SB 415286

Cat. No. 1617

SB 415286 C16H10ClN3O5 [264218-23-7]

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Chemical Name: 3-[(3-Chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)-1H-pyrrole-2,5-dione

Biological Activity

Potent and selective glycogen synthase kinase-3 (GSK-3) inhibitor (Ki = 31 nM for GSK-3α); competes with ATP. Has minimal activity against 24 other protein kinases (IC50 > 10 μ M). Stimulates glycogen synthesis, gene transcription and is neuroprotective.

Licensing Information

Sold for research purposes under agreement from GlaxoSmithKline

Technical Data

Soluble to 25 mM in ethanol and to 50 mM in DMSO
>99 %
Store at RT

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.

Certificate of Analysis / Safety Data Sheet

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Liang and Chuang (2006) Regulation and function of glycogen synthase kinase-3 isoforms in neuronal survival. J.Biol.Chem. 282 3904. PMID: 17148450.

Cross et al (2001) Selective small-molecule inhibitors of glycogen synthase kinase-3 activity protect primary neurones from death. J.Neurochem. 77 94. PMID: 11279265.

Coghlan et al (2000) Selective small molecule inhibitors of glycogen synthase kinase-3 modulate glycogen metabolism and gene transcription. Chem.Biol. 7 793. PMID: 11033082.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for SB 415286 include:

Cuesto et al (2015) GSK3β Inhibition Promotes Synaptogenesis in Drosophila and Mammalian Neurons. PLoS One 10 e0118475. PMID: 25764078.

Noh et al (2015) Resveratrol regulates naïve CD 8+ T-cell proliferation by upregulating IFN-γ-induced tryptophanyl-tRNA synthetase expression. BMB Rep 48 283. PMID: 25248565.

Stretton et al (2015) GSK3-mediated raptor phosphorylation supports amino-acid-dependent mTORC1-directed signalling. J Biol Chem 470 207. PMID: 26348909.

Vossel et al (2015) Tau reduction prevents Aβ-induced axonal transport deficits by blocking activation of GSK3β. Biochem J 209 419. PMID: 25963821.

Wang et al (2015) Pharmacologically blocking p53-dependent apoptosis protects intestinal stem cells and mice from radiation. Sci Rep 5 8566. PMID: 25858503.

Acevedo et al (2014) Phosphorylation of amyloid precursor protein at threonine 668 is essential for its copper-responsive trafficking in SH-SY5Y neuroblastoma cells. Hum Mol Genet 289 11007. PMID: 24610780.

Lee et al (2014) Inhibiting glycogen synthase kinase-3 mitigates the hematopoietic acute radiation syndrome in mice. Radiat Res 181 445. PMID: 24720754.

Westhoff et al (2014) Sequential dosing in chemosensitization: targeting the PI3K/Akt/mTOR pathway in neuroblastoma. PLoS One 8 e83128. PMID: 24391739.

Ray et al (2013) Tristetraprolin mediates radiation-induced TNF-α production in lung macrophages. PLoS One 8 e57290. PMID: 23468959.

Sharma et al (2012) Sidestream smoke exposure increases the susceptibility of airway epithelia to adenoviral infection. PLoS One 7 e49930. PMID: 23166798.

Thotala et al (2012) Glycogen synthase kinase 3β inhibitors protect hippocampal neurons from radiation-induced apoptosis by regulating MDM2-p53 pathway. Cell Death Differ 19 387. PMID: 21738215.

Yang et al (2011) Glycogen synthase kinase 3β inhibition enhances repair of DNA double-strand breaks in irradiated hippocampal neurons. Nature 13 459. PMID: 21398658.

Nyati et al (2010) Molecular imaging of glycogen synthase kinase-3beta and casein kinase-1alpha kinases. Anal Biochem 405 246. PMID: 20561505.

Severson et al (2010) Glycogen Synthase Kinase 3 (GSK-3) influences epithelial barrier function by regulating occludin, claudin-1 and E-cadherin expression. Neuro Oncol 397 592. PMID: 20617560.

Tsai et al (2010) The mood stabilizers valproic acid and lithium enhance mesenchymal stem cell migration via distinct mechanisms. Neuropsychopharmacology 35 2225. PMID: 20613717.

Watanabe et al (2009) Phosphorylation of CLASP2 by GSK-3beta regulates its interaction with IQGAP1, EB1 and microtubules. J Cell Sci 122 2969. PMID: 19638411.

Witte et al (2008) Microtubule stabilization specifies initial neuronal polarization. J Cell Biol 180 619. PMID: 18268107.

Ishola et al (2007) Phosphatidylinositol 3-kinase regulation of gastrin-releasing peptide-induced cell cycle progression in neuroblastoma cells. Biochem Biophys Res Commun 1770 927. PMID: 17379415.

Gärtner et al (2006) Neuronal polarity is regulated by glycogen synthase kinase-3 (GSK-3beta) independently of Akt/PKB serine phosphorylation. J Cell Sci 119 3927. PMID: 16954147.

Streets et al (2006) Identification of an N-terminal glycogen synthase kinase 3 phosphorylation site which regulates the functional localization of polycystin-2 in vivo and in vitro. Biochim Biophys Acta 15 1465. PMID: 16551655.

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Keywords: SB 415286, supplier, Potent, selective, GSK-3, inhibitors, inhibits, Glycogen, Synthase, Kinases, 3, Carbohydrate, Metabolism, SB415286, GlaxoSmithKline, GSK, Tocris Bioscience, Glycogen Synthase Kinase 3 Inhibitor products

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