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Merck

SML1489

Sigma-Aldrich

FICZ

≥95% (HPLC), lyophilized powder, AhR agonist

Synonym(e):

5,11-Dihydro-indolo[3,2-b]carbazole-6-carboxaldehyde, 6-Formylindolo[3,2-b]carbazole

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About This Item

Empirische Formel (Hill-System):
C19H12N2O
CAS-Nummer:
Molekulargewicht:
284.31
UNSPSC-Code:
12352200
NACRES:
NA.77

product name

FICZ, ≥95% (HPLC)

Qualitätsniveau

Assay

≥95% (HPLC)

Form

lyophilized powder

Farbe

yellow

Löslichkeit

DMSO: 0.5 mg/mL, clear (warmed)

Lagertemp.

−20°C

Biochem./physiol. Wirkung

FICZ (6-formylindolo(3,2b)carbazole) being a photooxidation product of tryptophan, might serve as a chemical messenger of light.
FICZ is a potent high affinity ligand of the aryl hydrocarbon receptor (AhR), which is a ligand-activated transcription factor that activates the expression of aromatic hydrocarbon metabolizing enzyme genes such as the CYP1A1 gene and has also been shown to have multiple additional roles in cell-cycle regulation, development and maturation of many tissues, control of inflammation, and immune response. FICZ is a photoproduct of tryptophan and is believed to be an endogenous AhR ligand. It is extremely potent, with a Kd value of 0.07 nM.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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We examined the effects of gut microbial catabolites of tryptophan on the aryl hydrocarbon receptor (AhR). Using a reporter gene assay, we show that all studied catabolites are low-potency agonists of human AhR. The efficacy of catabolites differed substantially, comprising

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