B1686

BIO

≥98% (HPLC), powder, GSK-3α/β inhibitor

• Synonym(s): (2’Z,3’E)-6-Bromoindirubin-3′-oxime, 6-BIO, 6BIO
• Empirical Formula (Hill Notation): C₁₆H₁₀BrN₃O₂
• CAS Number: 667463-62-9
• Molecular Weight: 356.17
• MDL number: MFCD08705318
• UNSPSC Code: 12352200
• PubChem Substance ID: 24724412
• NACRES: NA.77

Properties

• Product Name: BIO, ≥98% (HPLC)
• Quality Level: 100
• assay: ≥98% (HPLC)
• form: powder
• storage condition: protect from light
• color: dark red
• solubility: DMSO: >5 mg/mL
• shipped in: wet ice
• storage temp.: 2-8°C
• SMILES string: O\N=C1\C(Nc2ccccc12)=C3\C(=O)Nc4cc(Br)ccc34
• 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

Description

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[1]
• as a medium supplement in embryonic stem cells (ESCs)[2]
• for the inhibition of glycogen synthase kinase 3 β (GSK-3β) in human dermal papilla cells (hDPCs)[3]

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.

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.

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.

Packaging

air sensitive

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves