743392}}
  • "SIRT5 Deacetylates Carbamoyl Phosphate Synthetase 1 and Regulates the Urea Cycle". Cell. 137 (3): 560-570. 2009-05-01. doi:10.1016/j.cell.2009.02.026. ISSN 0092-8674.
{{Nucleotide metabolism intermediates}}{{Urea cycle}}

4 : Organophosphates|Carbamates|Acid anhydrides|Urea cycle

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