Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

B1686

Sigma-Aldrich

BIO

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

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


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

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

Related Categories

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.

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service