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Deoxycytidine triphosphate: Difference between revisions

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Revision as of 06:54, 29 August 2011 editLuckas-bot (talk | contribs)929,662 editsm r2.7.1) (robot Adding: gl:Desoxicitidina trifosfato← Previous edit Latest revision as of 18:28, 30 April 2023 edit undoLegionMammal978 (talk | contribs)Extended confirmed users7,894 edits add semisystematic name 
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{{Unreferenced|auto=yes|date=December 2009}} {{Refimprove|date=September 2014}}
{{Expert-subject|Chemistry|date=November 2008}}
{{Chembox {{Chembox
| Verifiedfields = changed
| verifiedrevid = 417224336
| Watchedfields = changed
|ImageFile=Desoxycytidintriphosphat protoniert.svg
| verifiedrevid = 447271417
|ImageSize=
| ImageFile=Desoxycytidintriphosphat protoniert.svg
|IUPACName=
| ImageSize=240
|OtherNames=
| ImageAlt = Skeletal formula of deoxycytidine triphosphate
| ImageFile1 = Deoxycytidine triphosphate anion 3D spacefill.png
| ImageSize1 = 220
| ImageAlt1 = Space-filling model of the deoxycytidine triphosphate molecule as an anion (4- charge)
| IUPACName=2′-Deoxycytidine 5′-(tetrahydrogen triphosphate)
| SystematicName=''O''<sup>1</sup>-<nowiki/>{methyl} tetrahydrogen triphosphate
| OtherNames=
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=2056-98-6 | CASNo=2056-98-6
| PubChem=65091 | PubChem=65091
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| SMILES=C1C(C(OC1N2C=CC(=NC2=O)N) COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O
| ChemSpiderID = 58601
| ChEBI = 16311
| SMILES = C1((O1N2C=CC(=NC2=O)N)CO(=O)(O)O(=O)(O)OP(=O)(O)O)O
| 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
| InChIKey = RGWHQCVHVJXOKC-SHYZEUOFBW
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = RGWHQCVHVJXOKC-SHYZEUOFSA-N
}} }}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| C=9 | H=16 | N=3 | O=13 | P=3
| Formula=C<sub>9</sub>H<sub>16</sub>N<sub>3</sub>O<sub>13</sub>P<sub>3</sub>
| Appearance=
| MolarMass=467.156923
| Appearance= | Density=
| Density= | MeltingPt=
| MeltingPt= | BoilingPt=
| BoilingPt= | Solubility=
| Solubility=
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}
'''Deoxycytidine triphosphate''' ('''dCTP''') is a ] that is used whenever ] is synthesized, such as in the ].
e.g.:


'''Deoxycytidine triphosphate''' ('''dCTP''') is a ] that contains the ] base ]. The triphosphate group contains high-energy phosphoanhydride bonds, which liberate energy when ].
A ] can be written that represents the process:

] enzymes use this energy to incorporate ] into a newly synthesized strand of ]. A ] can be written that represents the process:


: (DNA)<sub>n</sub> + dCTP ↔ (DNA)<sub>n</sub>-C + PP<sub>i</sub> : (DNA)<sub>n</sub> + dCTP ↔ (DNA)<sub>n</sub>-C + PP<sub>i</sub>
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Subsequent hydrolysis of the PP<sub>i</sub> drives the equilibrium of the reaction toward the right side, i.e. incorporation of the nucleotide in the growing DNA chain. Subsequent hydrolysis of the PP<sub>i</sub> 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&nbsp;°C.<ref>{{cite web | url=http://www.bioline.com/media/pdf/dNTP_GBLV2.pdf | title=Definitive Guide to dNTPs | access-date=July 29, 2017}}</ref>
It is stored at -20 degrees Celsius.


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

==References==
{{Reflist}}

==External links==
*


{{Nucleobases, nucleosides, and nucleotides}} {{Nucleobases, nucleosides, and nucleotides}}
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] ]
] ]
]

]

{{Biochemistry-stub}}

]
]
]
]
]
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