Mitochondria-targeted dual-channel colorimetric and fluorescence chemosensor for detection of Sn2+ ions in aqueous solution based on aggregation-induced emission and its bioimaging applications

Highlights: • A mitochondria-targeted colorimetric/fluorescence chemosensor 2CTA was developed. • 2CTA showed excellent sensitivity to Sn²⁺ at a nanomolar level (79 nM). • 2CTA discriminatively detected Sn²⁺ in cancer cells than the normal live cells. • The probe was used as a mitochondria-targeted fluorescent marker. • The probe was used for the tracking of Sn²⁺ in live cells and zebrafish. Several fluorescence and colorimetric chemosensory for Sn²⁺ detection in an aqueous media have been reported, but applications remain limited for discriminative Sn²⁺ detection in live human cells and zebrafish larvae. Herein, a mitochondria-targeted Sn²⁺ "turn-on" colorimetric and fluorescence chemosensor, 2CTA, with an aggregation-induced emission (AIE) response was developed. The sensing of Sn²⁺ was enabled by a reduction-enabled binding pathway, with the conversion of –CO groups to –C–OH groups at the naphthoquinone moiety. The color changed from light maroon to milky white in a buffered aqueous solution. The chemosensor 2CTA possessed the excellent characteristics of good water solubility, fast response (less than 10 s), and high sensitivity (79 nM) and selectivity for Sn²⁺ over other metal ions, amino acids, and peptides. The proposed binding mechanism was experimentally verified by means of FT-IR and NMR studies. The chemosensor 2CTA was successfully employed to recognize Sn²⁺ in live human cells and in zebrafish larvae. In addition, a colocalization study proved that the chemosensor had the ability to target mitochondria and overlapped almost completely with MitoTracker Red. Furthermore, a bioimaging study of live cells demonstrated the discriminative detection of Sn²⁺ in human cancer cells and the practical applications of 2CTA in biological systems.