Deoxycytidine triphosphate

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Deoxycytidine triphosphate
Skeletal formula of deoxycytidine triphosphate
Space-filling model of the deoxycytidine triphosphate molecule as an anion (4- charge)
Identifiers
2056-98-6 YesY
ChemSpider 58601 N
Jmol 3D model Interactive image
PubChem 65091
  • InChI=1S/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 N
    Key: RGWHQCVHVJXOKC-SHYZEUOFSA-N N
  • InChI=1/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
    Key: RGWHQCVHVJXOKC-SHYZEUOFBW
  • C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)CO[P@@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)O
Properties
C9H16N3O13P3
Molar mass 467.156923
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Deoxycytidine triphosphate (dCTP) is a nucleoside triphosphate that contains the pyrimidine base cytosine. The triphosphate group contains high-energy phosphoanhydride bonds, which liberate energy when hydrolized.

DNA polymerase enzymes use this energy to incorporate deoxycytidine into a newly synthesized strand of DNA. A chemical equation can be written that represents the process:

(DNA)n + dCTP ↔ (DNA)n-C + PPi

That is, dCTP has the PPi (pyrophosphate) cleaved off and the dCMP is incorporated into the DNA strand at the 3' end. Subsequent hydrolysis of the PPi drives the equilibrium of the reaction toward the right side, i.e. incorporation of the nucleotide in the growing DNA chain.

Like other nucleoside triphosphates, manufacturers recommend that dCTP be stored in aqueous solution at -20 °C.[1]

See also

References


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