691400

Zebularine

A cell-permeable chemically stable cytidine analog that displays antitumor properties.

• Synonym(s): Zebularine, 1-(β-D-Ribofuranosyl)-1,2-dihydropyrimidin-2-one, 2-Pyrimidone-1-β-D-riboside
• Empirical Formula (Hill Notation): C₉H₁₂N₂O₅
• CAS Number: 3690-10-6
• Molecular Weight: 228.20
• MDL number: MFCD04973699
• UNSPSC Code: 12352200
• NACRES: NA.32

Properties

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: off-white
• solubility: DMSO: 5 mg/mL; methanol: 5 mg/mL
• shipped in: wet ice
• storage temp.: 2-8°C
• InChI: 1S/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2
• InChI key: RPQZTTQVRYEKCR-UHFFFAOYSA-N

Description

General description

A cell-permeable chemically stable cytidine analog that displays antitumor properties. Acts as transition state analog inhibitor of cytidine deaminase by binding at the active site as covalent hydrates. Also shown to inhibit DNA methylation and tumor growth both in vitro and in vivo.

A chemically stable, cytidine analog that displays anti-tumor properties. Acts as a transition state analog inhibitor of cytidine deaminase by binding to the active size as covalent hydrates. Also shown to inhibit DNA methylation and tumor growth both in vitro and in vivo.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Cytidine deaminase

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Preparation Note

Slight warming may be required to achieve complete solubilization.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.





From Catalog:

Desc. Field- added "cell-permeable"

Other Notes

Cheng, J.C., et al. 2004. Cancer Cell6, 151.
Cheng, J.C., et al. 2003. J. Natl. Cancer Inst.95, 399.
Zhou, L., et al. 2002. J. Mol. Biol.321, 591.
Barchi, J.J., Jr., et al. 1992. J. Org. Chem.57, 536.
Frick, L., et al. 1989. Biochemistry28, 9423.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable