287891

5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole

A potent, ATP-competitive, and specific inhibitor of casein kinase II (IC₅₀ = 6 µM).

• Sinónimos: 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole, 5,6-Dichlorobenzimidazole Riboside, DRB, Casein Kinase II Inhibitor VII
• Fórmula empírica (notación de Hill): C₁₂H₁₂Cl₂N₂O₄
• Número de CAS: 53-85-0
• Peso molecular: 319.14
• Número MDL: MFCD00036785
• Código UNSPSC: 12352200
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• descripción: RTECS - DD7310000
• Ensayo: ≥98% (TLC)
• Formulario: solid
• potencia: 6 μM IC₅₀
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze
• color: white
• solubilidad: DMSO: 3 mg/mL; ethanol: 3 mg/mL
• Condiciones de envío: ambient
• temp. de almacenamiento: 10-30°C
• cadena SMILES: Clc1cc2[n](cnc2cc1Cl)[C@@H]3O[C@@H]([C@H]([C@H]3O)O)CO
• InChI: 1S/C12H12Cl2N2O4/c13-5-1-7-8(2-6(5)14)16(4-15-7)12-11(19)10(18)9(3-17)20-12/h1-2,4,9-12,17-19H,3H2/t9-,10-,11-,12-/m1/s1
• Clave InChI: XHSQDZXAVJRBMX-DDHJBXDOSA-N

Descripción

Descripción general

A potent, ATP-competitive, and specific inhibitor of casein kinase II (IC₅₀ = 6 µM). Reported to inhibit insulin-stimulated nuclear and cytosolic p70S6 kinase in CHO cells. Accentuates premature termination of transcription. Has been used to inhibit RNA polymerase II transcription which may be dependent on casein kinase II. Inhibits germinal vesicle breakdown in bovine oocytes. Induces G₁/S cell cycle arrest.

Accentuates premature termination of transcription close to the promoter. Useful for isolation of RNA sequences near promoter sites that are responsible for mRNA formation. Useful for reversible superinduction of human fibroblast cultures. Potent, ATP-competivie and specific inhibitor of casein kinase II (IC₅₀ = 6 µM). Has been used to inhibit RNA polymerase II transcription, which may be dependent on casein kinase II. Inhibits germinal vesicle breakdown in bovine oocytes.

Acciones bioquímicas o fisiológicas

Cell permeable: no

Primary Target
casein kinase II

Product competes with ATP.

Reversible: no

Advertencia

Toxicity: Standard Handling (A)

Nota de preparación

May require warming (47°C) to achieve complete dissolution.

Reconstitución

Room temperature (+20°C). Following reconstitution, aliquot and freeze (-20°C) for long term storage or refrigerate (4°C) for short term storage. Ethanol stock solutions are stable for up to 6 weeks at 4°C or for up to 3 months at -20°C.

Otras notas

Kim., S.J., and Kahn, C.R. 1997. Biochem. Biophys. Res. Commun. 234, 681.
Farin, C.E., and Yang, L. 1994. Mol. Reprod. Dev.37, 284.
Giardina, C., and Lis, J.T. 1993. J. Biol. Chem. 268, 23806.
Zandomeni, R., et al. 1986. J. Biol. Chem.261, 3414.
Mittleman, B., et al. 1983. J. Mol. Biol. 165, 461.
Zandomeni, R., et al. 1983. J. Mol. Biol. 167, 561.
Zandomeni, R., et al. 1982. Proc. Natl. Acad. Sci. USA79, 3167.
Stewart, M.W., et al. 1977. J. Gen. Virol.37, 221.

Información legal

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

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable