Photophysical Properties of Trans-2-[4-(dimethylamino)styryl]-3-ethyl-1,3-benzothiazolium Perchlorate, a New Structural Analog of Thioflavin T

Structural Analogue of Thioflavin T, DMASEBT, as a Tool for Amyloid Fibrils Study

“…In particular, the number of dye binding sites with the first mode per protein molecule differs several times (Table 1). It can be assumed that this is due to the structural differences of the DMASEBT and ThT molecules and, in particular, by the difference in the conformation of the analogue (the DMASEBT molecule in the ground state is more planar than the ThT molecule 14 ).…”

“…One of these dyes is the recently synthesized ThT analogue, trans-2-[4′-(dimethylamino)styryl]-3-ethyl-1,3-benzothiazole (DMASEBT), with an increased system of π-conjugated bonds in comparison to ThT (due to the longer chain connecting its benzothiazole and aminobenzene rings). 14 It was previously shown that the absorption and fluorescence spectra of free DMASEBT in an aqueous solution are shifted by about 100 nm to the long wavelength region compared to the ThT spectra. In addition, the interaction of DMASEBT with amyloid fibrils formed from insulin was investigated and it was shown that the photophysical characteristics of the analogue significantly change (similarly in the case of ThT) when the dye binds to these fibrils compared to the characteristics of the free DMASEBT in aqueous solution.…”

“…The search for fluorescent dyes, with photophysical characteristics lying within the spectral region of the “biological transparency window”, is now an urgent task. In recent years, several different dyes were proposed for this aim (see, for example, refs − ), but the majority of these probes are currently poorly studied. It is not possible to make an unequivocal conclusion about whether their photophysical properties meet the main requirements of fluorescent probes for detecting amyloid fibrils, which tasks can be solved with their use, are there any limitations in these dyes application, and how versatile they are, etc.…”

Unsymmetrical 2,4,6‐Triarylpyridines as Versatile Scaffolds for Deep‐Blue and Dual‐Emission Fluorophores

“…[7][8][9] Based on these characteristics, the emission wavelength of an organic fluorophore can usually be easily fine-tuned, and advantages can be taken of their sensing properties to develop molecular probes, [10] sensors and luminescent devices. [11][12][13] One limitation of organic chromophores lies on the difficulty to obtain deep blue emission with high efficiency, [14] due to the intrinsic wide band gap required for the blue color. [15] Heteroaromatic chromophores bearing twisted aromatic substituents have emerged as promising candidates for deep blue emission, [15,16] sometimes through thermally activated delayed fluorescence.…”

“…They are also sensitive to small modifications, and a change in their structures can have dramatic effect on their photophysical properties [7–9] . Based on these characteristics, the emission wavelength of an organic fluorophore can usually be easily fine‐tuned, and advantages can be taken of their sensing properties to develop molecular probes, [10] sensors and luminescent devices [11–13] …”