Rational construction of reliable fluorescent probes for rapid detection and imaging evaluation of hazardous thiophenol in real-food and biosystems

Abstract

Thiophenol (PhSH), a highly reactive aromatic thiol, plays an essential role as a common industrial raw material in food, pesticides, pharmaceuticals, and cosmetics. In this work, we designed and constructed two fluorescent probes CM-PhSH and CM-Ratio-PhSH by a rational strategy. Specifically, coumarin fluorophores with excellent optical properties were modified, and olefinic unsaturated bonds served as reaction sites for the detection of PhSH. Based on this, the introduction of the nitro group at specific positions of the CM-PhSH changed the fluorescence emission of the CM-Ratio-PhSH, eventually obtaining a novel ratiometric fluorescent probe CM-Ratio-PhSH for PhSH detection. Surprisingly, these two probes exhibited advantages such as high specificity and low limit of detection (LOD) for CM-PhSH 32.3 nM and CM-Ratio-PhSH 40.2 nM, respectively. Furthermore, subsequent experiments demonstrated CM-PhSH and CM-Ratio-PhSH could be successfully used for highly selective and rapid detection of PhSH in aqueous solutions, live cells, and complex food samples.

Keywords: Fluorescent probe; Hazards; Ratiometric; Thiophenol (PhSH).