126870
Alsterpaullone
A cell-permeable, potent, reversible, and ATP competitive inhibitor of GSK-3β (IC₅₀ = 4 nM) and Cdk1/cyclin B (IC₅₀ = 35 nM).
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Synonym(s):
Alsterpaullone, 9-Nitro-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one, 9-Nitropaullone, NSC 705701
Empirical Formula (Hill Notation):
C16H11N3O3
CAS Number:
Molecular Weight:
293.28
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Recommended Products
Quality Level
Assay
≥95% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
protect from light
color
light yellow to brown
solubility
DMSO: 20 mg/mL
shipped in
ambient
storage temp.
−20°C
InChI
1S/C16H11N3O3/c20-15-8-12-11-7-9(19(21)22)5-6-14(11)18-16(12)10-3-1-2-4-13(10)17-15/h1-7,18H,8H2,(H,17,20)
InChI key
OLUKILHGKRVDCT-UHFFFAOYSA-N
General description
A cell-permeable, potent, reversible, and ATP competitive inhibitor of GSK-3β (IC50 = 4 nM) and Cdk1/cyclin B (IC50 = 35 nM). Displays remarkable in vitro antitumor activity. Inhibits Tau phosphorylation at sites that are typically phosphorylated by GSK-3β in Alzheimer’s disease. Also inhibits Cdk5/p25-dependent phosphorylation of DARPP-32.
A cell-permeable, potent, reversible, and ATP competitive inhibitor of cdk1/cyclin B (IC50 = 35 nM) and GSK-3β (IC50 = 4 nM). One of the most active paullones that acts by competing with ATP for binding to GSK-3β and inhibits the phosphorylation of tau. Also inhibits the activity of Cdk5/p25-dependent phosphorylation of DARPP-32 (a 32 kDa dopamine and adenosine 3′,5′-monophosphate-regulated phosphoprotein). Displays remarkable antitumor activity in vitro. Inhibits growth of the colon cancer cell line HCT-116, with an IC50 in the nanomolar range.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
GSK-3β, Cdk1/cyclin B
GSK-3β, Cdk1/cyclin B
Product competes with ATP.
Reversible: yes
Target IC50: 4 nM, 35 nM, against GSK-3β, Cdk1/cyclin B, respectively
Packaging
Packaged under inert gas
Warning
Toxicity: Standard Handling (A)
Reconstitution
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Leost, M., et al. 2000. Eur. J. Biochem.267, 5983.
Schultz, C., et al. 1999. J. Med. Chem. 42, 2909.
Schultz, C., et al. 1999. J. Med. Chem. 42, 2909.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
WGK
WGK 3
Certificates of Analysis (COA)
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Marissa Cloutier et al.
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