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287891

Sigma-Aldrich

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

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

Synonym(s):

5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole, 5,6-Dichlorobenzimidazole Riboside, DRB, Casein Kinase II Inhibitor VII

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About This Item

Empirical Formula (Hill Notation):
C12H12Cl2N2O4
CAS Number:
Molecular Weight:
319.14
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥98% (TLC)

form

solid

potency

6 μM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

DMSO: 3 mg/mL
ethanol: 3 mg/mL

shipped in

ambient

storage temp.

10-30°C

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

InChI key

XHSQDZXAVJRBMX-DDHJBXDOSA-N

General description

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.

Biochem/physiol Actions

Cell permeable: no
Primary Target
casein kinase II
Product competes with ATP.
Reversible: no

Warning

Toxicity: Standard Handling (A)

Preparation Note

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

Reconstitution

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.

Other Notes

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.

Legal Information

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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