Spectroscopic and nonlinear optical properties of new chalcone fluorescent probes for bioimaging applications: a theoretical and experimental study

Abstract

In this study, the newly synthesized non-centrosymmetric, 4-dimethylamino-3'-isothiocyanatochalcone (PKA) compound was presented. This compound belongs to the chalcone group, and its main purpose is to be used in biomedical imaging as a fluorescence dye. For this reason, the linear and nonlinear properties in solvents of different polarity were thoroughly studied. In accordance with the requirements for a fluorochrome, the PKA compound is characterized by strong absorption, large Stokes' shifts, relatively high fluorescence quantum yields and high nonlinear optical response. Moreover, the isothiocyanate reactive probe was conjugated with Concanavalin A. Conventional fluorescence microscopy imaging of Candida albicans cells incubated with the PKA-Concanavalin A, is presented. The results of this study show that the novel conjugate PKA-Concanavalin A could be a promising new probe for cellular labelling in biological and biomedical research. Graphical abstract Spectroscopic behavior of the PKA dye.

Effect of the Chloro-Substitution on Electrochemical and Optical Properties of New Carbazole Dyes

“…For carbazole derivatives, the good agreement between the measured and theoretical data with the use of this functional has also been described earlier [ 103 ], as well as for the other classes of compounds. In particular, this functional approximates very accurately the optical properties of organic compounds in combination with the 6-311++G(d,p) basis set [ 104 , 105 , 106 , 107 , 108 , 109 , 110 , 111 ]. The use of PBE0 in conjunction with this functional base leads to an error in relation to the experimental values at a level not exceeding 5%.…”

Modulation of benzofuran structure as a fluorescent probe to optimize linear and nonlinear optical properties and biological activities

“…The electronic properties were characterized by computations of the vertical absorption and emission spectra, which were obtained using the timedependent density functional theory (TDDFT/PBE0) [31] and by including the state-specific (SS) corrected linear response (cLR) approach [32]. Due to the high compatibility of theoretical and experimental data [33][34][35][36], all spectroscopic calculations were performed using the PBE0 functional.…”

“…Theoretical linear optical properties of analyzed markers are shown in Tables 1 and SI7. Due to the high compatibility of theoretical and experimental values obtained on the basis of PBE0 [33][34][35][36], the spectroscopic parameters were determined using this function. It also accurately predicts NH 2 values recorded experimentally.…”

Photophysical Study and Biological Applications of Synthetic Chalcone-Based Fluorescent Dyes

“…Some chalcone-based fluorescent compounds have been evaluated to have good photophysical properties [ 26 , 27 , 28 , 29 ], and some showed promising results in biological applications. For example, the diamino-chalcone library was discovered to comprise fluorescent probes for mouse embryonic stem cells, targeting glycoproteins on stem cell surface [ 13 ].…”