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Key Documents

691400

Sigma-Aldrich

Zebularine

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

Sinónimos:

Zebularine, 1-(β-D-Ribofuranosyl)-1,2-dihydropyrimidin-2-one, 2-Pyrimidone-1-β-D-riboside

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About This Item

Fórmula empírica (notación de Hill):
C9H12N2O5
Número de CAS:
Peso molecular:
228.20
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.32

Quality Level

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

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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