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• Based on a series of D-π-A and A-π-A' fluorescent probes to study the effect of end groups on its performance. • This series of probes can be used to detect endogenous SO 3 2− • This series of probes has high sensitivity and selectivity to SO 3 2− Based on the addition reaction of sulfur dioxide derivatives and C C , a series of D-π-A and A-π-A' fluorescent probes were designed by combining different electronic groups with benzoindole to study the influence of different end groups on the performance of such probes. When sulfite is detected, the fluorescence of ratio-type probe changes from red to blue, the fluorescence of turn-on probe changes from colorless to blue. The response time ranges from 90–300 s, the detection limit ranges from 10 nM–70 μM and the Stokes shift ranges from 1800 to 6800 cm−1, all with high specificity. In addition, A2 has been successfully applied to cell imaging of endogenous sulfur dioxide derivatives. [ABSTRACT FROM AUTHOR]

The development of biothiol fluorescent probes is of great significance in life sciences and clinical medicine. In the present study, a novel fluorescent probe, 2-(benzo[ d ]thiazol-2-yl)-1,4-phenylene bis(2,4-dinitrobenzenesulfonate) (BTPB), was synthesized and characterized by NMR and HRMS. BTPB can selectively detect biothiols over other analytes in a DMSO-HEPES solution, taking the advantages of low cytotoxicity, a large Stokes shift (160 nm) and a low detection limit (0.174–0.399 μM). The fluorescence response of BTPB to calf serum and the test strip provided strong evidence of the practical applicability. In addition, the probe was successfully applied in imaging of HepG2 cells and zebrafish. Unlabelled Image • An ESIPT-based fluorescent probe with dual recognition factor was synthesized. • The reaction mechanism was studied by DFT calculation, HRMS and NMR. • BTPB exhibits low toxicity, high efficiency and a large Stoke shift (160 nm). • BTPB was also successfully used in imaging HepG2 cells and zebrafish. [ABSTRACT FROM AUTHOR]