B1686
BIO
≥98% (HPLC), powder, GSK-3α/β inhibitor
Synonyme(s) :
(2’Z,3’E)-6-Bromoindirubin-3′-oxime, 6-BIO, 6BIO
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About This Item
Formule empirique (notation de Hill) :
C16H10BrN3O2
Numéro CAS:
Poids moléculaire :
356.17
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Nom du produit
BIO, ≥98% (HPLC)
SMILES string
O\N=C1\C(Nc2ccccc12)=C3\C(=O)Nc4cc(Br)ccc34
InChI key
DDLZLOKCJHBUHD-WAVHTBQISA-N
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+
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
Quality Level
Catégories apparentées
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.
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.
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
air sensitive
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Andrew R Patterson et al.
Nature communications, 9(1), 430-430 (2018-02-01)
GTPase of immunity-associated protein 5 (Gimap5) is linked with lymphocyte survival, autoimmunity, and colitis, but its mechanisms of action are unclear. Here, we show that Gimap5 is essential for the inactivation of glycogen synthase kinase-3β (GSK3β) following T cell activation.
Julia Helberg et al.
Materials (Basel, Switzerland), 12(14) (2019-07-18)
The mycelium of the edible mushroom Pleurotus ostreatus can be used for diverse technical applications, such as packaging materials or wastewater treatment, besides the more obvious use for nutrition. While P. ostreatus usually grows on sawdust, wood or similar materials
Anchel De Jaime-Soguero et al.
PLoS genetics, 13(3), e1006682-e1006682 (2017-03-28)
Understanding the mechanisms regulating cell cycle, proliferation and potency of pluripotent stem cells guarantees their safe use in the clinic. Embryonic stem cells (ESCs) present a fast cell cycle with a short G1 phase. This is due to the lack
Xiang Qiu et al.
World journal of gastroenterology, 21(26), 8061-8072 (2015-07-18)
To investigate the therapeutic effects of lutein against non-alcoholic fatty liver disease (NAFLD) and the related underlying mechanism. After 9 d of acclimation to a constant temperature-controlled room (20 °C-22 °C) under 12 h light/dark cycles, male Sprague-Darley rats were randomly divided
Disconnect between alcohol-induced alterations in chromatin structure and gene transcription in a mouse embryonic stem cell model of exposure
Veazey K, et al.
Alcohol, 60(23), 121-133 (2017)
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