A PKC inhibitor
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Bisindolylmaleimide VIII (acetate)

Item No. 13333

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[1-(3-aminopropyl)-1H-indol-3-yl]-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione, acetate
CAS Number
138516-31-1
Synonyms
  • BIM VIII
  • Ro 31-7549
Molecular Formula
C24H22N4O2 • C2H4O2
Formula Weight
458.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.1 mg/ml
λmax
284, 373, 462 nm
SMILES
O=C(N1[H])C(C2=CN(C)C3=C2C=CC=C3)=C(C4=CN(CCCN)C5=C4C=CC=C5)C1=O.CC(O)=O
InChi Code
InChI=1S/C24H22N4O2.C2H4O2/c1-27-13-17(15-7-2-4-9-19(15)27)21-22(24(30)26-23(21)29)18-14-28(12-6-11-25)20-10-5-3-8-16(18)20;1-2(3)4/h2-5,7-10,13-14H,6,11-12,25H2,1H3,(H,26,29,30);1H3,(H,3,4)
InChi Key
VEOXVBTXROWDAH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $55

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    5 mg

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    Product Description

    Bisindolylmaleimide VIII (BIM VIII) is a selective protein kinase C (PKC) inhibitor (IC50 = 158 nM for rat brain PKC) that acts at the ATP binding site of PKC.1,2 This compound exhibits some degree of PKC isozyme specificity with preference for PKCα over PKCβI, PKCβII, PKCγ, or PKCε (IC50s = 53, 195, 163, 213, and 175 nM, respectively).1 At 10 µM BIM VIII does not inhibit the tyrosine phosphorylation or the activation of phospholipase C γ1.3 BIM VIII inhibits carbachol-evoked noradrenaline release from human SH-SY5Y neuroblastoma cells with an IC50 value of 600 nM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wilkinson, S.E., Parker, P.J., and Nixon, J.S. Isoenzyme specificity of bisindolylmaleimides, selective inhibitors of protein kinase C. Biochem. J. 294(Pt 2), 335-337 (1993).

    2. Zhang, C., Hirasawa, N., and Beaven, M.A. Antigen activation of mitogen-activated protein kinase in mast cells through protein kinase C-dependent and independent pathways. J. Immunol. 158(10), 4968-4975 (1997).

    3. Ozawa, K., Yamada, K., Kazanietz, M.G., et al. Different isozymes of protein kinase C mediate feedback inhibition of phospholipase C and stimulatory signals for exocytosis in rat RBL-2H3 cells. The Journal of Biological Chemisty 268(4), 2280-2283 (1993).

    4. Turner, N.A., Walker, J.H., Ball, S.G., et al. Phorbol ester-enhanced noradrenaline secretion correlates with the presence and activity of protein kinase C-α in human SH-SY5Y neuroblastoma cells. J. Neurochem. 66(6), 2381-2389 (1996).