Novel Colorimetric and NIR Fluorescent Probe for Bisulfite/Sulfite Detection in Food and Water Samples and Living Cells Based on the PET Mechanism
2022
Li, Yang | Sun, Xiaofei | Zhou, Lulu | Tian, Li | Zhong, Keli | Zhang, Jinglin | Yan, Xiaomei | Tang, Lijun
Despite their status of being widely used as food additives, bisulfite (HSO₃–)/sulfite (SO₃²–) can pose serious health risks when they are excessively added. Therefore, it is vital to develop a new method for detecting HSO₃–/SO₃²– in foodstuff. In this paper, a benzopyran-benzothiazole derivative (probe DCA–Btl) with near-infrared emission was designed and synthesized by constructing a “push-pull” electronic system. DCA–Btl can selectively recognize HSO₃–/SO₃²– via a colorimetric and fluorescence dual channel in DMF/PBS (1:1, v/v, pH = 8.4), and the emission wavelength of DCA–Btl can reach 710 nm. The fluorescence quenching of DCA–Btl after recognition of HSO₃– is attributed to the photoinduced electron transfer (PET) process of the adduct DCA–Btl-HSO₃– as evaluated by the DFT/TD-DFT method. In addition, DCA–Btl has many advantages, including a large Stokes shift (95 nm), good anti-interference ability, and little cytotoxicity. What’s more, DCA–Btl has been successfully applied for the detection of HSO₃–/SO₃²– in actual water samples and food samples such as sugar, red wine, and biscuits with satisfying results, as well as for fluorescent imaging of HSO₃– in living MCF-7 cells.
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