Bolaamphiphiles (also known as bolaform surfactants,
bolaphiles, or alpha-omega-type surfactants) are amphiphilic molecules that have hydrophilic groups at both ends of a sufficiently long hydrophobic hydrocarbon chain. Compared to single-headed amphiphiles, the introduction of a second head-group generally induces a higher solubility in water, an increase in the critical micelle concentration (cmc), and a decrease in aggregation number. The aggregate morphologies of bolaamphiphiles include spheres, cylinders, disks, and vesicles. Bolaamphiphiles are also known to form helical structures that can form monolayer microtubular self-assemblies.