Deoxycytidine triphosphate

Deoxycytidine triphosphate

Identifiers
CAS Number	2056-98-6
3D model (Jmol)	Interactive image
ChemSpider	58601
ECHA InfoCard	100.016.504
PubChem	65091
InChI 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 Key: RGWHQCVHVJXOKC-SHYZEUOFSA-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
SMILES 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
Chemical formula	C9H16N3O13P3
Molar mass	467.156923
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 + PP_i

That is, dCTP has the PP_i (pyrophosphate) cleaved off and the dCMP is incorporated into the DNA strand at the 3' end. Subsequent hydrolysis of the PP_i 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

• DNA Replication

References

1. http://www.bioline.com/media/pdf/dNTP_GBLV2.pdf

• http://www.bioline.com/media/pdf/dNTP_GBLV2.pdf