D4635

Sigma-Aldrich

2′-Deoxycytidine 5′-triphosphate disodium salt

≥95%

Synonym(s):
dCTP-Na2
Empirical Formula (Hill Notation):
C9H14N3Na2O13P3
CAS Number:
Molecular Weight:
511.12
MDL number:
PubChem Substance ID:
NACRES:
NA.51

Quality Level

assay

≥95%

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 is one of the nucleoside triphosphates used for DNA polymerase driven reactions such as polymerase chain reaction, DNA sequencing and other molecular biology methods.
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

Packaging

10 mg in glass bottle
25, 100 mg in poly bottle
1 g in poly bottle

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.

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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)
Dynamics of pyrimidine deoxynucleoside triphosphate pools in relationship to DNA synthesis in 3T6 mouse fibroblasts
Nicander B and Reichard P
Proceedings of the National Academy of Sciences, 80(5), 1347-1351 (1983)
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...
Inchul Yang et al.
Analytical biochemistry, 335(1), 150-161 (2004-11-03)
A novel approach for quantitation of DNA (oligonucleotides) with an unprecedented accuracy of approximately 1% is reported. Quantitation of DNA is commonly performed by measuring UV absorption or fluorescence from dyes intercalated into DNA. Both methods need accurate quantitation standards...

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