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Key Documents

SML1489

Sigma-Aldrich

FICZ

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

Synonyma:

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

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C19H12N2O
Číslo CAS:
Molekulová hmotnost:
284.31
UNSPSC Code:
12352200
NACRES:
NA.77

product name

FICZ, ≥95% (HPLC)

Quality Level

assay

≥95% (HPLC)

form

lyophilized powder

color

yellow

solubility

DMSO: 0.5 mg/mL, clear (warmed)

storage temp.

−20°C

Biochem/physiol Actions

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.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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Sibei Tao et al.
Journal of cellular and molecular medicine, 25(2), 1035-1047 (2020-12-07)
Acute kidney injury (AKI) is a multifactorial disease of various aetiologies. Aryl hydrocarbon receptor (AhR) is a ligand-activated transcription factor that responds to ligands to induce or repress gene expressions, thereby regulating a diverse spectrum of biological or pathophysiologic effects.
Yann Malaisé et al.
Toxicology in vitro : an international journal published in association with BIBRA, 69, 104993-104993 (2020-09-11)
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Activation of the aryl hydrocarbon receptor by structurally diverse exogenous and endogenous chemicals.
Denison M S and Nagy S R
Annual Review of Pharmacology, 43(1), 309-334 (2003)
Aayushi Uberoi et al.
Cell host & microbe, 29(8), 1235-1248 (2021-07-03)
The epidermis forms a barrier that defends the body from desiccation and entry of harmful substances, while also sensing and integrating environmental signals. The tightly orchestrated cellular changes needed for the formation and maintenance of this epidermal barrier occur in
Rebecca Justiniano et al.
Photochemistry and photobiology, 97(1), 180-191 (2020-08-09)
UV-chromophores contained in human skin may act as endogenous sensitizers of photooxidative stress and can be employed therapeutically for the photodynamic elimination of malignant cells. Here, we report that 6-formylindolo[3,2-b]carbazole (FICZ), a tryptophan-derived photoproduct and endogenous aryl hydrocarbon receptor agonist

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