title: Membrane-mimetic films of asymmetric phosphatidylcholine lipid bolaamphiphiles.
abstract: Membrane-spanning phospholipid bolaamphiphiles either alone or as a constituent of a multicomponent lipid membrane may prove to be facile building blocks for generating robust bioactive membrane-mimetic assemblies. We have previously reported the synthesis of asymmetric dialkyl phospholipid bolaamphiphiles that contain ester linked phosphatidylcholine and amine functionalities at opposite chain ends. In this report, we describe the synthesis of phospholipid bolaamphiphiles that are conjugated to biotin via the terminal amine with or without a poly(ethylene oxide) spacer arm of varying chain length. The behavior of biotinylated bolaamphiphiles as a self-assembled monolayer at an air-water interface was characterized by epi-fluorescence microscopy and revealed that domain structure and pi-A isotherms were substantially influenced by linker type and size. Substrate bound assemblies were produced by Langmuir-Blodgett deposition onto planar substrates coated with an avidin derivatized polyelectrolyte multilayer. Significantly, external reflectance infrared spectroscopy confirmed the fabrication of bolaamphiphile thin films that display extended stability in vitro.
authors.affiliation: Department of Surgery, Emory University, Atlanta, Georgia 30322, USA. xsun@emory.edu
authors.forename: Xue-Long
authors.initials: XL
authors.lastname: Sun
authors.forename: Nilanjana
authors.initials: N
authors.lastname: Biswas
authors.forename: Toshitsugu
authors.initials: T
authors.lastname: Kai
authors.forename: Zhifei
authors.initials: Z
authors.lastname: Dai
authors.forename: Richard A
authors.initials: RA
authors.lastname: Dluhy
authors.forename: Elliot L
authors.initials: EL
authors.lastname: Chaikof
mesh_terms: D000388:Air; D009682:Magnetic Resonance Spectroscopy; D008856:Microscopy, Fluorescence; D018716:Molecular Mimicry; D010713:Phosphatidylcholines / Q000737:chemistry*; D014867:Water
chemical_list: D010713:Phosphatidylcholines; D014867:Water