Product overview

Name Zebularine
Alternative names 1-(β-D-Ribofuranosyl)-1,2-dihydropyrimidin-2-one; 2-Pyrimidone-1-β-D-riboside; NSC 309132; Zeb
Purity >99%
Description DNA methyltransferase inhibitor. Induces cardiomyocyte differentiation in MSCs.
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Biological Data

Biological description DNA methyltransferase inhibitor. Stabilises p53 in colorectal cancer cells and causes p53-dependent ER stress and autophagy. Also inhibits cytidine deaminase and influences embryonic stem cell differentiation. Shows anti-proliferative and anti-cancer actions.

Solubility & Handling

Storage instructions room temperature (desiccate)
Solubility overview Soluble in water (100mM) or DMSO (100mM)
Important This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use.

Calculators

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Dilution

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Chemical Data

Purity >99%
Chemical name 1-β-D-Ribofuranosyl-2(1H)-pyrimidino ne
Molecular Weight 228.2
Chemical structure Zebularine  [3690-10-6] Chemical Structure
Molecular Formula C9H12N2O5
CAS Number 3690-10-6
PubChem identifier 100016
SMILES O[C@@H]1[C@@H](CO)O[C@@H](N2C(N=CC=C2)=O)[C@@H]1O
InChiKey RPQZTTQVRYEKCR-WCTZXXKLSA-N

References for Zebularine

References are publications that support the biological activity of the product
  • Zebularine inhibits tumorigenesis and stemness of colorectal cancer via p53-dependent endoplasmic reticulum stress.

    Yang PM et al (2013) Sci Rep 3 : 3219
  • Zebularine regulates early stages of mESC differentiation: effect on cardiac commitment.

    Horrillo A et al (2013) Cell Death Dis 4 : e570.
  • Potent inhibitors for the deamination of cytosine arabinoside and 5-aza-2'-deoxycytidine by human cytidine deaminase.

    Lalibertã? J et al (1992) Cancer Chemother Pharmacol 30(1) : 7-11.

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