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Cytidine monophosphate

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Cytidine monophosphate
Names
Other names 5'-Cytidylic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.506 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1Key: IERHLVCPSMICTF-XVFCMESISA-N
  • InChI=1/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1Key: IERHLVCPSMICTF-XVFCMESIBY
SMILES
  • c1cn(c(=O)nc1N)2(((O2)COP(=O)(O)O)O)O
Properties
Chemical formula C9H14N3O8P
Molar mass 323.20 g/mol
Acidity (pKa) 0.8, 4.5, 6.3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Cytidine monophosphate, also known as 5'-cytidylic acid or simply cytidylate, and abbreviated CMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside cytidine. CMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase cytosine; hence, a ribonucleoside monophosphate. As a substituent it takes the form of the prefix cytidylyl-.

Metabolism

CMP can be phosphorylated to Cytidine diphosphate by the enzyme CMP kinase, with Adenosine triphosphate or guanine triphosphate donating the phosphate group. Since Cytidine triphosphate is generated by amination of uridine triphosphate, the main source of CMP is from RNA being decomposed, eg. by RNAse.

Biochemistry

CMP is used to activate mannose in metabolism.


See also

References

  1. Pascal JM (2008). "DNA and RNA ligases: structural variations and shared mechanisms". Curr. Opin. Struct. Biol. 18 (1): 96–105. doi:10.1016/j.sbi.2007.12.008. PMID 18262407. {{cite journal}}: Unknown parameter |month= ignored (help)
Nucleic acid constituents
Nucleobase
Nucleoside
Ribonucleoside
Deoxyribonucleoside
Nucleotide
(Nucleoside monophosphate)
Ribonucleotide
Deoxyribonucleotide
Cyclic nucleotide
Nucleoside diphosphate
Nucleoside triphosphate


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