Characterization of Quinoline Yellow Dyes As Transient Aryl Hydrocarbon Receptor Agonists

Tarnow, Patrick; Zordick, Catrin; Bottke, Alex; Fischer, Berit; Kühne, Friederike; Tralau, Tewes; Luch, Andreas

doi:10.1021/acs.chemrestox.9b00351

Cited by 12 publications

(8 citation statements)

References 42 publications

(75 reference statements)

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“…[1][2][3][4][5][6][7] As an example (iso)quinolines are of interest for many applications including dyes, paints, solvents, and corrosion inhibitors (Scheme 1A). 8,9 In addition, many of these and related N-heterocycles are important building blocks for bioactive molecules and natural products, including pharmaceuticals and agrochemicals, such as anti-schizophrenia drug 10 and coccidiostats. 11 Thus, in the past a plethora of synthetic protocols involving dehydrogenations have been developed in this eld.…”

Section: Introductionmentioning

confidence: 99%

Catalytic oxidative dehydrogenation of N-heterocycles with nitrogen/phosphorus co-doped porous carbon materials

Sun

Shan

et al. 2022

Chem. Sci.

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Section: Introductionmentioning

confidence: 99%

Catalytic oxidative dehydrogenation of N-heterocycles with nitrogen/phosphorus co-doped porous carbon materials

Sun

Shan

et al. 2022

Chem. Sci.

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“…The food additive dyes as if QY has the possible detrimental effect particularly in protein misfolding 43 . QY dye is reported as a potential disruptors of aryl hydrocarbon receptor (AHR) and estrogen receptor alpha (ERα) signaling leading to the toxicological concern 44 . Previously, the Joint FAO/WHO Expert Committee on Food Additives established an acceptable daily intake of QY as a food additive in the range 0 to 10 mg/kg body weight (bw)/day.…”

Section: Resultsmentioning

confidence: 99%

“…43 QY dye is reported as a potential disruptors of aryl hydrocarbon receptor (AHR) and estrogen receptor alpha (ERα) signaling leading to the toxicological concern. 44 Previously, the Joint FAO/WHO Expert Committee on Food Additives established an acceptable daily intake of QY as a food additive in the range 0 to 10 mg/kg body weight (bw)/day. Now, the Acceptable Daily Intake of QY as a food additive is established as 0.5 mg/kg bw/day.…”

Section: Comparison Of the Electrical Output Of The Present Study Wit...mentioning

confidence: 99%

Photogalvanics of Dodecyltrimethyl Ammonium Bromide‐Quinoline Yellow‐alkali: A solar energy conversion, storage, photostability, and spectral study

Jonwal

Koli

Dayma

et al. 2022

Intl J of Energy Research

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Summary The technology to harness solar power has been evolving continuously with a recent focus on simultaneous power storage as well. Photogalvanic (PG) cell is a promising technology for simultaneous solar power and storage. The nature of the sensitizer, reductant, surfactant, and electrodes are the key factor determining the efficiency, stability, and power storage capacity of the PG cells. The use of a more stable dye with good diffusivity and conductivity realized through the most suitable surfactant has evaded the attention of researchers. Therefore, in the present study, the photogalvanics of the stable Quinoline Yellow (QY) dye photosensitizer in the presence of the Dodecyltrimethyl Ammonium Bromide (DTAB) surfactant, and Cellobiose reductant at an elevated pH has been studied for solar energy conversion and storage. The entirely novel and new photogalvanic system has shown abruptly enhanced electrical performance of the PG cell as potential 900 mV, current 10 000 μA, and power 989 μW. Encouraging photogalvanics may be attributed primarily to the greater QY dye‐DTAB surfactant interaction enhanced dye solubility, stability, and diffusion through the electrolyte. Spectrometric and conductometric study of the electrolyte has validated good photostability and conductivity of the electrolyte solution. Based on published literature and observed facts, a most plausible mechanism for the photogeneration of the current and power storage capacity has also been proposed. The present research does not introduce any new mechanism for the photo‐generation of the current, but a new and novel cell fabrication design with greatly enhanced electrical output in comparison to that in earlier studies. Novelty statement The cationic Dodecyltrimethyl Ammonium Bromide surfactant and Quinoline Yellow (QY) anionic dye sensitizer has been exploited in the presence of Cellobiose reductant for enhanced dipole‐dipole interactions for further enhancing the photogalvanics. The hypsochromic and hypochromic shift of main band of QY in electrolyte may be attributed to the QY‐DTAB complex formation due to interaction between the anionic QY dye and cationic DTAB surfactant. The present study shows abruptly enhanced electrical output (potential 900 mV, current 10 000 μA, power 989 μW).

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“…All media components were purchased from Pan-Biotech (Aidenbach, Germany). AHR-deficient variant of MCF-7 cells were kindly provided by Dr. P. Tarnow 37 .…”

Section: Methodsmentioning

confidence: 99%

The role of DNA-binding and ARNT dimerization on the nucleo-cytoplasmic translocation of the aryl hydrocarbon receptor

Haidar

Henkler

Kugler

et al. 2021

Sci Rep

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The human aryl hydrocarbon receptor (AHR) is predominantly located in the cytoplasm, while activation depends on its nuclear translocation. Binding to endogenous or xenobiotic ligands terminates the basal nucleo-cytoplasmic shuttling and stabilizes an exclusive nuclear population. The precise mechanisms that facilitate such stable nuclear accumulation remain to be clarified as essential step in the activation cascade. In this study, we have tested whether the sustained nuclear compartmentalization of ligand-bound or basal AHR might further require heterodimerization with the AHR-nuclear translocator (ARNT) and binding to the cognate XRE-motif. Mutagenesis of the DNA-binding motif or of selected individual residues in the ARNT-binding motif did not lead to any variation in AHR’s nucleo-cytoplasmic distribution. In response to ligands, all mutants were retained in the nucleus demonstrating that the stable compartmentalization of activated AHR in the nucleus is neither dependent on interactions with DNA, nor ARNT. Knocking down the ARNT gene using small interfering RNA confirmed that ARNT does not play any role in the intracellular trafficking of AHR.

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Characterization of Quinoline Yellow Dyes As Transient Aryl Hydrocarbon Receptor Agonists

Cited by 12 publications

References 42 publications

Catalytic oxidative dehydrogenation of N-heterocycles with nitrogen/phosphorus co-doped porous carbon materials

Catalytic oxidative dehydrogenation of N-heterocycles with nitrogen/phosphorus co-doped porous carbon materials

Photogalvanics of Dodecyltrimethyl Ammonium Bromide‐Quinoline Yellow‐alkali: A solar energy conversion, storage, photostability, and spectral study

The role of DNA-binding and ARNT dimerization on the nucleo-cytoplasmic translocation of the aryl hydrocarbon receptor

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