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^Y 54394-9-0 (disodium salt)^Y 34393-59-4 (trisodium salt)^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17239^Y
ChEMBL	ChEMBL425252^Y
ChemSpider	5902^Y
DrugBank	DB04555
ECHA InfoCard	100.000.507
EC Number	200-557-1
KEGG	C00112
PubChem CID	290
UNII	1ZH821MXU5^Y F8B9F7OXES (disodium salt)^Y 0TZ883O8PW (trisodium salt)^Y
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^Y Key: ZWIADYZPOWUWEW-XVFCMESISA-N^Y 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). N verify (what is ^YN ?) 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 Bacillus subtilis and Staphylococcus aureus, CDP-activated glycerol and ribitol are necessary to build wall teichoic acid.^[1]

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]

See also

• Nucleoside
• Nucleotide
• DNA
• RNA
• Oligonucleotide

References

1. 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
2. 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.
3. PubChem. "Cytidine-5'-diphosphate". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-04-27.