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MilliporeSigma

D3897

Sigma-Aldrich

2′-Deoxycytidine

≥99% (HPLC)

Synonym(s):

Cytosine deoxyriboside

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About This Item

Empirical Formula (Hill Notation):
C9H13N3O4
CAS Number:
Molecular Weight:
227.22
Beilstein/REAXYS Number:
87567
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

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biological source

synthetic (organic)

Quality Level

assay

≥99% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

SMILES string

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

InChI key

CKTSBUTUHBMZGZ-SHYZEUOFSA-N

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This Item
D5782D5412D7400
biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

200

assay

≥99% (HPLC)

assay

≥98% (HPLC)

assay

≥98.5%

assay

≥99%

form

powder

form

powder

form

powder

form

powder

solubility

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

solubility

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

solubility

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

solubility

water: 25 mg/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

2-8°C

General description

2′-Deoxycytidine (deoxyC) is one of the deoxynucleosides containing cytosine as the nucleobase. It is found in the blood, feces, and urine.[1]

Application

2′-Deoxycytidine has been used:
  • as a substrate for Trypanosoma brucei cytidine deaminase (TbCDA) to measure its activity[2]
  • as a standard in the isolation and quantification of metabolite levels in murine tumor interstitial fluid by liquid chromatography-mass spectrometry (LC–MS)[3]
  • to study the role of autophagy in response to oncogenes and DNA replication stress[4]

Biochem/physiol Actions

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.[1]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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