Synthesis and structure-function relationships in oligoester ion channels

ORGN 43

Jonathan K. W. Chui, wanda_gordon@acs.org, Tom Fyles, tmf@uvic.ca, and Horace Luong. Department of Chemistry, University of Victoria, Victoria, BC V8W 3P6, Canada
We have previously shown that membrane-spanning oligoesters form active channels in planar and vesicle bilayer membranes. We report here several new examples of such channels in which the syntheses have been optimized to allow for easy structural variation. Series A derivatives are prepared from a core diacid fragment extended with polymethylene arms to produce a symmetrical structure. This series allows simple variation in polar head-group around a common trans-membrane segment. Series B derivatives are prepared by a solid-phase methodology that allows rapid synthesis of compounds of different trans-membrane length and functionality. This series also allows head group variation at one end of the molecule. Transport across vesicle and planar bilayer membrane allows the evaluation of structure-function relationships.

 

Membrane Active, Synthetic Organic Compounds
1:30 PM-5:05 PM, Sunday, 28 August 2005 Washington DC Convention Center -- Ballroom C, Oral

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005