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BIO

SIGMA/B1686 - ≥98% (HPLC)

Synonym: (2’Z,3’E)-6-Bromoindirubin-3′-oxime; 6-BIO; 6BIO

CAS Number: 667463-62-9
Empirical Formula (Hill Notation): C16H10BrN3O2
Molecular Weight: 356.17
MDL Number: MFCD08705318
Linear Formula: C16H10BrN3O2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-B1686-5MG 5 mg
$202.00
1/EA
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45-B1686-25MG 25 mg
$796.00
1/EA
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assay ≥98% (HPLC)
color dark red
form powder
InChI 1S/C16H10BrN3O2/c17-8-5-6-9-12(7-8)19-16(21)13(9)15-14(20-22)10-3-1-2-4-11(10)18-15/h1-7,18,22H,(H,19,21)/b15-13-,20-14+
InChI key DDLZLOKCJHBUHD-WAVHTBQISA-N
Quality Level 100 
shipped in wet ice
SMILES string ON=C1C(Nc2ccccc12)=C3C(=O)Nc4cc(Br)ccc34
solubility DMSO: >5 mg/mL
storage condition protect from light
storage temp. 2-8°C
Application: 6-bromoindirubin-3′-oxime (BIO) has been used:
• in MTT 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) cell proliferation assay
• as a medium supplement in embryonic stem cells (ESCs)
• for the inhibition of glycogen synthase kinase 3 β (GSK-3β) in human dermal papilla cells (hDPCs)

Biochem/physiol Actions: 6-bromoindirubin-3′-oxime (BIO) is a potent, reversible and ATP-competitive GSK-3α/β inhibitor and the first pharmacological agent shown to maintain self-renewal in human and mouse embryonic stem cells. Human embryonic stem cells (hESCs) are maintained in the undifferentiated state through treatment with a GSK-3 inhibitor, BIO, under a feeder-free condition.
Biochem/physiol Actions: BIO is a potent, selective, reversible, and ATP-competitive GSK-3α/β inhibitor.
Features and Benefits: This compound is a featured product for Kinase Phosphatase Biology research. Click here  to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Features and Benefits: This compound is featured on the GSK-3  page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
Legal Information: Product is sold for research and laboratory purposes in vitro and may not be used for any in vivo or therapeutic uses in humans, veterinary applications, or to make chemical derivatives.
Packaging: 5, 25 mg in glass bottle
Packaging: air sensitive
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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