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Merck

B1686

Sigma-Aldrich

BIO

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

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C16H10BrN3O2
CAS-Nummer:
Molekulargewicht:
356.17
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Produktbezeichnung

BIO, ≥98% (HPLC)

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

protect from light

Farbe

dark red

Löslichkeit

DMSO: >5 mg/mL

Versandbedingung

wet ice

Lagertemp.

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+

InChIKey

DDLZLOKCJHBUHD-WAVHTBQISA-N

Anwendung

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. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Verpackung

air sensitive

Rechtliche Hinweise

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

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)

Artikel

Naive pluripotent stem cells are located within the epiblast of mature blastocysts. These primitive “ground-state” cells may be cultured in vitro using specialized media and small molecule inhibitors.

Cancer stem cell media, spheroid plates and cancer stem cell markers to culture and characterize CSC populations.

Verwandter Inhalt

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