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B1686

Sigma-Aldrich

BIO

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

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C16H10BrN3O2
Número CAS:
667463-62-9
Peso molecular:
356.17
Número MDL:
MFCD08705318
Código UNSPSC:
12352200
ID de substância PubChem:
24724412
NACRES:
NA.77

product name

BIO, ≥98% (HPLC)

Nível de qualidade

100

Ensaio

≥98% (HPLC)

forma

powder

condição de armazenamento

protect from light

cor

dark red

solubilidade

DMSO: >5 mg/mL

Condições de expedição

wet ice

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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+

chave InChI

DDLZLOKCJHBUHD-WAVHTBQISA-N

Aplicação

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)

Ações bioquímicas/fisiológicas

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.

Características e benefícios

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.

Embalagem

air sensitive

Informações legais

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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.
Azuma Kimura et al.
Stem cell research, 24, 61-68 (2017-08-27)
While pancreatic islet transplantation achieves insulin independence in type 1 diabetes (T1D) patients, its widespread application is limited by donor tissue scarcity. Pancreatic progenitor cells (PPCs) give rise to all cell types in the pancreas during development. PPCs derived from
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
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)
Human placental extract exerts hair growth-promoting effects through the GSK-3beta signaling pathway in human dermal papilla cells
Kwon TR, et al.
International Journal of Molecular Medicine, 36(4), 1088-1096 (2015)
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