Bisindolylmaleimide I

Cayman Chemical Item Number 13298

BIM I; GF 109203X; Gö 6850 (CAS 133052-90-1)

Bisindolylmaleimide I (CAS 133052-90-1)

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Description

Bisindolylmaleimide I (BIM I) is a highly selective, cell-permeable, and reversible protein kinase C (PKC) inhibitor (Ki = 14 nM) that is structurally similar to the poorly selective PKC inhibitor staurosporine.1 It acts as a competitive inhibitor for the ATP binding site of PKC and shows high selectivity for PKCα-, β1-, β2-, γ-, δ-, and ε-isozymes.1 BIM I directly inhibits GSK3 in primary adipocyte lysates (IC50 = 360 nM) and in GSK3β immunoprecipitates derived from rat epididymal adipocytes (IC50 = 170 nM).2 This compound also competitively antagonizes the 5-HT3 receptor with a Ki value of 61 nM.3

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

2 Hers, I., Tavaré, J.M., and Denton, R.M. The protein kinase C inhibitors bisindolylmaleimide I (GF 109203x) and IX (Ro 31-8220) are potent inhibitors of glycogen synthase kinase-3 activity. FEBS Lett 460 433-436 (1999).

3 Coultrap, S.J., Sun, H., Tenner, T.E., et al. Competitive antagonism of the mouse 5-hydroxytryptamine receptor by bisindolylmaleimide I, a “selective” protein kinase C inhibitor. J Pharmacol Exp Ther 290(1) 76-82 (1999).

Synonyms
  • BIM I
  • GF 109203X
  • Gö 6850
Formal Name 3-​[1-​[3-​(dimethylamino)propyl]-​1H-​indol-​3-​yl]-​4-​(1H-​indol-​3-​yl)-​1H-​pyrrole-​2,​5-​dione
CAS Number 133052-90-1
Molecular Formula C25H24N4O2
Formula Weight 412.5
Formulation A crystalline solid
Purity ≥95%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CN(C)​CCCn1cc(C2=C(C(=O)​NC2=O)​c2c[nH]​c3ccccc23)​c2ccccc12
InCHI Code
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​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
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QMGUOJYZJKLOLH-UHFFFAOYSA-N

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Bisindolylmaleimide I is available in the following screening library:

Size Price Quantity Subtotal
5 mg $69.00 $0.00
10 mg $131.00 $0.00
25 mg $311.00 $0.00
50 mg $552.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-18. Prices are subject to change without notice.

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