BIO
SIGMA/B1686 - ≥98% (HPLC)
Synonym: (2’Z,3’E)
CAS Number: 667463-62-9
Empirical Formula (Hill Notation): C16H10BrN3O2
Molecular Weight: 356.17
MDL Number: MFCD08705318
Linear Formula: C16H10BrN3O2
Product Type: Chemical
| assay | ≥98% (HPLC) |
| color | dark red |
| form | powder |
| InChI | 1S/C16H10BrN3O2/c17-8-5-6 |
| InChI key | DDLZLOKCJHBUHD-WAVHTBQISA |
| Quality Level | 100 ![]() |
| shipped in | wet ice |
| SMILES string | ON=C1C(Nc2ccccc12)=C3C |
| 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- • 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 |

