Cytidine diphosphate

Last updated
Cytidine diphosphate
Cytidindiphosphat protoniert.svg
Cytidine diphosphate anion 3D spacefill.png
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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.507 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 200-557-1
KEGG
PubChem CID
UNII
  • 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 Yes check.svgY
    Key: ZWIADYZPOWUWEW-XVFCMESISA-N Yes check.svgY
  • 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
  • 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
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).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

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

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.
This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.