Self-Assembly and Disassembly of Amphiphilic Zwitterionic Perylenediimide Vesicles for Cell Membrane Imaging.

Animal cells have complicated dynamics of cell membrane structures which require desirable dyes for in vivo imaging. Here, an asymmetric amphiphilic zwitterionic perylenediimide (ZP) derivative has been constructed by introducing an octyl chain and a zwitterionic head to each imide position of perylenediimide chromophore. ZP could self-assemble into vesicles in aqueous solution. The aggregated ZP vesicles have been explored to image cell inner or surface membrane structures by a controlled disassembly process. After being taken up into cells, ZP vesicles disassemble into monomers and then incorporate into cell inner membranes. The vesicles can also disassemble in acid food and incorporate into cell surface membrane of gut cells. The research provides a new tool to label the complicated cell membrane structures with up to 3 days long-term labeling for life science applications.