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Description: Potent GSK-3 inhibitor; also inhibits cdks
Alternative Names: 6BIO
Chemical Name: (2'Z,3'E)-6-Bromoindirubin-3'-oxime
Purity: ≥98% (HPLC)
Biological Activity for BIO
BIO is a potent ATP-competitive glycogen synthase kinase-3 (GSK-3) inhibitor (IC50 = 5 nM). Also inhibits cyclin-dependent kinases (cdks; IC50 values are <100 nM for cdk2 and 5 and sub micromolar for cdk1, cdk4 and cdk9). 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.
Technical Data for BIO
| 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.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for BIO
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 3.56 | 10 | |
| ethanol | 3.56 | 10 |
Preparing Stock Solutions for BIO
The following data is based on the product molecular weight 356.17. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.1 mM | 28.08 mL | 140.38 mL | 280.76 mL |
| 0.5 mM | 5.62 mL | 28.08 mL | 56.15 mL |
| 1 mM | 2.81 mL | 14.04 mL | 28.08 mL |
| 5 mM | 0.56 mL | 2.81 mL | 5.62 mL |
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Product Datasheets for BIO
References for BIO
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
Jorda et al (2018) How selective are pharmacological inhibitors of cell-cycle-regulating cyclin-dependent kinases? J.Med.Chem. 61 9105 PMID: 30234987
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Keywords: BIO, BIO supplier, Potent, selective, GSK-3, inhibitors, inhibits, Glycogen, Synthase, Kinases, 3, Carbohydrate, Metabolism, stem, cells, hematopoietic, haematopoietic, HSC, 6BIO, Kinase, Stem, Cell, Proliferation, Signaling, Non-selective, CDKs, Hematopoietic, Cells, 3194, Tocris Bioscience
18 Citations for BIO
Citations are publications that use Tocris products. Selected citations for BIO include:
Roy et al (2017) Myotome adaptability confers developmental robustness to somitic myogenesis in response to fibre number alteration. Dev Biol 431 321 PMID: 28887016
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
Fleskens et al (2019) Nemo-like Kinase Drives Foxp3 Stability and Is Critical for Maintenance of Immune Tolerance by Regulatory T Cells. Cell Rep 26 3600 PMID: 30917315
Stevens et al (2017) Genomic integration of Wnt/β-catenin and BMP/Smad1 signaling coordinates foregut and hindgut transcriptional programs. Development 144 1283 PMID: 28219948
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
Duffy et al (2016) Wnt signalling is a bi-directional vulnerability of cancer cells. Oncotarget 7 60310 PMID: 27531891
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
Guo et al (2012) Slug and Sox9 cooperatively determine the mammary stem cell state. World J Gastroenterol 148 1015 PMID: 22385965
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 DA 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
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
Volpini et al (2018) Trypanosoma cruzi Exploits Wnt Signaling Pathway to Promote Its Intracellular Replication in Macrophages. Front Immunol 9 859 PMID: 29743880
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Pathways for BIO
