Deoxycytidine diphosphate

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Deoxycytidine diphosphate
Names


IUPAC name 2′-Deoxycytidine 5′-(trihydrogen diphosphate)
Systematic IUPAC name methyl trihydrogen diphosphate
Other names 2'-Deoxycytidine diphosphate
Identifiers
CAS Number	800-73-7
3D model (JSmol)	Interactive image
ChemSpider	132961
MeSH	deoxycytidine+diphosphate
PubChem CID	150855
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/s1Key: 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/s1Key: FTDHDKPUHBLBTL-SHYZEUOFBT
SMILES O=P(O)(O)OP(=O)(O)OC2O(N/1C(=O)/N=C(/N)\C=C\1)C2O
Properties
Chemical formula	C₉H₁₅N₃O₁₀P₂
Molar mass	387.178 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

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.

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..

Nucleic acid constituents

Nucleobase

Nucleoside

Ribonucleoside	Adenosine Guanosine 5-Methyluridine Uridine 5-Methylcytidine Cytidine Pseudouridine Inosine N-Methyladenosine Xanthosine Wybutosine
Deoxyribonucleoside	Deoxyadenosine Deoxyguanosine Thymidine Deoxyuridine Deoxycytidine Deoxyinosine Deoxyxanthosine

Nucleotide
(Nucleoside monophosphate)

Ribonucleotide	AMP GMP mUMP UMP CMP IMP XMP
Deoxyribonucleotide	dAMP dGMP dTMP dUMP dCMP dIMP dXMP
Cyclic nucleotide	cAMP cGMP c-di-GMP c-di-AMP cADPR cGAMP

Nucleoside diphosphate

ADP GDP mUDP UDP CDP Xanthosine diphosphate
dADP dGDP dTDP dUDP dCDP

Nucleoside triphosphate

ATP GTP mUTP UTP CTP ITP XTP
dATP dGTP dTTP dUTP dCTP dITP dXTP

Categories:

Misplaced Pages

Synthesis of cytidine nucleotides

See also

References

Further reading