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Deoxycytidine diphosphate: Difference between revisions

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{{Unreferenced|date=October 2006}}
{{Chembox {{Chembox
| Verifiedfields = changed
|ImageFile=2'-Desoxycytidindiphosphat.svg
| Watchedfields = changed
|ImageSize=
| verifiedrevid = 447288252
|IUPACName=
| ImageFile = Desoxycytidindiphosphat protoniert.svg
|OtherNames=
| ImageAlt = Skeletal formula of deoxycytidine diphosphate as an anion (3- charge)
|Section1= {{Chembox Identifiers
| ImageFile1 = Deoxycytidine diphosphate anion 3D spacefill.png
| CASNo=800-73-7
| ImageSize1 = 210
| PubChem=3972
| ImageAlt1 = Space-filling model of the deoxycytidine diphosphate molecule as an anion (3- charge)
| SMILES=Nc1ccn(C2CC(O)C(COP(=O)(O)OP(=O)(O)O)O2)c(=O)n1
| MeSHName=deoxycytidine+diphosphate | IUPACName=2′-Deoxycytidine 5′-(trihydrogen diphosphate)
| SystematicName=methyl trihydrogen diphosphate
| OtherNames=2'-Deoxycytidine diphosphate
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=800-73-7
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = M07S1BKN37
| PubChem=150855
| MeSHName=deoxycytidine+diphosphate
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 132961
| SMILES = O=P(O)(O)OP(=O)(O)OC2O(N/1C(=O)/N=C(/N)\C=C\1)C2O
| 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
| InChIKey = FTDHDKPUHBLBTL-SHYZEUOFBT
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = FTDHDKPUHBLBTL-SHYZEUOFSA-N
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| C=9 | H=15 | N=3 | O=10 | P=2
| Formula=C<sub>9</sub>H<sub>15</sub>N<sub>3</sub>O<sub>10</sub>P<sub>2</sub>
| Appearance=
| MolarMass=387.177
| Appearance= | Density=
| Density= | MeltingPt=
| MeltingPt= | BoilingPt=
| BoilingPt= | Solubility=
| Solubility=
}} }}
|Section3= {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}


'''Deoxycytidine diphosphate''' is a derivative of the common ], ] or (CTP), in which the ] or (-OH) group on the 2nd carbon of the nucleotide's ] has been removed—hence the ''deoxy-'' part of the name. The ] of the name indicates that one of the ] groups of CTP has been removed, most likely by ]. '''Deoxycytidine diphosphate''' is a ]. It is related to the common ] CTP, or ], with the -OH (]) group on the 2' carbon on the nucleotide's ] removed (hence the deoxy- part of the name), and with one fewer ] group than CTP .


2'-Deoxycytidine diphosphate is abbreviated as ''dCDP''.<ref>, accessed Dec. 31, 2012</ref>
Deoxyguanosine diphosphate would be abbreviated dCDP.

== Synthesis of cytidine nucleotides ==
Deoxycytidine diphosphate is synthesized through the oxidation-reduction reaction of ] which is catalyzed by the presence of ].<ref>{{Cite journal |last1=Kandeel |first1=Mahmoud |last2=Al-Taher |first2=Abdulla |date=2020-11-01 |title=Metabolic drug targets of the cytosine metabolism pathways in the dromedary camel (Camelus dromedarius) and blood parasite Trypanosoma evansi |url=https://doi.org/10.1007/s11250-020-02366-8 |journal=Tropical Animal Health and Production |language=en |volume=52 |issue=6 |pages=3337–3358 |doi=10.1007/s11250-020-02366-8 |pmid=32926292 |s2cid=221722974 |issn=1573-7438}}</ref> Additionally, ribonucleoside-diphosphate reductase is capable of binding and catalyzing both the formation of deoxyribonucleotides from ribonucleotide.<ref>{{Cite journal |last=Torrents |first=Eduard |date=2014 |title=Ribonucleotide reductases: essential enzymes for bacterial life |journal=Frontiers in Cellular and Infection Microbiology |volume=4 |page=52 |doi=10.3389/fcimb.2014.00052 |pmid=24809024 |pmc=4009431 |issn=2235-2988|doi-access=free }}</ref>


==See also== ==See also==
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* ] * ]
* ] * ]

==References==
<references/>

==Further reading==
* {{cite journal|author=Kennedy, Eugene P.|author2=Louise Fencil Borkenhagen|author3=Sylvia Wagner Smith|title=Possible Metabolic Functions of Deoxycytidine Diphosphate Choline and Deoxycytidine Diphosphate Ethanolamine|journal=Journal of Biological Chemistry|year=1959|volume=234|issue=8|pages=1998–2000|doi=10.1016/S0021-9258(18)69855-2|pmid=13673002|url=http://www.jbc.org/content/234/8/1998.full.pdf+html|doi-access=free}}
* {{cite journal|author=Reichard, Peter|title=Enzymatic Synthesis of Deoxyribonucleotides: I. FORMATION OF DEOXYCYTIDINE DIPHOSPHATE FROM CYTIDINE DIPHOSPHATE WITH ENZYMES FROM ESCHERICHIA COLI|journal=Journal of Biological Chemistry|year=1962|volume=237|pages=3513–3519|doi=10.1016/S0021-9258(19)70849-7|pmid=13973714|url=http://www.jbc.org/content/237/11/3513.full.pdf+html|doi-access=free}}.


{{Nucleobases, nucleosides, and nucleotides}} {{Nucleobases, nucleosides, and nucleotides}}
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{{DEFAULTSORT:Deoxycytidine Diphosphate}} {{DEFAULTSORT:Deoxycytidine Diphosphate}}
] ]
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]

{{Biochem-stub}}

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