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FICZ

FICZ Unit size Cat. code Docs Qty Price
6-Formylindolo[3,2-b]carbazole; AhR Agonist
1 mg
tlrl-ficz
+-
$147.00

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Tryptophan-derived agonist of AhR

FICZ (6-Formylindolo[3,2-b]carbazole) is a highly potent ligand of the cytosolic aryl hydrocarbon receptor (AhR) transcription factor.
The presence of FICZ-derived metabolites in human urine points FICZ to be an endogenous AhR agonist, but which requires diet-derived tryptophan (Trp) amino acid [1]. FICZ synthesis results from Trp conversion upon UV-dependent photo-oxidation or H2O2-mediated oxidative stress [2,3].

InvivoGen's FICZ is a high-quality product (>95% purity) and is guaranteed free of bacterial contamination. Each lot of FICZ is functionally tested in cellular assays using HepG2-Lucia™ AhR and HT29-Lucia™ AhR reporter cells.

Other AhR ligands, as well as an AhR antagonist,  are also available.

 

 Learn more on AhR. Read our review on AhR's key role in the intestinal microbiota and immunity.

 

References:

1. 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.
2. 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.
3. 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.

Figures

Evaluation of cellular AhR activation by FICZ
Evaluation of cellular AhR activation by FICZ

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.

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Specifications

CAS number: 172922-91-7

Synonym: 6-Formylindolo[3,2-b]carbazole

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

Formula: C19H12N2O

Molecular weight: 284.31 g/mol

Quality control:

  • 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.
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Contents

  • 1 mg FICZ
     

FICZ is shipped at room temperature.

Store at -20°C.

 

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Details

FICZ chemical structure

FICZ chemical structure

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