1. Development of a fluorescent scaffold by utilizing quercetin template for selective detection of Hg2+: Experimental and theoretical studies along with live cell imaging.
- Author
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Vishnu S., Maity, Sibaprasad, Maity, Annada C., Kumar, Malavika S., Dolai, Malay, Nag, Anish, bylappa, Yatheesharadhya, Dutta, Gorachand, Mukherjee, Bimalendu, and Kumar Das, Avijit
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QUERCETIN , *CELL imaging , *FLUORESCENCE yield , *INTRAMOLECULAR charge transfer , *PHOTOINDUCED electron transfer , *MUNG bean - Abstract
[Display omitted] • We have developed a novel quercetin (a SARS-CoV-2 inhibitor) coupled benzyl ethers (QBE) chemosensor for selective detection of Hg2+. • To date, there are very few reports where quercetin itself have been used in sensing field (table 1) but the use of quercetin derivative in sensing field is almost nil. • To the best of our knowledge our chemosensor QBE is the first chemosensor based on quercetin derivative for the selective detection of Hg2+. • The binding phenomenon of QBE with Hg2+ has been proved by UV–vis, fluorescence, DFT and cyclic voltammograms study. • Lower LOD (Limit of Detection) at 8.47 µM and high binding constant value as 2 × 104 M−1 showed the strong binding affinity of Hg2+ towards QBE. • The intracellular activity of QBE with Hg2+ binding has been examined by using living plant tissue by using green gram seeds. Quercetin is an important antioxidant with high bioactivity and it has been used as SARS-CoV-2 inhibitor significantly. Quercetin, one of the most abundant flavonoids in nature, has been in the spot of numerous experimental and theoretical studies in the past decade due to its great biological and medicinal importance. But there have been limited instances of employing quercetin and its derivatives as a fluorescent framework for specific detection of various cations and anions in the chemosensing field. Therefore, we have developed a novel chemosensor based on q uercetin coupled b enzyl e thers (QBE) for selective detection of Hg2+ with "naked-eye" colorimetric and "turn-on" fluorometric response. Initially QBE itself exhibited very weak fluorescence with low quantum yield (Φ = 0.009) due to operating photoinduced electron transfer (PET) and inhibition of excited state intramolecular proton transfer (ESIPT) as well as intramolecular charge transfer (ICT) within the molecule. But in presence of Hg2+, QBE showed a sharp increase in fluorescence intensity by 18-fold at wavelength 444 nm with high quantum yield (Φ = 0.159) for the chelation-enhanced fluorescence (CHEF) with coordination of Hg2+, which hampers PET within the molecule. The strong binding affinity of QBE towards Hg2+ has been proved by lower detection limit at 8.47 µM and high binding constant value as 2 × 104 M−1. The binding mechanism has been verified by DFT study, Cyclic voltammograms and Jobs plot analysis. For the practical application, the binding selectivity of QBE with Hg2+ has been capitalized in physiological medium to detect intracellular Hg2+ levels in living plant tissue by using green gram seeds. Thus, employing QBE as a fluorescent chemosensor for the specific identification of Hg2+ will pave the way for a novel approach to simplifying the creation of various chemosensors based on quercetin backbone for the precise detection of various biologically significant analytes. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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