Zebularine

Zebularine (NSC309132; 4-Deoxyuridine) is a DNA methyltransferase inhibitor. Zebularine also inhibits cytidine deaminase with a Ki of 0.95 μM.

Product Specifications

CAS Number

[3690-10-6]

Product Name Alternative

NSC309132; 4-Deoxyuridine

UNSPSC

12352005

Hazard Statement

H315, H319, H320

Target

Autophagy; DNA Methyltransferase

Type

Reference compound

Related Pathways

Autophagy; Epigenetics

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/Zebularine.html

Purity

99.97

Solubility

DMSO : ≥ 100 mg/mL|H2O : 50 mg/mL (ultrasonic)

Smiles

OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C(N=CC=C2)=O)O1

Molecular Formula

C9H12N2O5

Molecular Weight

228.20

Precautions

H315, H319, H320

References & Citations

[1]Champion C, et al. Mechanistic insights on the inhibition of c5 DNA methyltransferases by zebularine. PLoS One. 2010 Aug 24;5 (8) :e12388.|[2]Cheng JC, et al. Inhibition of DNA methylation and reactivation of silenced genes by zebularine. J Natl Cancer Inst. 2003 Mar 5;95 (5) :399-409.|[3]Billam M, et al. Effects of a novel DNA methyltransferase inhibitor zebularine on human breast cancer cells. Breast Cancer Res Treat. 2010 Apr;120 (3) :581-92.|[4]Lemaire M, et al. Inhibition of cytidine deaminase by zebularine enhances the antineoplastic action of 5-aza-2'-deoxycytidine. Cancer Chemother Pharmacol. 2009 Feb;63 (3) :411-6.