Zebularine

Cat. No. 2293

Zebularine C9H12N2O5 [3690-10-6]

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Alternative Name: NSC 309132

Chemical Name: 1-β-D-Ribofuranosyl-2(1H)-pyrimidinone

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.

Technical Data

M.Wt:
228.2
Formula:
C9H12N2O5
Solubility:
Soluble to 100 mM in water and to 100 mM in DMSO
Purity:
>99 %
Storage:
Desiccate at RT
CAS No:
3690-10-6

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.

Certificate of Analysis / Safety Data Sheet

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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].

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.

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.

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Citations are publications that use Tocris products. Selected citations for Zebularine include:

Soltoff and Lannon (2013) Activation of ERK1/2 by store-operated calcium entry in rat parotid acinar cells. PLoS One 8 e72881. PMID: 24009711.

Biergans et al (2012) DNA methylation mediates the discriminatory power of associative long-term memory in honeybees. PLoS One 7 e39349. PMID: 22724000.

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Keywords: Zebularine, supplier, DNA, methyltransferase, inhibitors, inhibits, Transferases, cytidine, deaminases, NSC309132, dnmt, cardiomyocyte, differentiation, mesenchymal, stem, cells, epigenetics, Tocris Bioscience, DNA Methyltransferase Inhibitor products

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