Cytidine diphosphate

Cytidine diphosphate
Names
	IUPAC name Cytidine 5′-(trihydrogen diphosphate)
	Systematic IUPAC name [(2R,3S,4R,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxyoxolan-2-yl]methyl trihydrogen diphosphate
Identifiers
CAS Number	63-38-7 ; 54394-9-0 (disodium salt) ; 34393-59-4 (trisodium salt) ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17239 ;
ChEMBL	ChEMBL425252 ;
ChemSpider	5902 ;
DrugBank	DB04555;
ECHA InfoCard	100.000.507
EC Number	200-557-1;
KEGG	C00112;
PubChem CID	290;
UNII	1ZH821MXU5 ; F8B9F7OXES (disodium salt) ; 0TZ883O8PW (trisodium salt) ;
CompTox Dashboard (EPA)	DTXSID501014481 ;
	InChI InChI=1S/C9H15N3O11P2/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 Key: ZWIADYZPOWUWEW-XVFCMESISA-N ; InChI=1/C9H15N3O11P2/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 Key: ZWIADYZPOWUWEW-XVFCMESIBF;
	SMILES O=P(O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N/1C(=O)/N=C(/N)\C=C\1)[C@H](O)[C@@H]2O;
Properties
Chemical formula	C9H15N3O11P2
Molar mass	403.176422
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Cytidine diphosphate, abbreviated CDP, is a nucleoside diphosphate. It is an ester of pyrophosphoric acid with the nucleoside cytidine. CDP consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase cytosine.

In Rhodothermus marinus, CDP-activated inositol is necessary to form the phospholipid dialkylether glycerophosphoinositide, which contains inositol phosphate and ether-linked alkyl chains.^[2]

CDP is commonly formed in the reaction dolichol + cytidine triphosphate (CTP) ⟶ dolichol-phosphate + CDP, which is prevalent in many biochemical pathways.^[3]

References

^ Pereira, Mark P.; Brown, Eric D. (2010-01-01), Holst, Otto; Brennan, Patrick J.; Itzstein, Mark von; Moran, Anthony P. (eds.), "Chapter 19 - Biosynthesis of cell wall teichoic acid polymers", Microbial Glycobiology, San Diego: Academic Press, pp. 337–350, ISBN 978-0-12-374546-0, retrieved 2021-12-08
^ Jorge, Carla D.; Borges, Nuno; Santos, Helena (July 2015). "A novel pathway for the synthesis of inositol phospholipids uses cytidine diphosphate ( CDP )-inositol as donor of the polar head group". Environmental Microbiology. 17 (7): 2492–2504. Bibcode:2015EnvMi..17.2492J. doi:10.1111/1462-2920.12734. ISSN 1462-2912.
^ PubChem. "Cytidine-5'-diphosphate". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-04-27.