A PKC inhibitor
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Bisindolylmaleimide II

Item No. 11020

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(1H-indol-3-yl)-4-[1-[2-(1-methyl-2-pyrrolidinyl)ethyl]-1H-indol-3-yl]-1H-pyrrole-2,5-dione
CAS Number
137592-45-1
Synonyms
  • BIM II
Molecular Formula
C27H26N4O2
Formula Weight
438.5
Purity
≥97% (isomer mixture)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleEthanol: soluble
SMILES
CN1CCCC1CCN2C3=CC=CC=C3C(C4=C(C5=CNC6=C5C=CC=C6)C(NC4=O)=O)=C2
InChi Code
InChI=1S/C27H26N4O2/c1-30-13-6-7-17(30)12-14-31-16-21(19-9-3-5-11-23(19)31)25-24(26(32)29-27(25)33)20-15-28-22-10-4-2-8-18(20)22/h2-5,8-11,15-17,28H,6-7,12-14H2,1H3,(H,29,32,33)
InChi Key
LBFDERUQORUFIN-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Bisindolylmaleimide II (BIM II) is a general inhibitor of all protein kinase C (PKC) subtypes with structural similarity to the nonspecific PKC inhibitor staurosporine.1,2 At 10 μM, BIM II inhibits 98% of PKCα kinase activity.3 Additionally, it inhibits PDK1 (IC50 = 14 μM), an important kinase in the insulin signaling pathway, and PKA (IC50 = 2.94 μM).3,4 Studies of structure-activity relationships of BIM II in complex with PDK1 and PKA kinase binding domains has led to useful insights into kinase/ligand binding for the rational design of inhibitors as potential therapeutic agents.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Davis, P.D., Hill, C.H., Lawton, G., et al. Inhibitors of protein kinase C. 1.1 2,3-bisarylmaleimides. J. Med. Chem. 35(1), 177-184 (1992).

    2. Toullec, D., Pianetti, P., Coste, H., et al. The bisindolylmaleimide GF 109203X is a potent and selective inhibitor of protein kinase C. The Journal of Biological Chemisty 266(24), 15771-15781 (1991).

    3. Komander, D., Kular, G.S., Schüttelkopf, A.W., et al. Interactions of LY333531 and other bisindolyl maleimide inhibitors with PDK1. Structure 12, 215-226 (2004).

    4. Gassel, M., Breitenlechner, C.B., König, N., et al. The protein kinase C inhibitor bisindolyl maleimide 2 binds with reversed orientations to different conformations of protein kinase A. The Journal of Biological Chemisty 279(22), 23679-23690 (2004).