Viscosity-sensitive and AIE-active bimodal fluorescent probe for the selective detection of OCl and Cu: a dual sensing approach DFT and biological studies using green gram seeds

• Published in: Analytical methods 2024-02, Vol.16 (5), p.676-685
• Main Authors: Kumar, Malavika S, Dolai, Malay, Nag, Anish, Bylappa, Yatheesharadhya, Das, Avijit Kumar
• Format: Article
• ISSN: 1759-9660; 1759-9679
• DOI: 10.1039/d3ay01971c

A novel dual-mode viscosity-sensitive and AIE-active fluorescent chemosensor based on the naphthalene coupled pyrene ( NCP ) moiety was designed and synthesized for the selective detection of OCl − and Cu 2+ . In non-viscous media, NCP exhibited weak fluorescence; however, with an increase in viscosity using various proportions of glycerol, the fluorescence intensity was enhanced to 461 nm with a 6-fold increase in fluorescence quantum yields, which could be utilized for the quantitative determination of viscosity. Interestingly, NCP exhibited novel AIE characteristics in terms of size and growth in H 2 O-CH 3 CN mixtures with high water contents and different volume percentage of water, which was investigated using fluorescence, DLS study and SEM analysis. Interestingly, this probe can also be effectively employed as a dual-mode fluorescent probe for light up fluorescent detection of OCl − and Cu 2+ at different emission wavelengths of 439 nm and 457 nm via chemodosimetric and chelation pathways, respectively. The fast-sensing ability of NCP towards OCl − was shown by a low detection limit of 0.546 μM and the binding affinity of NCP with Cu 2+ was proved by a low detection limit of 3.97 μM and a high binding constant of 1.66 × 10 3 M −1 . The sensing mechanism of NCP towards OCl − and Cu 2+ was verified by UV-vis spectroscopy, fluorescence analysis, 1 H-NMR analysis, mass spectroscopy, DFT study and Job plot analysis. For practical applications, the binding of NCP with OCl − and Cu 2+ was determined using a dipstick method and a cell imaging study in a physiological medium using green gram seeds. A novel dual-mode viscosity-sensitive and AIE-active fluorescent chemosensor based on the naphthalene coupled pyrene ( NCP ) moiety was designed and synthesized for the selective detection of OCl − and Cu 2+ .