BIO

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Cat.No. 3194 - BIO | C16H10BrN3O2 | CAS No. 667463-62-9
Description: Potent, selective GSK-3 inhibitor
Alternative Names: 6BIO
Chemical Name: (2'Z,3'E)-6-Bromoindirubin-3'-oxime
Purity: ≥98% (HPLC)
Datasheet
Citations (14)
Reviews
Literature

Biological Activity

Potent and selective, ATP-competitive glycogen synthase kinase-3 (GSK-3) inhibitor (IC50 values are 5, 83, 300, 320 and > 10 000 nM at GSK-3, CDK5/p25, CDK2/cyclin A, CDK1/cyclin B and other common kinases respectively). Maintains self-renewal and pluripotency in embryonic stem cells via activation of the Wnt signaling pathway in vitro; also promotes proliferation and dedifferentiation in cardiomyocytes.

Negative Control also available.

Compound Libraries

BIO is also offered as part of the Tocriscreen Stem Cell Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 356.17
Formula C16H10BrN3O2
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 667463-62-9
PubChem ID 5287844
InChI Key WNWSUJQVZJJGLF-SQFISAMPSA-N
Smiles O/N=C(C1=CC=CC=C1N2)/C2=C3/C(NC4=C3C=CC(Br)=C4)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 3.56 10
ethanol 3.56 10

Preparing Stock Solutions

The following data is based on the product molecular weight 356.17. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.81 mL 14.04 mL 28.08 mL
5 mM 0.56 mL 2.81 mL 5.62 mL
10 mM 0.28 mL 1.4 mL 2.81 mL
50 mM 0.06 mL 0.28 mL 0.56 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the biological activity of the product.

Meijer et al (2003) GSK-3-selective inhibitors derived from tyrian purple indirubins. Chem.Biol. 10 1255 PMID: 14700633

Polychronopoulos et al (2004) Structural basis for the synthesis of indirubins as potent and selective inhibtors of glycogen synthase kinase-3 and cyclin dependent kinases. J.Med.Chem. 47 935 PMID: 14761195

Tseng et al (2006) The GSK-3 inhibitor BIO promotes proliferation in mammalian cardiomyocytes. Chem.Biol. 13 957 PMID: 16984885


If you know of a relevant reference for BIO, please let us know.

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View all Glycogen Synthase Kinase 3 Inhibitors

Keywords: BIO, BIO supplier, Potent, selective, GSK-3, inhibitors, inhibits, Glycogen, Synthase, Kinases, 3, Carbohydrate, Metabolism, stem, cells, 6BIO, Kinase, Stem, Cell, Proliferation, Signaling, 3194, Tocris Bioscience

14 Citations for BIO

Citations are publications that use Tocris products. Selected citations for BIO include:

Zhang et al (2015) GSK3β-Dzip1-Rab8 cascade regulates ciliogenesis after mitosis. PLoS Biol 13 e1002129 PMID: 25860027

Berger et al (2014) PAK-dependent STAT5 serine phosphorylation is required for BCR-ABL-induced leukemogenesis. Cell Cycle 28 629 PMID: 24263804

Lu et al (2014) Tissue-specific derepression of TCF/LEF controls the activity of the Wnt/β-catenin pathway. Sci Rep 5 5368 PMID: 25371059

Diamantopoulou et al (2017) TIAM1 Antagonizes TAZ/YAP Both in the Destruction Complex in the Cytoplasm and in the Nucleus to Inhibit Invasion of Intestinal Epithelial Cells. Cancer Cell 31 621 PMID: 28416184

Penas et al (2015) GSK3 inhibitors stabilize Wee1 and reduce cerebellar granule cell progenitor proliferation. Nat Commun 14 417 PMID: 25616418

Rhim et al (2015) A High-content screen identifies compounds promoting the neuronal differentiation and the midbrain dopamine neuron specification of human neural progenitor cells. Elife 5 16237 PMID: 26542303

Lindström et al (2015) Integrated β-catenin, BMP, PTEN, and Notch signalling patterns the nephron. Nat Chem Biol 3 e04000 PMID: 25647637

Thorne et al (2015) GSK-3 modulates cellular responses to a broad spectrum of kinase inhibitors. Stem Cells Transl Med 11 58 PMID: 25402767

Efthymiou et al (2015) Rescue of an in vitro neuron phenotype identified in Niemann-Pick disease, type C1 induced pluripotent stem cell-derived neurons by modulating the WNT pathway and calcium signaling. Elife 4 230 PMID: 25637190

Pronobis et al (2015) A novel GSK3-regulated APC:Axin interaction regulates Wnt signaling by driving a catalytic cycle of efficient βcatenin destruction. Cell 4 e08022 PMID: 26393419

Guo et al (2012) Slug and Sox9 cooperatively determine the mammary stem cell state. World J Gastroenterol 148 1015 PMID: 22385965

Naujok et al (2014) Cytotoxicity and activation of the Wnt/beta-catenin pathway in mouse embryonic stem cells treated with four GSK3 inhibitors. BMC Res Notes 7 273 PMID: 24779365

Duffy et al (2014) GSK3 inhibitors regulate MYCN mRNA levels and reduce neuroblastoma cell viability through multiple mechanisms, including p53 and Wnt signaling. Mol Cancer Ther 13 454 PMID: 24282277

Duffy et al (2016) Wnt signalling is a bi-directional vulnerability of cancer cells. Oncotarget 7 60310 PMID: 27531891


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Literature in this Area

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