Pyridine based boronic acidas carbohydrate sensor: DFT and spectroscopic investigations

摘要

In the present study, we have taken pyridine-based boronic acid as carbohydrate sensor and subjected to understand the sensing and binding properties by virtue of theoretical (DFT and TD-DFT) and experimental (spectrofluorometry) Techniques. Physiochemical parameters were calculated by performing frontier molecular orbital (FMO) analysis. Further, excited states were calculated by implementing TD-DFT method and these excited state properties were compared with the experimental absorption spectra. The (6-fluoropyridin-3-yl)boronic acid (BA2) compound has been tested for sugar sensing application by fluorescence emission spectroscopic analysis, to understand the binding ability of BA2 with sugars (D-glucose and D-fructose). The association and dissociation constants were calculated by employing Stern-Volmer equation. The Job's plot analysis was carried to know the stoichiometry ratio of binding. The Photophysical properties, such as quantum yield and fluorescence lifetime of BA2 and BA2 with sugars were obtained by using PhotochemCAD. The above analysis and the results suggests that BA2 can be a possible candidate for sugar sensing.