Cancer Cell Membrane Labeling Fluorescent Doppelganger Enables In Situ Photoactivated Membrane Dynamics Tracking via Two-Photon Fluorescence Imaging Microscopy.

Various suborganelles are delimited by lipid bilayers, in which high spatial and temporal morphological changes are essential to many physiological and pathological processes of cells. However, almost all the amphiphilic fluorescent molecules reported until now are not available for in situ precise tracking of membrane dynamics in cell apoptosis. Here, the MO (coumarin pyridine derivatives) was devised by engineering lipophilic coumarin and cationic pyridine salt, which not only lastingly anchored onto the plasma membrane in dark due to appropriate amphipathicity and electrostatic interactions but also in situ reflected the membrane damage and heterogeneity with secretion of extracellular vesicles (EVs) under reactive oxygen species regulation and was investigated by two-photon fluorescence lifetime imaging microscopy. This work opens up a new avenue for the development of plasma membrane staining and EV-based medicines for the early diagnosis and treatment of disease.