Deoxycytidine diphosphate

Deoxycytidine diphosphate

Names
IUPAC name 2′-Deoxycytidine 5′-(trihydrogen diphosphate)
Systematic IUPAC name [(2R,3S,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxyoxolan-2-yl]methyl trihydrogen diphosphate
Other names 2'-Deoxycytidine diphosphate
Identifiers
CAS Number	800-73-7 Y
3D model (JSmol)	Interactive image
ChemSpider	132961 N
MeSH	deoxycytidine+diphosphate
PubChem CID	150855
UNII	M07S1BKN37 Y
CompTox Dashboard (EPA)	DTXSID301027111
InChI InChI=1S/C9H15N3O10P2/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(21-8)4-20-24(18,19)22-23(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 N Key: FTDHDKPUHBLBTL-SHYZEUOFSA-N N InChI=1/C9H15N3O10P2/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(21-8)4-20-24(18,19)22-23(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 Key: FTDHDKPUHBLBTL-SHYZEUOFBT
SMILES O=P(O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N/1C(=O)/N=C(/N)\C=C\1)C[C@@H]2O
Properties
Chemical formula	C9H15N3O10P2
Molar mass	387.178 g·mol−1
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

Deoxycytidine diphosphate is a nucleoside diphosphate. It is related to the common nucleic acid CTP, or cytidine triphosphate, with the -OH (hydroxyl) group on the 2' carbon on the nucleotide's pentose removed (hence the deoxy- part of the name), and with one fewer phosphoryl group than CTP .

2'-Deoxycytidine diphosphate is abbreviated as dCDP.

Synthesis of cytidine nucleotides

Deoxycytidine diphosphate is synthesized through the oxidation-reduction reaction of cytidine 5'-diphosphocholine which is catalyzed by the presence of ribonucleoside-diphosphate reductase. Additionally, ribonucleoside-diphosphate reductase is capable of binding and catalyzing both the formation of deoxyribonucleotides from ribonucleotide.

See also

• DNA
• Cofactor
• Cytosine

Further reading

• Kennedy, Eugene P.; Louise Fencil Borkenhagen; Sylvia Wagner Smith (1959). "Possible Metabolic Functions of Deoxycytidine Diphosphate Choline and Deoxycytidine Diphosphate Ethanolamine". Journal of Biological Chemistry. 234 (8): 1998–2000. doi:10.1016/S0021-9258(18)69855-2. PMID 13673002.
• Reichard, Peter (1962). "Enzymatic Synthesis of Deoxyribonucleotides: I. FORMATION OF DEOXYCYTIDINE DIPHOSPHATE FROM CYTIDINE DIPHOSPHATE WITH ENZYMES FROM ESCHERICHIA COLI". Journal of Biological Chemistry. 237: 3513–3519. doi:10.1016/S0021-9258(19)70849-7. PMID 13973714..