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Deoxycytidine triphosphate

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.

Deoxycytidine triphosphate
Names
IUPAC name
2′-Deoxycytidine 5′-(tetrahydrogen triphosphate)
Systematic IUPAC name
O1-{[(2R,3S,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxyoxolan-2-yl]methyl} tetrahydrogen triphosphate
Identifiers
  • 2056-98-6 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:16311
ChemSpider
  • 58601 N
ECHA InfoCard 100.016.504
  • 65091
  • DTXSID50908042
  • 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 467.156 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

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 Edit

References Edit

  1. ^ "Definitive Guide to dNTPs" (PDF). Retrieved July 29, 2017.

External links Edit

  • Definitive Guide to dNTPs

deoxycytidine, triphosphate, this, article, needs, additional, citations, verification, please, help, improve, this, article, adding, citations, reliable, sources, unsourced, material, challenged, removed, find, sources, news, newspapers, books, scholar, jstor. This article needs additional citations for verification Please help improve this article by adding citations to reliable sources Unsourced material may be challenged and removed Find sources Deoxycytidine triphosphate news newspapers books scholar JSTOR September 2014 Learn how and when to remove this template message 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 Deoxycytidine triphosphate NamesIUPAC name 2 Deoxycytidine 5 tetrahydrogen triphosphate Systematic IUPAC name O1 2R 3S 5R 5 4 Amino 2 oxopyrimidin 1 2H yl 3 hydroxyoxolan 2 yl methyl tetrahydrogen triphosphateIdentifiersCAS Number 2056 98 6 Y3D model JSmol Interactive imageChEBI CHEBI 16311ChemSpider 58601 NECHA InfoCard 100 016 504PubChem CID 65091CompTox Dashboard EPA DTXSID50908042InChI 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 NKey RGWHQCVHVJXOKC SHYZEUOFSA N NInChI 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 s1Key RGWHQCVHVJXOKC SHYZEUOFBWSMILES 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 OPropertiesChemical formula C 9H 16N 3O 13P 3Molar mass 467 156 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references 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 PPiThat 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 EditDNA replicationReferences Edit Definitive Guide to dNTPs PDF Retrieved July 29 2017 External links EditDefinitive Guide to dNTPs Retrieved from https en wikipedia org w index php title Deoxycytidine triphosphate amp oldid 1152517080, wikipedia, wiki, book, books, library,

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