DC Chemicals · Product datasheet

BIO — Datasheet

CAT. NO. DC7663

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ParameterValue
Chemical Name6-Bromoindirubin-3'-oxime
CAS No.667463-62-9
Synonyms2H-Indol-2-one, 6-bromo-3-[(3E)-1,3-dihydro-3-(hydroxyimino)-2H-indol-2-ylidene]-1,3-dihydro-, (3Z)-;BIO;(2'Z,3'E)-6-Bromoindirubin-3'-oxime;2H-Indol-2-one, 6-bromo-3-[(3E)-1,3-dihydro-3-(hydroxyimino)-2H-indol-2-ylidene]-1,3-dihydro-,...;BIO (GSK 3 IX, 6-BIO, 6BIO);BIO,(2'Z,3'E)-6-Bromoindirubin-3'-oxime;GSK 3 Inhibitor IX;GSK-3 Inhibitor IX;6BIO;6-BIO;6-bromoindirubin-3'-monoxime;6-bromoindirubin-3'-oxime;BIOacetoxime;GSK 3 IX;GSK3 Inhibitor IX1;MLS 2052;(2’Z,3’E)-6-Bromoindirubin-3′-oxime;6-bromoindirubin-3-oxime;GSK-3 Inhibitor IX (BIO);(2Z,3E)-6-Bromoindirubin-3'-oxime;InSolution™ GSK-3 Inhibitor IX;(3E)-6'-BROMO-2,3'-BIINDOLE-2',3(1H,1'H)-DIONE 3-OXIME;C16H10BrN3O2;BRW;(2′Z,3′E)-6-Bromoindirubin-3′-oxime;(3Z)-6-bromo-3-[3-(hydroxyamino)indol-2-ylidene]-1H-indol-2-one;(2Z,3E)-6'-bromo-2,3'
FormulaC16H10BrN3O2
M.Wt356.1735
SMILESBrC1C([H])=C([H])C2=C(C=1[H])N([H])C(=C2C1=C(C2=C([H])C([H])=C([H])C([H])=C2N1[H])N=O)O[H]
Purity>98%
Storage2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO

Biological Activity

GSK 3 Inhibitor IX (6-Bromoindirubin-3'-oxime; BIO) is a potent, selective, reversible and ATP-competitive inhibitor of GSK-3α/β and CDK1-cyclinB complex with IC50s of 5 nM/320 nM/80 nM for (GSK-3α/β)/CDK1/CDK5, respectively.

In Vitro

GSK 3 Inhibitor IX (BIO) is a specific inhibitor of glycogen synthase kinase-3 (GSK-3), with IC50 of 5 nM for GSK-3α/β, shows > 16-fold selectivity over CDK5. GSK 3 Inhibitor IX interacts within the ATP binding pocket of these kinases, reduces β-catenin phosphorylation on a GSK-3-specific site in cellular models, closely mimicks Wnt signaling in Xenopus embryos[1]. In human and mouse embryonic stem cells, GSK 3 Inhibitor IX (BIO) maintains the undifferentiated phenotype and sustains expression of the pluripotent state-specific transcription factors Oct-3/4, Rex-1 and Nanog. GSK 3 Inhibitor IX (BIO)-mediated Wnt activation is functionally reversible, as withdrawal of the compound leads to normal multidifferentiation programs in both human and mouse embryonic stem cells[2]. GSK 3 Inhibitor IX (BIO) promotes proliferation in mammalian cardiomyocytes[3]. GSK 3 Inhibitor IX (BIO) is also a pan-JAK inhibitor, with IC50 values of 0.03, 1.5, 8.0, 0.5 μM for TYK2, JAK1, JAK2 and JAK3, respectively. GSK 3 Inhibitor IX (BIO) selectively inhibits phosphorylation of STAT3 and induces apoptosis of human melanoma cells[4].

In Vivo

GSK 3 Inhibitor IX (BIO) (50 mg/kg, p.o.) suppresses melanoma tumor growth in a mouse xenograft model[4].

References & source

DC Chemicals original product information

Published experimental findings depend on the model and assay conditions. They do not guarantee equivalent performance in every application. For laboratory research use only.

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