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
Identifiers
CAS Number	800-73-7 ;
3D model (JSmol)	Interactive image;
ChemSpider	132961 ;
MeSH	deoxycytidine+diphosphate
PubChem CID	3972;
UNII	M07S1BKN37 ;
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 Key: FTDHDKPUHBLBTL-SHYZEUOFSA-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	387.177
	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

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.^[1]

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.^[2] Additionally, ribonucleoside-diphosphate reductase is capable of binding and catalyzing both the formation of deoxyribonucleotides from ribonucleotide.^[3]

References

^ MeSH term, accessed Dec. 31, 2012
^ Kandeel, Mahmoud; Al-Taher, Abdulla (2020-11-01). "Metabolic drug targets of the cytosine metabolism pathways in the dromedary camel (Camelus dromedarius) and blood parasite Trypanosoma evansi". Tropical Animal Health and Production. 52 (6): 3337–3358. doi:10.1007/s11250-020-02366-8. ISSN 1573-7438. PMID 32926292. S2CID 221722974.
^ Torrents, Eduard (2014). "Ribonucleotide reductases: essential enzymes for bacterial life". Frontiers in Cellular and Infection Microbiology. 4: 52. doi:10.3389/fcimb.2014.00052. ISSN 2235-2988. PMC 4009431. PMID 24809024.

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..

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[1] MeSH term, accessed Dec. 31, 2012

[2] Kandeel, Mahmoud; Al-Taher, Abdulla (2020-11-01). "Metabolic drug targets of the cytosine metabolism pathways in the dromedary camel (Camelus dromedarius) and blood parasite Trypanosoma evansi". Tropical Animal Health and Production. 52 (6): 3337–3358. doi:10.1007/s11250-020-02366-8. ISSN 1573-7438. PMID 32926292. S2CID 221722974.

[3] Torrents, Eduard (2014). "Ribonucleotide reductases: essential enzymes for bacterial life". Frontiers in Cellular and Infection Microbiology. 4: 52. doi:10.3389/fcimb.2014.00052. ISSN 2235-2988. PMC 4009431. PMID 24809024.

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Deoxycytidine diphosphate

Synthesis of Cytidine Nucleotides

See also

References

Further reading