BIO

Modify Date: 2024-01-02 13:27:58

BIO structure	Common Name	BIO
	CAS Number	667463-62-9	Molecular Weight	356.173
	Density	1.8±0.1 g/cm3	Boiling Point	554.3±50.0 °C at 760 mmHg
	Molecular Formula	C₁₆H₁₀BrN₃O₂	Melting Point	300°C(lit.)
	MSDS	USA	Flash Point	289.0±30.1 °C

Use of BIO

GSK 3 Inhibitor IX (6-Bromoindirubin-3'-oxime; BIO) is a potent, selective, reversible and ATP-competitive inhibitor of GSK-3α/β and CDK1-cyclinB complex with IC50s of 5 nM/320 nM/80 nM for (GSK-3α/β)/CDK1/CDK5, respectively.

Name	BIO
Synonym	More Synonyms

Description	GSK 3 Inhibitor IX (6-Bromoindirubin-3'-oxime; BIO) is a potent, selective, reversible and ATP-competitive inhibitor of GSK-3α/β and CDK1-cyclinB complex with IC50s of 5 nM/320 nM/80 nM for (GSK-3α/β)/CDK1/CDK5, respectively.
Related Catalog	Signaling Pathways >> PI3K/Akt/mTOR >> GSK-3 Signaling Pathways >> Stem Cell/Wnt >> GSK-3 Research Areas >> Cancer
Target	GSK-3α:5 nM (IC50) GSK-3β:5 nM (IC50) CDK5/p35:80 nM (IC50) Cdk1/cyclin B:320 nM (IC50) cdk2/cyclin A:300 nM (IC50) Cdk4/cyclin D1:10 μM (IC50) MAPKK:10 μM (IC50) protein kinase Cα:12 μM (IC50)
In Vitro	GSK 3 Inhibitor IX (BIO) is a specific inhibitor of glycogen synthase kinase-3 (GSK-3), with IC50 of 5 nM for GSK-3α/β, shows > 16-fold selectivity over CDK5. GSK 3 Inhibitor IX interacts within the ATP binding pocket of these kinases, reduces β-catenin phosphorylation on a GSK-3-specific site in cellular models, closely mimicks Wnt signaling in Xenopus embryos[1]. In human and mouse embryonic stem cells, GSK 3 Inhibitor IX (BIO) maintains the undifferentiated phenotype and sustains expression of the pluripotent state-specific transcription factors Oct-3/4, Rex-1 and Nanog. GSK 3 Inhibitor IX (BIO)-mediated Wnt activation is functionally reversible, as withdrawal of the compound leads to normal multidifferentiation programs in both human and mouse embryonic stem cells[2]. GSK 3 Inhibitor IX (BIO) promotes proliferation in mammalian cardiomyocytes[3]. GSK 3 Inhibitor IX (BIO) is also a pan-JAK inhibitor, with IC50 values of 0.03, 1.5, 8.0, 0.5 μM for TYK2, JAK1, JAK2 and JAK3, respectively. GSK 3 Inhibitor IX (BIO) selectively inhibits phosphorylation of STAT3 and induces apoptosis of human melanoma cells[4].
In Vivo	GSK 3 Inhibitor IX (BIO) (50 mg/kg, p.o.) suppresses melanoma tumor growth in a mouse xenograft model[4].
Cell Assay	COS1, Hepa (wild-type, CEM/LM AhR deficient and ELB1 ARNT deficient), or SH-SY5Y cells are grown in 6 cm culture dishes in Dulbecco's Modified Medium (DMEM) containing 10% fetal bovine serum. For treatment, IO (5 μM), GSK 3 Inhibitor IX (BIO) (5 or 10 μM), MeBIO (5 or 50 μM), LiCl (20 or 40 mM), or mock solution (DMSO, 0.5% final concentration) is added to medium when cell density reaches appr 70% confluence. After 12 (SH-SY5Y) or 24 hours, the cells, while still in plate, are lysed with lysis buffer (1% SDS, 1 mM sodium orthovanadate, 10 mM Tris [pH 7.4]). The lysate is passed several times through a 26G needle, centrifuged at 10,000× g for 5 min, and adjusted to equal protein concentration. About 8 μg of each sample is loaded for immunoblotting. Enhanced chemiluminescence is used for detection. The following primary antibodies are used: mouse anti-β-catenin CT, mouse anti-phospho-β-catenin, mouse anti-GSK-3 β, mouse anti-GSK-3 phosphoTyr216, rabbit anti-AhR (Aryl hydrocarbon receptor), and rabbit anti-actin.
Animal Admin	BALB/c mice (at 6-8 weeks old) and immunodeficient NOD/SCID/IL2Rgamma null (NSG) mice (female at 6-8 weeks old) are used in the assay. A2058 human melanoma cells at 5×106 cells in serum free medium are inoculated subcutaneously into the dorsal area of NSG mice to create xenograft model. When tumors become palpable, 6 GSK 3 Inhibitor IX (BIO) or vehicle control is administered via oral gavage once daily at 50 mg/kg body weight. Tumor growth is monitored every other day. Tumor volumes are measured every 3 to 4 days. Tumor volumes are calculated using the formula: 0.5 × (larger diameter) × (small diameter)2.
References	[1]. Meijer L, et al. GSK-3-selective inhibitors derived from Tyrian purple indirubins. Chem Biol. 2003 Dec;10(12):1255-66. [2]. Sato N, et al. Maintenance of pluripotency in human and mouse embryonic stem cells through activation of Wnt signaling by a pharmacological GSK-3-specific inhibitor. Nat Med. 2004 Jan;10(1):55-63. Epub 2003 Dec 21. [3]. Tseng AS, et al. The GSK-3 inhibitor BIO promotes proliferation in mammalian cardiomyocytes. Chem Biol. 2006 Sep;13(9):957-63. [4]. Liu L1, et al. 6-Bromoindirubin-3'-oxime inhibits JAK/STAT3 signaling and induces apoptosis of human melanoma cells. Cancer Res. 2011 Jun 1;71(11):3972-9

