Studies of mixed liposomes with novel sorbyl functionalized head group lipids

• Published in: Chemistry and physics of lipids 2012-12, Vol.165 (8), p.809-817
• Main Authors: Ratnayaka, Saliya N., Elandaloussi, El Hadj, Korth, Bryan D., Bates, Robert B., Pyun, Jeffrey, Hall, Henry K., Saavedra, S. Scott
• Format: Article
• Language: English
• Subjects: Diglycerides - chemical synthesis; Diglycerides - chemistry; Langmuir isotherms; lipids; Liposomes - chemistry; Mixed liposomes; mixing; Phase Transition; Phosphatidylcholines - chemistry; Polymerizable lipids; Polymerization; Propanolamines - chemical synthesis; Propanolamines - chemistry; Sorbyl groups; sorption isotherms; Transition Temperature; Ultraviolet Rays
• ISSN: 0009-3084; 1873-2941
• DOI: 10.1016/j.chemphyslip.2012.10.004

► Three novel polymerizable amphiphiles with sorbyl-substituted head group were synthesized. ► Physical characteristics of these molecules were studied. ► Mixing properties of these molecules with natural lipids were investigated using Langmuir isotherms. ► The sorbyl groups on the bulky head groups of these molecules form polymers. Three novel polymerizable amphiphiles with a sorbyl-substituted head group were synthesized and systematically characterized. These amphiphiles are neutral in charge. None of these molecules forms vesicles by itself, presumably due to lack of amphiphilicity and/or extensive head group interaction. Therefore, mixed vesicles were formed with other fluid lipids such as DPenPC, eggPC, or DOPC. We investigated the properties of these mixtures in both vesicles and Langmuir films. The Langmuir isotherms show formation of monolayers by all three molecules. However, the isotherms for mixed monolayers suggest that two components are largely immiscible to the mixing lipid. Under polymerization conditions, mixed vesicles of these amphiphiles form oligomers, suggesting that in spite of a larger head group, they form mesophases.