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Key Documents

SML1489

Sigma-Aldrich

FICZ

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C19H12N2O
Número de CAS:
172922-91-7
Peso molecular:
284.31
UNSPSC Code:
12352200
NACRES:
NA.77

product name

FICZ, ≥95% (HPLC)

Quality Level

100

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
GHS07

signalword

Warning

hcodes

H302

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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Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)
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)
The endocrine disruptor and food contaminant bisphenol A (BPA) is frequently present in consumer plastics and can produce several adverse health effects participating in the development of inflammatory and autoimmune diseases. Regulatory restrictions have been established to prevent risks for
Hui Li et al.
FEBS letters, 593(9), 952-961 (2019-04-07)
Interleukin (IL)-17 plays a critical role in the pathogenesis of inflammation and autoimmune diseases. The aryl hydrocarbon receptor (AHR) is a transcription factor responsible for the elimination of xenobiotic chemicals. However, it remains unknown whether AHR is involved in IL-17
Barbora Vyhlídalová et al.
International journal of molecular sciences, 21(7) (2020-04-15)
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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