SML1489
FICZ
≥95% (HPLC), lyophilized powder, AhR agonist
Synonym(s):
5,11-Dihydro-indolo[3,2-b]carbazole-6-carboxaldehyde, 6-Formylindolo[3,2-b]carbazole
Sign Into View Organizational & Contract Pricing
All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C19H12N2O
CAS Number:
Molecular Weight:
284.31
UNSPSC Code:
12352200
NACRES:
NA.77
Recommended Products
![Benzo[a]pyrene ≥96% (HPLC)](/deepweb/assets/sigmaaldrich/product/structures/253/820/be96d879-1811-46c0-8f11-612019691c2d/640/be96d879-1811-46c0-8f11-612019691c2d.png)
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
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
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service