361553

GSK-3β Inhibitor XI

The GSK-3β Inhibitor XI, also referenced under CAS 626604-39-5, controls the biological activity of GSK-3β. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

• Synonym(s): GSK-3β Inhibitor XI, 3-(1-(3-Hydroxypropyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-pyrazin-2-yl-pyrrole-2,5-dione, 7AIPM
• Empirical Formula (Hill Notation): C₁₈H₁₅N₅O₃
• CAS Number: 626604-39-5
• Molecular Weight: 349.34
• MDL number: MFCD09037534
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: orange-red
• solubility: DMSO: 5 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: N1C(=O)C(=C(C1=O)c3c4c([n](c3)CCCO)nccc4)c2nccnc2
• InChI: 1S/C18H15N5O3/c24-8-2-7-23-10-12(11-3-1-4-21-16(11)23)14-15(18(26)22-17(14)25)13-9-19-5-6-20-13/h1,3-6,9-10,24H,2,7-8H2,(H,22,25,26)
• InChI key: ZDEJZKULWCZIHL-UHFFFAOYSA-N

Description

General description

A cell-permeable azaindolylmaleimide compound that acts as a potent, specific, and ATP-competitive inhibitor of GSK-3β (K_i = 25 nM) and minimally inhibits a panel of 79 commonly studied protein kinases, including several PKC isozymes. Shown to increase intracellular glycogen synthase activity in HEK293 cells with an EC₅₀ of 32 nM and demonstrate metabolic stability in human liver microsomes (HLM; t_1/2 >100 min).

A cell-permeable, potent, specific, and ATP-competitive inhibitor of GSK-3β (K_i = 25 nM) that exhibits minimal inhibition against a panel of 79 commonly studied protein kinases, including several PKC isozymes. Shown to increase intracellular glycogen synthase activity in HEK293 cells (EC₅₀ = 32 nM) and demonstrate metabolic stability in human liver microsomes (HLM; t_1/2 >100 min).

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Gsk-3β

Product competes with ATP.

Reversible: no

Target K_i: 25 nM against GSK-3β

Packaging

Packaged under inert gas

Warning

Toxicity: Carcinogenic / Teratogenic (D)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Justman, Q.A., et al. 2009. Science324, 509.
O′Neill, D.J., et al. 2004. Bioorg. Med. Chem.12, 3167.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1