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Key Documents

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B3306

Sigma-Aldrich

Bisindolylmaleimide IV

≥98% (TLC), solid

Sinónimos:

Ro 31-6233

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About This Item

Fórmula empírica (notación de Hill):
C20H13N3O2
Número de CAS:
119139-23-0
Peso molecular:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sibasish Dolai et al.
Proteomics, 11(13), 2683-2692 (2011-06-02)
Basal-like breast cancers are commonly negative for expression of estrogen and progesterone receptors and HER-2 (triple-negative breast cancer), which makes this subtype of breast cancers more aggressive and less responsive to standard treatment. We have applied a small-scale chemical proteomics
Abdullah Mayati et al.
PloS one, 10(12), e0144667-e0144667 (2015-12-15)
Ro 31-8220 is a potent protein kinase C (PKC) inhibitor belonging to the chemical class of bisindolylmaleimides (BIMs). Various PKC-independent effects of Ro 31-8220 have however been demonstrated, including inhibition of the ATP-binding cassette drug transporter breast cancer resistance protein.
Hui He et al.
The Prostate, 70(10), 1119-1126 (2010-03-25)
We have reported that human prostate cancer ARCaP(E) cells undertake epithelial to mesenchymal transition (EMT) when stimulated by certain soluble factors, and that EMT is regulated by surface receptor-elicited signaling pathways through protein phosphorylation. It is known that phorbol ester
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
Meng-Ling Chen et al.
The journal of pain : official journal of the American Pain Society, 13(10), 945-958 (2012-09-13)
The glial function in morphine tolerance has been explored, but its mechanisms remain unclear. Our previous study has showed that microglia-expressed P2X7 receptors (P2X7R) contribute to the induction of tolerance to morphine analgesia in rats. This study further explored the
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