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D4635

Sigma-Aldrich

2′-Deoxycytidine 5′-triphosphate disodium salt

≥95%

Synonym(s):

dCTP-Na2

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About This Item

Empirical Formula (Hill Notation):
C9H14N3Na2O13P3
CAS Number:
102783-51-7
Molecular Weight:
511.12
MDL number:
MFCD00084683
UNSPSC Code:
41106305
PubChem Substance ID:
24893889
NACRES:
NA.51

Quality Level

200

assay

≥95%

form

powder

shipped in

dry ice

storage temp.

−20°C

SMILES string

[Na+].[Na+].NC1=NC(=O)N(C=C1)[C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP([O-])(=O)OP(O)([O-])=O)O2

InChI

1S/C9H16N3O13P3.2Na/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);;/q;2*+1/p-2/t5-,6+,8+;;/m0../s1

InChI key

ABWVCNMFYVEBIB-CDNBRZBRSA-L

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General description

2′-Deoxycytidine 5′-triphosphate (dCTP) is synthesized either by de novo pathway or from the multiple phosphorylation steps of cytidine. It is deaminated to deoxyuridine monophosphate (dUMP) which is convertible to deoxythymidine triphosphate (dTTP).

Application

2′-Deoxycytidine 5′-triphosphate disodium salt has been used:
  • in polymerase chain reaction mix for the amplification of Alternaria (AM) toxin DNA
  • to spike oligonucleotide sample for capillary electrophoresis (CE) analysis
  • as a component in adenosine 5′-monophosphate (AMP) luciferase assay

2′-Deoxycytidine 5′-triphosphate disodium salt is one of the nucleoside triphosphates used for DNA polymerase driven reactions such as polymerase chain reaction, DNA sequencing and other molecular biology methods.

Biochem/physiol Actions

2′-Deoxycytidine 5′-triphosphate (dCTP) is used to synthesize DNA by DNA polymerases or reverse transcriptases. dCTP is an allosteric regulator of deoxycytidylate (dCMP) deaminase. It is used in studies of nucleotide pools, nucleotide selectivity and enzyme specificity studies, such as the preferred incorporation of dCTP by Rev1, a γ-family DNA polymerase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Paola Ferraro et al.
Nucleic acids research, 38(6), e85-e85 (2009-12-17)
Eukaryotic cells contain a delicate balance of minute amounts of the four deoxyribonucleoside triphosphates (dNTPs), sufficient only for a few minutes of DNA replication. Both a deficiency and a surplus of a single dNTP may result in increased mutation rates
Irene Lee et al.
Biochimica et biophysica acta, 1804(5), 1064-1080 (2009-09-08)
DNA is a remarkable macromolecule that functions primarily as the carrier of the genetic information of organisms ranging from viruses to bacteria to eukaryotes. The ability of DNA polymerases to efficiently and accurately replicate genetic material represents one of the
Xiaoli Xiang et al.
Analytical biochemistry, 460, 22-28 (2014-05-27)
A luciferase-based method was developed for measurement of 5'-adenylylsulfate (APS) reductase (APR), an enzyme of the reductive sulfate assimilation pathway in prokaryotes and plants. APR catalyzes the two-electron reduction of APS and forms sulfite and adenosine 5'-monophospahate (AMP). The luciferase-based
Genetics: Analysis of Genes and Genomes (2009)
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Nicander B and Reichard P
Proceedings of the National Academy of Sciences, 80(5), 1347-1351 (1983)
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