A cationic single-chain bolalipid forms stable vesicles with distinct interfacial behavior

The ability of single-chain bolalipids (or bolaamphiphiles) to self-assemble into vesicular structures remains poorly characterized. Here, we report the synthesis and self-assembly behavior of a new class of proline-based single-chain lipids, a symmetric bipolar molecule (2Pro-C18:1) and, for comparison, a unipolar analogue (1Pro-C18:1), both bearing an unsaturated C18 hydrocarbon chain. Confocal fluorescence microscopy, encapsulation assays, and fluorescence spectroscopy demonstrate that both a