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
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About This Item
Empirical Formula (Hill Notation):
C19H16BrNO3S
CAS Number:
Molecular Weight:
418.30
UNSPSC Code:
12352200
MDL number:
Assay:
≥99% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
Quality Level
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
General description
A cell-permeable thiazolidinedione that acts as a PPARγ-selective agonist (Ki = 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
PPARγ
Reversible: yes
Packaging
Packaged under inert gas
Preparation Note
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
Disclaimer
Toxicity: Harmful (C)
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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