Development of novel fluorescent sensors for targeting biologically relevant molecules

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Fluorescence sensing plays an important role in a wide variety of fields such as medical science, chemical biology, food industry and so on. Several new fluorescent probes were developed to target various biologically relevant molecules and will be discussed herein. Firstly, a new strategy was devised to synthesize photoactive C,O-BODIPY substituted dyes for capturing 18F so that they can used as dual modality PET/Fluorescence imaging probe for labeling peptide constructs. Next, several sensors were developed for both inhibition and detection of thiaminase enzyme. The two novel fluorescent irreversible inhibitors were designed based on sulforhodamine and the sensor for measuring thiaminase activity was developed based on resorufin. Complex supramolecular systems have been developed for various applications. Designing such systems for aqueous phase work remains a challenge. We have been interested in preparing multi-component cucurbituril systems for use in fluorescent sensing. A series of different phenyl-pyridinium derivatives were thus synthesized as novel components and the CB[8] complexes of those components were characterized and analyzed. The binding stoichiometry between these components and the CB[8] macrocycle were studied using 1H-NMR, COSY, NOESY , DOSY and were found to self-assemble into 1:1 and 2:1(R2H) complexes. Various secondary guests were examined for formation of ternary complexes. These complexes were studied using 1H-NMR and fluorescence titrations. In addition to this, several cell-impermeable receptors were also designed for the extraction of glycolipids from the vesicles.

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