B1686
BIO
≥98% (HPLC), powder, GSK-3α/β inhibitor
Synonym(s):
(2’Z,3’E)-6-Bromoindirubin-3′-oxime, 6-BIO, 6BIO
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About This Item
Empirical Formula (Hill Notation):
C16H10BrN3O2
CAS Number:
Molecular Weight:
356.17
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
product name
BIO, ≥98% (HPLC)
Quality Level
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
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.
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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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