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B3306

Sigma-Aldrich

Bisindolylmaleimide IV

≥98% (TLC), solid

Synonym(s):

Ro 31-6233

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About This Item

Empirical Formula (Hill Notation):
C20H13N3O2
CAS Number:
119139-23-0
Molecular Weight:
327.34
MDL number:
MFCD00236432
UNSPSC Code:
12352111
PubChem Substance ID:
24891709
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

Assay

≥98% (TLC)

form

solid

color

dark red

solubility

DMSO: soluble
methanol: soluble

storage temp.

−20°C

SMILES string

O=C1NC(=O)C(c2c[nH]c3ccccc23)=C1c4c[nH]c5ccccc45

InChI

1S/C20H13N3O2/c24-19-17(13-9-21-15-7-3-1-5-11(13)15)18(20(25)23-19)14-10-22-16-8-4-2-6-12(14)16/h1-10,21-22H,(H,23,24,25)

InChI key

DQYBRTASHMYDJG-UHFFFAOYSA-N

Gene Information

human ... CDK2(1017) , EGFR(1956)
rat ... Prkca(24680)

Biochem/physiol Actions

Bisindolylmaleimides (BIM) comprises a group of 11 compounds from BIM-I to BIM-XI. BIMs act as an inhibitor of protein kinase C (PKC). They are derived from staurosporine. BIM IX due to its proapoptotic functionality could be useful in targeting tumor proliferation.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Protein kinase-C (PKC) and NF-kappaB are involved in cell survival, proliferation, migration and radioresistance in glioblastoma multiforme (GBM). We sought to determine the interaction between PKC and NF-kappaB pathways. The activation of NF-kappaB by PKC alpha and PKC delta was
Max Hoff et al.
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Rhythmic activity of cells and cellular networks plays an important role in physiology. In the nervous system oscillations of electrical activity and/or second messenger concentrations are important to synchronize neuronal activity. At the molecular level, rhythmic activity can be initiated
B Pajak et al.
Advances in medical sciences, 53(1), 21-31 (2008-07-19)
Bisindolylmaleimide derivatives were originally described as protein kinase C inhibitors. However, several studies have shown that bisindolylmaleimides target several other signaling molecules. The review presents bisindolylmaleimide-mediated PKC-dependent and PKC-independent biological effects, such as reversal of MDR and modulation of Wnt
Sibasish Dolai et al.
Proteomics, 11(13), 2683-2692 (2011-06-02)
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