Development of a bisphenol A based chemosensor for Al3+ and its application in cell imaging and plant root imaging

Abstract

Bisphenol A is a fluorophoric platform that is used to develop chemosensors for various species. Herein, we report a bisphenol A based Schiff-base molecule, 4,4′-(propane-2,2-diyl)bis(2-((E)-((2-hydroxy-5-methylphenyl)imino)methyl)phenol) (Me-H₄L), as a selective chemosensor for Al³⁺. Among the several metal ions, it shows a significant increment in its fluorescence intensity (50 fold) at 535 nm in the presence of Al³⁺ ions. The enhanced fluorescence was attributed to the CHEFF mechanism and inhibition of CN isomerization. The limit of detection value of Me-H₄L for Al³⁺ was determined to be 9.65 μM. Its quantum yield and lifetime increased considerably in the presence of the cation. Some theoretical calculations were performed to explain the interaction between Al³⁺ and the probe. Furthermore, Me-H₄L was applied in cell imaging studies using animal cells and plant roots.