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Merck

D3897

Sigma-Aldrich

2′-Deoxycytidine

≥99% (HPLC)

Synonim(y):

Cytosine deoxyriboside

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About This Item

Wzór empiryczny (zapis Hilla):
C9H13N3O4
Numer CAS:
Masa cząsteczkowa:
227.22
Beilstein:
87567
Numer WE:
Numer MDL:
Kod UNSPSC:
41106305
Identyfikator substancji w PubChem:
NACRES:
NA.51

pochodzenie biologiczne

synthetic (organic)

Poziom jakości

Próba

≥99% (HPLC)

Formularz

powder

rozpuszczalność

water: 50 mg/mL, clear, colorless to very faintly yellow

temp. przechowywania

−20°C

ciąg SMILES

NC1=NC(=O)N(C=C1)[C@H]2C[C@H](O)[C@@H](CO)O2

InChI

1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1

Klucz InChI

CKTSBUTUHBMZGZ-SHYZEUOFSA-N

Opis ogólny

2′-Deoxycytidine (deoxyC) is one of the deoxynucleosides containing cytosine as the nucleobase. It is found in the blood, feces, and urine.

Zastosowanie

2′-Deoxycytidine has been used:
  • as a substrate for Trypanosoma brucei cytidine deaminase (TbCDA) to measure its activity
  • as a standard in the isolation and quantification of metabolite levels in murine tumor interstitial fluid by liquid chromatography-mass spectrometry (LC–MS)
  • to study the role of autophagy in response to oncogenes and DNA replication stress

Działania biochem./fizjol.

2′-Deoxycytidine (deoxyC) forms dCTP upon phosphorylation which is used to synthesis DNA via various DNA polymerases or reverse transcriptases. DeoxyC is the substrate for deoxycytidine deaminase (EC 3.5.4.14) which converts it into 2′-deoxyuridine. DeoxyC is phosphorylated to the nucleotide dCMP by the enzyme deoxycytidine kinase (DCK). DeoxyC serves as a potential head and neck cancer marker.
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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)


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The most plausible mechanism behind active demethylation of 5-methylcytosine involves TET proteins which participate in oxidation of 5-methylcytosine to 5-hydroxymethylcytosine; the latter is further oxidized to 5-formylcytosine and 5-carboxycytosine. 5-Hydroxymethyluracil can be also generated from thymine in a TET-catalyzed process.
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