“AIE+ESIPT” based naphthothiazole fluorescent probes for live cell imaging
•Naphthothiazole fluorescent probes, HNBT-H and HNBT-G, based on the "AIE+ESIPT" effect, were prepared.•The photophysical properties of HNBT, HNBT-H and HNBT-G were thoroughly studied.•The capability of HNBT-H and HNBT-G for fluorescence visualization in response to β-gal and H2O2 in RAW26...
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Veröffentlicht in: | Journal of molecular structure 2025-01, Vol.1319, p.139542, Article 139542 |
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Sprache: | eng |
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Zusammenfassung: | •Naphthothiazole fluorescent probes, HNBT-H and HNBT-G, based on the "AIE+ESIPT" effect, were prepared.•The photophysical properties of HNBT, HNBT-H and HNBT-G were thoroughly studied.•The capability of HNBT-H and HNBT-G for fluorescence visualization in response to β-gal and H2O2 in RAW264.7 cells and PC12 cells have been successfully demonstrated.
Dual-functional organic fluorophores with aggregation induced emission (AIE) behavior and excited-state intramolecular proton transfer (ESIPT) behavior are of great significance to the design of imaging probes to bioimage systems. However, the pursuit of probes exhibiting dual AIE+ESIPT effects for live cell imaging remains an ongoing research challeng. Herein, we have successfully developed naphthothiazole fluorescent probes, HNBT-H and HNBT-G, based on the "AIE+ESIPT" effect. These probes were designed by incorporating responsive units for β-galactosidase (β-gal) and H2O2 into the pre-existing "AIE+ESIPT" HNBT fluorophore framework. The HNBT-H probe demonstrated the capability to distinguish various levels of H2O2. Furthermore, the applicability of HNBT-H and HNBT-G have been examined in living systems. These probes exhibit a good biocompatibility and low toxicity, the cell imaging experiments demonstrate the capability of HNBT-H and HNBT-G for fluorescence visualization in response to β-gal and H2O2 in RAW264.7 cells and PC12 cells.
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ISSN: | 0022-2860 |
DOI: | 10.1016/j.molstruc.2024.139542 |