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6-Formylindolo[3,2-b]carbazole; AhR Agonist
FICZ (6-Formylindolo[3,2-b]carbazole) is a highly potent ligand of the cytosolic aryl hydrocarbon receptor (AhR) transcription factor.
FICZ synthesis results from the tryptophan amino acid conversion upon UV-dependent photo-oxidation or H2O2-mediated oxidative stress [1,2].
The presence of FICZ-derived metabolites in human urine points FICZ to be an endogenous AhR agonist, but which requires tryptophan obtainment from the diet .
Learn more on AhR. Read our review on AhR's key role in the intestinal microbiota and immunity.
1. Rannug A. et al., 1987. Certain photooxidized derivatives of tryptophan bind with very high affinity to the Ah receptor and are likely to be endogenous signal substances. J. Biol. Chem. 262:15422-27.
2. Smirnova A. et al., 2018. Evidence for new light-independent pathways for generation of the endogenous aryl hydorcarbon receptor agonist FICZ. Chem. Res. Toxicol. 29:75-86.
3. Wincent E. et al., 2009. The suggested physiologic aryl hydrocarbon receptor activator and cytochrome P4501 substrate 6-formylindolo[3,2-b]carbazole is present in humans. J. Biol. Chem. 284:2690-96.
FICZ induces a dose-dependent response in HepG2-Lucia™ Ahr and HT29-Lucia™ Ahr cells.
The cells were incubated with increasing concentrations of ITE. After overnight incubation, the AhR activation
was assessed by determining Lucia luciferase activity in the supernatant using QUANTI-Luc™.
Data are expressed as fold responses, as compared to non-induced cells.
CAS number: 172922-91-7
Solubility: 10 mg/ml (37.17 mM) in DMSO
Working concentration: 50 ng/ml (0.18 µM) to 5 μg/ml (18 μM) for cell culture assays
Molecular weight: 284.31 g/mol
- Purity ≥ 95% (UHPLC).
- The absence of bacterial contamination (e.g. lipoproteins and endotoxins) has been confirmed using HEK-Blue™ TLR2 and HEK‑Blue™ TLR4 cells.
- The biological activity has been validated using cellular assays.
1 mg FICZ
FICZ is shipped at room temperature.
Store at -20°C.
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FICZ chemical structure
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