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Cytidine diphosphate information


Cytidine diphosphate
Skeletal formula of cytidine diphosphate
Space-filling model of the Cytidine diphosphate molecule as an anion (3- anion)
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 checkY
  • 54394-9-0 (disodium salt) checkY
  • 34393-59-4 (trisodium salt) checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17239 checkY
ChEMBL
  • ChEMBL425252 checkY
ChemSpider
  • 5902 checkY
DrugBank
  • DB04555
ECHA InfoCard 100.000.507 Edit this at Wikidata
EC Number
  • 200-557-1
KEGG
  • C00112
PubChem CID
  • 290
UNII
  • 1ZH821MXU5 checkY
  • F8B9F7OXES (disodium salt) checkY
  • 0TZ883O8PW (trisodium salt) checkY
CompTox Dashboard (EPA)
  • DTXSID501014481 Edit this at Wikidata
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 checkY
    Key: ZWIADYZPOWUWEW-XVFCMESISA-N checkY
  • 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).
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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]

  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.

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Cytidine diphosphate

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Cytidine diphosphate, abbreviated CDP, is a nucleoside diphosphate. It is an ester of pyrophosphoric acid with the nucleoside cytidine. CDP consists of...

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Citicoline

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Citicoline (INN), also known as cytidine diphosphate-choline (CDP-Choline) or cytidine 5'-diphosphocholine is an intermediate in the generation of phosphatidylcholine...

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Cytidine monophosphate

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to cytidine diphosphate by the enzyme CMP kinase, with adenosine triphosphate or guanosine triphosphate donating the phosphate group. Since cytidine triphosphate...

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Cytidine diphosphate glucose

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Cytidine diphosphate glucose, often abbreviated CDP-glucose, is a nucleotide-linked sugar consisting of cytidine diphosphate and glucose. CDP-glucose is...

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Phosphatidylethanolamine

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They are synthesized by the addition of cytidine diphosphate-ethanolamine to diglycerides, releasing cytidine monophosphate. S-Adenosyl methionine can...

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Nucleotide salvage

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them into cytidine monophosphate (CMP) or deoxycytidine monophosphate (dCMP). UMP/CMP kinase can phosphorylate (d)CMP into cytidine diphosphate or deoxycytidine...

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Deoxycytidine diphosphate

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Deoxycytidine diphosphate is a nucleoside diphosphate. It is related to the common nucleic acid CTP, or cytidine triphosphate, with the -OH (hydroxyl)...

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Phosphatidate cytidylyltransferase

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CDP-diacylglycerol from cytidine triphosphate and phosphatidate. CTP + phosphatidate ⇌ {\displaystyle \rightleftharpoons } diphosphate + CDP-diacylglycerol...

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Tears

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Adenosine, Cytidine, Guanosine, Inosine, S-Adenosyl-homocysteine, S-Adenosylmethionine, Uridine, and Xanthosine), Nucleotides (ADP, AMO, CMP, Cytidine diphosphate...

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CDP

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Coronary Drug Project, a trial of treatments for coronary heart disease Cytidine diphosphate, a nucleotide Centrist Democratic Party of the Philippines Congress...

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Biphosphate

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Adenosine diphosphate Deoxyadenosine diphosphate Cytidine diphosphate Deoxycytidine diphosphate Guanosine diphosphate Deoxyguanosine diphosphate Thiamine...

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Nucleotide

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triphosphates, adenosine triphosphate (ATP), guanosine triphosphate (GTP), cytidine triphosphate (CTP), and uridine triphosphate (UTP)—throughout the cell...

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Choline

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acyl-CoA forming a phosphatidic acid. It reacts with cytidine triphosphate to form cytidine diphosphate-diacylglycerol. Its hydroxyl group reacts with serine...

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Dipalmitoylphosphatidylcholine

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synthesis of phosphatidylcholine in the lung arises primarily from cytidine diphosphate-choline (CDP-choline). The transformation of CDP-choline to phosphatidylcholine...

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Phosphatidylglycerol

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phosphatidylglycerol is converted to cardiolipin by reacting with a molecule of cytidine diphosphate diglyceride in a reaction catalyzed by cardiolipin synthase. Glycerol...

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Adenosine diphosphate

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Adenosine diphosphate (ADP), also known as adenosine pyrophosphate (APP), is an important organic compound in metabolism and is essential to the flow...

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Nucleotide sugar

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GDP-β-L-Fuc. Cytidine Monophosphate: CMP-β-D-Neu5Ac; in humans, it is the only nucleotide sugar in the form of nucleotide monophosphate. Cytidine Diphosphate: CDP-D-Ribitol...

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Uridine diphosphate

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Uridine diphosphate, abbreviated UDP, is a nucleotide diphosphate. It is an ester of pyrophosphoric acid with the nucleoside uridine. UDP consists of...

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