A fluorescent turn-on probe for detection of HSO4− ion based on hydrolysis of BODIPY-derived Schiff base with chromogenic and fluorogenic dual signals

•In presence of HSO4−, L shows a significant color changes from pink to yellow.•Non-fluorescent L upon interaction with HSO4− ions displays a 114-fold fluorescence enhancement at 533nm, resulting in strong green emission.•L can be successfully applied as a bioimaging agent for monitoring HSO4− in He...

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Veröffentlicht in:Sensors and actuators. B, Chemical Chemical, 2016-01, Vol.222, p.1184-1192
Hauptverfasser: Wang, Lingyun, Ou, Jiajie, Fang, Guipo, Cao, Derong
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Sprache:eng
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Zusammenfassung:•In presence of HSO4−, L shows a significant color changes from pink to yellow.•Non-fluorescent L upon interaction with HSO4− ions displays a 114-fold fluorescence enhancement at 533nm, resulting in strong green emission.•L can be successfully applied as a bioimaging agent for monitoring HSO4− in HeLa cells. A novel colorimetric fluorescent chemosensor for HSO4− using BODIPY-based Schiff base (L) has been developed. L is capable of showing high selectivity and sensitivity toward HSO4− over a wide range of other interfering anions. In presence of HSO4−, L shows a significant blue-shift in the absorption spectra from 523 to 497nm and an increase of the ratio of the absorbance at 497 and 523nm (A497/A523) over 150-fold, which induces color changes from pink to yellow. Non-fluorescent L upon interaction with HSO4− ions displays a 114-fold fluorescence enhancement at 533nm, resulting in strong green emission. The binding mode of L with HSO4− has been investigated by Job's plot, 1H NMR and HRMS measurements. The sensing mechanism is suggested to proceed via a hydrolysis process. In addition, the cell imaging experiments demonstrate that L can be successfully applied as a bioimaging agent for monitoring HSO4− in HeLa cells.
ISSN:0925-4005
1873-3077
DOI:10.1016/j.snb.2015.08.008