D3897

2′-Deoxycytidine

≥99% (HPLC)

• Synonym(s): Cytosine deoxyriboside
• Empirical Formula (Hill Notation): C₉H₁₃N₃O₄
• CAS Number: 951-77-9
• Molecular Weight: 227.22
• Beilstein: 87567
• EC Number: 213-454-1
• MDL number: MFCD00006547
• PubChem Substance ID: 24893793
• NACRES: NA.51

Properties

• Quality Level: 200
• biological source: synthetic (organic)
• 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

Description

General description

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

Application

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

Packaging

1, 5 g in poly bottle

100, 250, 500 mg in poly bottle

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.

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US),Eyeshields,Gloves