Deoxycytidine diphosphate

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| ImageFile = Desoxycytidindiphosphat protoniert.svg

| ImageAlt = Skeletal formula of deoxycytidine diphosphate as an anion (3- charge)

| ImageFile1 = Deoxycytidine diphosphate anion 3D spacefill.png

| ImageSize1 = 210

| ImageAlt1 = Space-filling model of the deoxycytidine diphosphate molecule as an anion (3- charge)

| IUPACName=2′-Deoxycytidine 5′-(trihydrogen diphosphate)

| SystematicName=[(2R,3S,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxyoxolan-2-yl]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)OC[C@H]2O[C@@H](N/1C(=O)/N=C(/N)\C=C\1)C[C@@H]2O

| 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

| C=9 | H=15 | N=3 | O=10 | P=2

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|Section3={{Chembox Hazards

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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) 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.[https://www.nlm.nih.gov/cgi/mesh/2007/MB_cgi?mode=&index=108353 MeSH term], accessed Dec. 31, 2012

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.{{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|url-access=subscription }} Additionally, ribonucleoside-diphosphate reductase is capable of binding and catalyzing both the formation of deoxyribonucleotides from ribonucleotide.{{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 }}

See also

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}}

{{DEFAULTSORT:Deoxycytidine Diphosphate}}

Category:Nucleotides

Category:Pyrophosphate esters

Category:Pyrimidones