Density	1.8±0.1 g/cm3
Boiling Point	554.3±50.0 °C at 760 mmHg
Melting Point	300°C(lit.)
Molecular Formula	C₁₆H₁₀BrN₃O₂
Molecular Weight	356.173
Flash Point	289.0±30.1 °C
Exact Mass	354.995636
PSA	73.72000
LogP	2.41
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.802

BIO MSDS(Chinese)

Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi
Risk Phrases	36/37/38
Safety Phrases	26-36
RIDADR	NONH for all modes of transport
WGK Germany	3

6-Bromoindirubin

CAS#:667463-60-7

~75%

BIO

CAS#:667463-62-9

Literature: Zhang, Aiying; Yu, Mingfeng; Lan, Tian; Liu, Zenglu; Mao, Zhenmin Synthetic Communications, 2010 , vol. 40, # 21 p. 3125 - 3134

6-Bromoisatin

CAS#:6326-79-0

BIO

CAS#:667463-62-9

Literature: Polychronopoulos, Panagiotis; Magiatis, Prokopios; Skaltsounis, Alexios-Leandros; Myrianthopoulos, Vassilios; Mikros, Emmanuel; Tarricone, Aldo; Musacchio, Andrea; Roe, S. Mark; Pearl, Laurence; Leost, Maryse; Greengard, Paul; Meijer, Laurent Journal of Medicinal Chemistry, 2004 , vol. 47, # 4 p. 935 - 946

3-Bromoaniline

CAS#:591-19-5

BIO

CAS#:667463-62-9

N-(3-bromopheny...

CAS#:65971-74-6

BIO

CAS#:667463-62-9

Precursor 4
CAS#:667463-60-7 6-Bromoindirubin CAS#:6326-79-0 6-Bromoisatin CAS#:591-19-5 3-Bromoaniline CAS#:65971-74-6 N-(3-bromopheny...
DownStream 0

Characterization of Leber Congenital Amaurosis-associated NMNAT1 Mutants.

J. Biol. Chem. 290 , 17228-38, (2015)

Leber congenital amaurosis 9 (LCA9) is an autosomal recessive retinal degeneration condition caused by mutations in the NAD(+) biosynthetic enzyme NMNAT1. This condition leads to early blindness but n...

Inhibitors of Matriptase-2 Based on the Trypsin Inhibitor SFTI-1.

ChemBioChem. 16 , 1601-7, (2015)

A series of 17 new analogues of trypsin inhibitor SFTI-1 were designed and synthesized to obtain matriptase-2 inhibitors. A number of the modified bicyclic peptides displayed much higher affinity towa...

Novel recA-Independent Horizontal Gene Transfer in Escherichia coli K-12.

PLoS ONE 10 , e0130813, (2015)

In bacteria, mechanisms that incorporate DNA into a genome without strand-transfer proteins such as RecA play a major role in generating novelty by horizontal gene transfer. We describe a new illegiti...

6-Bromoindirubin-3'-oxime

6-bromoindirubin-3'-monoxime

(3Z)-6-Bromo-3-[(3E)-3-(hydroxyimino)-1,3-dihydro-2H-indol-2-ylidene]-1,3-dihydro-2H-indol-2-one

2H-Indol-2-one, 6-bromo-3-[(3E)-1,3-dihydro-3-(hydroxyimino)-2H-indol-2-ylidene]-1,3-dihydro-, (3Z)-

(2'Z,3'E)-6-Bromoindirubin-3'-oxime

DC Chemicals Limited
China
Product Name: BIO
Price: $300.0/100mg $600.0/250mg $1200.0/1g
Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

Zhejiang Hangyu API Co., Ltd
China
Product Name: BIO
Price: ￥Inquiry/1kg
Purity: 99.5%
Stocking Period: Inquiry
Contact: Vinnie

Get all suppliers and price by the below link:

BIO suppliers

Price: $106/10mM*1mLinDMSO

Reference only. check more BIO price

BIO

Use of BIO

Names

BIO Biological Activity

Chemical & Physical Properties

MSDS

Safety Information

Synthetic Route

Precursor & DownStream

Articles51

Synonyms