Design and synthesis of asymmetric acyclic phospholipid bolaamphiphiles

作者:Kai T; Sun XL*; Faucher KM; Apkarian RP; Chaikof EL
来源:Journal of Organic Chemistry, 2005, 70(7): 2606-2615.
DOI:10.1021/jo048167o

摘要

A synthetic route was devised for the generation of asymmetric lipid bolaamphiphiles through the sequential esterification of an alkyldioic acid, bearing distinct terminal protecting groups, with propanylamine and lyso-phosphatidylcholine headgroups. Bolaamphiphile self-assembly was investigated in solvent mixes of varying polarity by nuclear magnetic resonance (NMR) and Fourier transform-infrared (FT-IR) spectroscopy, as well as in water by cryo-high-resolution scanning electron microscopy (cryo-HRSEM). We anticipate that asymmetric lipid bolaamphiphiles will provide facile building blocks for engineering a variety of unique membrane-mimetic structures.

  • 出版日期2005-4-1