516571

PPAR Agonist IX, GQ-16

The PPAR Agonist IX, GQ-16 controls the biological activity of PPAR. This small molecule/inhibitor is primarily used for Biochemicals applications.

• Synonym(s): PPAR Agonist IX, GQ-16, ( Z)-5-(5-Bromo-2-methoxybenzylidene)-3-(4-methyl-benzyl)-thiazolidine-2,4-dione, (Z)-5-(5-Bromo-2-methoxybenzylidene)-3-(4-methyl-benzyl)-thiazolidine-2,4-dione
• Empirical Formula (Hill Notation): C₁₉H₁₆BrNO₃S
• CAS Number: 870554-67-9
• Molecular Weight: 418.30
• MDL number: MFCD28334212
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• Assay: ≥99% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: pale yellow
• solubility: DMSO: 5 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: BrC1=CC(/C=C2SC(N(CC3=CC=C(C)C=C3)C\2=O)=O)=C(OC)C=C1

Description

General description

A cell-permeable thiazolidinedione that acts as a PPARγ-selective agonist (K_i = 160 nM) and blocks Cdk-5-mediated Ser²⁷³ phosphorylation by stabilizing PPARγ β-sheet structure, exhibiting no detectable activity towards PPARα, PPARδ, or RXRα. Although a weaker PPAPγ agonist than Thiazolidinediones (TZDs) family rosiglitazone (Cat. No. 557366; Max. fold of transactivation induction = 8.57 and 24.8 with 10 µM respective compound in U-937 reporter assays), GQ-16 can be safely administered at a higher dosage (20 mg/kg/day; oral gavage) in mice to achieve similar in vivo efficacy as rosiglitazone (4 mg/kg/day; o.g.) in reversing high fat diet-induced insulin signaling defects without adverse side effects commonly seen with TZDs.such as edema and weight gain commonly seen with TZDs.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
PPARγ

Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Harmful (C)

Reconstitution

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

Other Notes

Amato, A.A., et al. 2012. J. Biol. Chem.287, 28169.

Legal Information

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable