Liquid core fluorescent organic nanoprobes: Long-term stability and highly selective lipid droplets bio-imaging

Lipid droplets (LDs) are important subcellular organelles that play a huge role in cell metabolism and growth. In this study, we synthesized two LDs fluorescent probes with benzothiadiazole (BTH) as electron acceptor and triphenylamine (TPA) as electron donor, which named as TPA-BTH1 and TPA-BTH2, respectively. Meanwhile, we introduced long alkyl chain to the probe as a shielding group and LDs targeting enhancement group. The results showed that the two probes were too sensitive to solvents' polarity because of the D-A structures possessed twisted intramolecular charge-transfer (TICT) effect. Furthermore, we prepared the two probes into nanoprobes by nanoprecipitation, which named as TPA-BTH1-20 and TPA-BTH2-20, respectively. The nanoprobes also had excellent fluorescence emission abilities and biocompatibility, as well as high photostability and accurately target LDs ability, which could be successfully applied in cell fluorescence imaging experiments.