203293

Bisindolylmaleimide I

InSolution, ≥95%, protein kinase C (PKC) inhibitor

• Synonym(s): InSolution Bisindolylmaleimide I, 2-[1-(3-Dimethylaminopropyl)-1H-indol-3-yl]-3-(1H-indol-3-yl)-maleimide, Gö 6850
• Empirical Formula (Hill Notation): C₂₅H₂₄N₄O₂
• CAS Number: 133052-90-1
• Molecular Weight: 412.48
• UNSPSC Code: 12352111
• NACRES: NA.77
• MDL number: MFCD00236428
• eCl@ss: 32150917
• Assay: ≥95% (HPLC)
• Form: liquid
• Storage condition: OK to freeze, protect from light

Properties

• Quality Segment: 100
• assay: ≥95% (HPLC)
• form: liquid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: N1C(=O)C(=C(C1=O)c4c5c([nH]c4)cccc5)c2c3c([n](c2)CCCN(C)C)cccc3
• InChI: 1S/C25H24N4O2/c1-28(2)12-7-13-29-15-19(17-9-4-6-11-21(17)29)23-22(24(30)27-25(23)31)18-14-26-20-10-5-3-8-16(18)20/h3-6,8-11,14-15,26H,7,12-13H2,1-2H3,(H,27,30,31)
• InChI key: QMGUOJYZJKLOLH-UHFFFAOYSA-N

Description

General description

A highly selective cell-permeable protein kinase C (PKC) inhibitor (K_i = 10 nM) that is structurally similar to staurosporine. Acts as a competitive inhibitor for the ATP-binding site of PKC. Shows high selectivity for PKCα, βI, βII, γ, δ, and ε isozymes. May inhibit protein kinase A at a much higher concentration (K_i = 2 µM). Also inhibits telomerase A treated NPC-076 cells. A 1 mg/ml solution of Bisindolylmaleimide I (Cat. No. 203290) in anhydrous DMSO.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
PKC

Product competes with ATP.

Reversible: yes

Target K_i: 10 nM against PKC

Packaging

Packaged under inert gas

Physical form

A 1 mg/ml solution of Bisindolylmaleimide I (Cat. No. 203290) in anhydrous DMSO.

Preparation Note

Following initial thaw, aliquot and freeze (-20°C).

Other Notes

Ku, W.-C., et al. 1997. Biochem. Biophys. Res. Commun.241, 730.
Gekeler, V., et al. 1996. Br. J. Cancer74, 897.
Kiss, Z., et al. 1995. Biochim. Biophys. Acta1265, 93.
Muid, R.E., et al. 1991. FEBS Lett.293, 160.
Toullec, D., et al. 1991. J. Biol. Chem.266, 15771.

Legal Information

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

Disclaimer

Toxicity: Irritant (B)

Safety Information

• Storage Class: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point (°F): 188.6 °F - (refers to pure substance)
• Flash Point (°C): 87 °C - (refers to pure substance)