Cytidine monophosphate

Cytidine monophosphate
Other names 5'-Cytidylic acid
Identifiers
CAS number	63-37-6 Y
PubChem	6131
ChemSpider	5901 Y
ChEBI	CHEBI:17361 Y
ChEMBL	CHEMBL307679 Y
Jmol-3D images	Image 1
SMILES c1cn(c(=O)nc1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O
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/s1 Y Key: IERHLVCPSMICTF-XVFCMESISA-N Y 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/s1 Key: IERHLVCPSMICTF-XVFCMESIBY
Properties
Molecular formula	C9H14N3O8P
Molar mass	323.20 g/mol
Acidity (pKa)	0.8, 4.5, 6.3
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Cytidine monophosphate, also known as 5'-cytidylic acid or simply cytidylate, and abbreviated CMP, is a nucleotide that is used as a monomer in RNA.^[1] 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

• Nucleoside
• Nucleotide
• DNA
• RNA
• Oligonucleotide
• Ribonucleoside monophosphate

References

1. ^ Pascal JM (February 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. http://linkinghub.elsevier.com/retrieve/pii/S0959-440X(07)00208-4.