Abstract

We report a fluorescent nanoprobe based on the co-assembly of amphiphilic BODIPY and fluorescein for selective detection of GSH. The amphiphilic BODIPY derivative, consisting of hydrophobic BODIPY unit and hydrophilic PEG chains, co-assembled with fluorescein to give non-fluorescent nanoparticles due to the aggregation caused quenching. Upon addition of GSH, the thiol group of GSH reacted with BODIPY through nucleophilic substitution to afford highly polar GSH-substituted BODIPY with high solubility in water, resulting in the disassembly of the nanoparticles. The GSH-induced disassembly of the nanoparticles released the highly fluorescent BODIPY derivative and fluorescein, enabling the dual-emissive detection of GSH. This nanoprobe was applied for the dual-channel fluorescence imaging of GSH in living cells.

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