Functionalized glycolipids for potential bioconjugation of vesicles

Imidazolium-Linked Azido-Functionalized Guerbet Glycosides: Multifunctional Surfactants for Biofunctionalization of Vesicles

“…Compound Design. In line with our previous work, 7 we aimed for a click-functionalized glycolipid to be applied as a cosurfactant in lactose-based glycolipid vesicle formulations. The choice of the base surfactant reflected both economic and stability aspects: Although glucose is by far the least expensive carbohydrate, glycolipids based on monosaccharides exhibit unfavorably low HLB (hydrophilic−lipophilic balance) values if longer alkyl chains are applied.…”

“…Although this might be achieved by binding the antigen to an anchor lipid, which is subsequently applied as an additive in the vesicle formulation, such incorporation is expected to leave almost half of the antigens ineffective, because they are facing the inside of the drug carrier rather than the outside. Chemical coupling of functionalized antigens with complementary functional groups on vesicular assemblies, on the other side, enables a selective introduction of recognition domains on the extracellular surface, , as shown in Figure .…”