Electrodeposited styrylquinolinium dye as molecular electrocatalyst for coupled redox reactions

Photophysical and Electrochemical Properties of Newly Synthesized Stilbazolium Dyes

“…We are experienced in the electrochemical characterization of two stilbazolium salts -the dye 4-{(E)-2-[4-(dimethylamino)naphthalene-1-yl]ethenyl}-1-methylquinolinium iodide (DANSQI) [5] and the dye (E)-1-ethyl-4-(2-(4-hydroxy-naphthalene-1-yl)vinyl) quinolinium bromide. [6] We observed that the addition of DANSQI to Candida melibiosica 2491 yeast-based biofuel cell in nano-to micro-molar concentrations lead to an increase in the generated current. The results about the possible mechanisms suggested that the dye acts as a subcellular shuttle, on account of its specific intramolecular charge transfer properties and the transition between benzoid, quinoid, and dication forms.…”

“…We are experienced in the electrochemical characterization of two stilbazolium salts – the dye 4‐{(E)‐2‐[4‐(dimethylamino)naphthalene‐1‐yl]ethenyl}‐1‐methylquinolinium iodide (DANSQI) [5] and the dye (E)‐1‐ethyl‐4‐(2‐(4‐hydroxy‐naphthalene‐1‐yl)vinyl) quinolinium bromide [6] . We observed that the addition of DANSQI to Candida melibiosica 2491 yeast‐based biofuel cell in nano‐ to micro‐molar concentrations lead to an increase in the generated current.…”

“…The results about the possible mechanisms suggested that the dye acts as a subcellular shuttle, on account of its specific intramolecular charge transfer properties and the transition between benzoid, quinoid, and dication forms. The voltammetric behavior of the isolated mitochondria from the yeast used as biocatalysts, together with the twice higher cytochrome c oxidase activity reveal the entrance of the dye within the cells [6] . Although the test for biocompatibility of the dye was positive, it was determined that its presence had stimulated the peroxisome biogenesis, and up‐regulated catalase activity was registered.…”

“…An appropriate approach to overcome the electron transport limitations from the microorganisms to the anode is accomplished by electrode modification [15,16] . A methodology for the electrodeposition of the styrylquinolinium dye D3 with nonlinear optical (NLO) properties [17] under mild conditions was developed [6] . By repeatable cyclic voltammetry (CV) the dye was immobilized on carbon felt.…”

“…[2] Of particular interest are dyes and stains used in biological labeling including microscopy, chemistry, histology, cytology, and medicine as fluorescent sensors and probes, and anticancer treatments such as photodynamic therapy [3] or as electron mediators in bioelectrochemical systems. [4][5][6] Along with the direct extracellular electron transfer (DET) mechanism, the facilitated or mediated extracellular electron transfer (MET), performed by cellular self-secreted molecules called endogenous mediators (EnMs) of electron transport is evolutionarily developed as an adaptation mechanism to the environmental conditions. EnMs are supposed to be mostly secondary metabolites but till today only a few EnMs are identified.…”