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As a class of highly dynamic organelles, lipid droplets (LDs) are involved in numerous physiological functions, and the changes in polarity of LDs are closely related to a variety of diseases. In this work, we developed two polarity-sensitive fluorescent probes (CC-CH and CC-Cl) based on curcumin analogs. CC-CH and CC-Cl with a donor–acceptor–donor (D–A–D) structure exhibited the property of intramolecular charge transfer (ICT); thus, their fluorescence emissions were significantly attenuated with increasing ambient polarity. Cell experiments indicated that CC-CH and CC-Cl showed excellent photostability, a low cytotoxicity, and a superior targeting ability regarding LDs. After treatment with oleic acid (OA) and methyl-β-cyclodextrin (M-β-CD), the polarity changes of LDs in living cells could be visualized by using CC-CH and CC-Cl. In addition, CC-CH and CC-Cl could monitor polarity changes of LDs in different pathological processes, including inflammatory responses, nutrient deprivation, and H2O2-induced oxidative stress. Therefore, CC-CH and CC-Cl are promising potential fluorescent probes for tracking intracellular LD polarity changes. [ABSTRACT FROM AUTHOR]

Two photosensitizers (CCOH and CCN) were designed and synthesized by introducing coumarin into the curcumin (CUR) structure. Compared with CUR, more reactive oxygen species (ROS) were generated by CCOH and CCN in type I and II synergy upon light irradiation. Cell experiments indicated that CCN with an excellent LD-targeting effect could be used to monitor the changes in the morphology and number of LDs in tumor cells during PDT. [ABSTRACT FROM AUTHOR]

Crosstalk between the lysosome and the endoplasmic reticulum (ER) is essential for maintaining intracellular homeostasis and normal physiological activities. However, simultaneously visualizing the lysosome and ER by using a single fluorescent probe is of considerable significance and challenge. In this work, we developed a near-infrared (NIR) pH probe (F–CCOH) by introducing 7-hydroxycoumarin into the curcumin difluoroboron skeleton. The F–CCOH probe presented strong red emission (630 nm) under acidic conditions and NIR emission (755 nm) under basic conditions, which was attributed to the deprotonation of the hydroxyl group on coumarin. Moreover, by monitoring changes in the fluorescent intensity of F–CCOH in two channels, the pH variety of the lysosomes and ER in living cells can be visualized simultaneously. The experimental results showed that pH changes in the lysosome and ER were opposite during dexamethasone-induced apoptosis. This finding is extremely valuable for revealing the crosstalk between lysosome and ER in physiological activities. • F–CCOH exhibits red emission (630 nm) and near-infrared emission (755 nm) under different pH. • F–CCOH can simultaneously target lysosome and endoplasmic reticulum (ER) in living cells. • The pH changes in the lysosome and ER were opposite during dexamethasone-induced apoptosis. [ABSTRACT FROM AUTHOR]