Abstract

Under high concentrations, strong pressure, and low temperature, fluorophores usually exhibit the fluorescence quenching phenomenon. Of significance, the development of aggregation-induced emission (AIE) and pressure-induced emission (PIE) fluorophores has perfectly prevented fluorescence quenching under high concentrations and strong pressure. However, cooling-induced fluorescence quenching in water is still an urgent problem. In this paper, cooling-induced emission (CIE) enhancement based on a biperylene monoimide (BPMI) derivative, BPMI-18Lac, with a conjugated lactose-based glycodendrimer was developed. BPMI-18Lac, as a non-AIE molecule, exhibited the CIE phenomenon with a fluorescent intensity increasing 7-fold when the temperature decreased from 80 to -40 °C. The mechanism was due to the inhibition of the intramolecular electron interactions between the perylene monoimide moieties linked by the C-C single bond. In addition, BPMI-18Lac, as a multivalent glycodendrimer, showed selective fluorescence imaging for HepG 2 cells through the ASGP receptor on the cell surface. Importantly, this work developed a water-soluble CIE molecule for potential application below freezing temperature.

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