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Merck
CN

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

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About This Item

Empirical Formula (Hill Notation):
C25H24N4O2
CAS Number:
133052-90-1
Molecular Weight:
412.48
UNSPSC Code:
12352111
NACRES:
NA.77
MDL number:
MFCD00236428

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Product Name

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

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

assay

≥95% (HPLC)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: yes
Primary Target
PKC
Product competes with ATP.
Reversible: yes
Target Ki: 10 nM against PKC

Disclaimer

Toxicity: Irritant (B)

General description

A highly selective cell-permeable protein kinase C (PKC) inhibitor (Ki = 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 (Ki = 2 µM). Also inhibits telomerase A treated NPC-076 cells. A 1 mg/ml solution of Bisindolylmaleimide I (Cat. No. 203290) in anhydrous DMSO.

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.

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).

Legal Information

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

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)

Certificates of Analysis (COA)

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