Biological Activity
Orally active DNA methyltransferase inhibitor. Inhibits tumor cell proliferation (IC50 = 120 μM) and re-activates silenced genes in T24 bladder carcinoma cells. Inhibits cytidine deaminase (Ki ~ 2 μM); induces differentiation of mesenchymal stem cells into cardiomyocytes.
Compound Libraries
Zebularine is also offered as part of the Tocriscreen Epigenetics Toolbox and Tocriscreen Stem Cell Toolbox. Find out more about compound libraries available from Tocris.
Technical Data
| M. Wt | 228.2 |
| Formula | C9H12N2O5 |
| Storage | Desiccate at RT |
| Purity | ≥99% (HPLC) |
| CAS Number | 3690-10-6 |
| PubChem ID | 100016 |
| InChI Key | RPQZTTQVRYEKCR-WCTZXXKLSA-N |
| Smiles | O[C@@H]1[C@@H](CO)O[C@@H](N2C(N=CC=C2)=O)[C@@H]1O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 22.82 | 100 | |
| water | 22.82 | 100 |
Preparing Stock Solutions
The following data is based on the product molecular weight 228.2. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 4.38 mL | 21.91 mL | 43.82 mL |
| 5 mM | 0.88 mL | 4.38 mL | 8.76 mL |
| 10 mM | 0.44 mL | 2.19 mL | 4.38 mL |
| 50 mM | 0.09 mL | 0.44 mL | 0.88 mL |
Molarity Calculator
Reconstitution Calculator
Dilution Calculator
Product Datasheets
References
References are publications that support the products' biological activity.
Laliberte et al (1992) Potent inhibitors for the deamination of cytosine arabinoside and 5-aza-2'-deoxycytidine by human cytidine deaminase. Cancer Chemother.Pharmacol. 30 7 PMID: 1375134
Ben-Kasus et al (2005) Metabolic activation of zebularine, a novel DNA methylation inhibitor, in human bladder carcinoma cells. Biochem.Pharmacol. 70 121 PMID: 15885659
Naeem et al (2012) DNA methylation inhibitors, 5-azacytidine and zebularine potentiate the trans-differentiation of rat bone marrow mesenchymal stem cells into cardiomyocytes. Cardiovasc.Ther. [Epub ahead of print] PMID:
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