Synthesis and diffusion measurements of flexible tetraether acyclic bisphosphocholines

ORGN 63

Wilma Febo-Ayala, Scott A. Bradley, Aniruddha Patwardhan, and David H. Thompson. Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-1393
Tetraether bolaamphiphiles have been prepared via an efficient synthesis for structure-function determination studies. Prior studies from this laboratory have shown that fluid phase bolaamphiphile vesicles are impermeable to encapsulated ions on the days timescale. This property makes these materials promising candidates for the development of stabilized bolaamphiphile-based supported membrane sensors, since they will produce films that are more stable than conventional supported bilayer membranes, while retaining lateral mobility in the membrane phase. We have applied pulsed-field gradient NMR (PFG-NMR) methods for the determination of lateral diffusion coefficients for vesicles made from tetraether bolaamphiphiles. These studies are aimed at developing an understanding of how bolaamphiphile molecular structure affects the diffusion coefficients of these compounds and to correlate these properties with the physical stability of their membranes.