Synthetic amphiphiles and related anion receptors: Further study by experimental and computational tools

ORGN 385

Ruiqiong Li, rli@artsci.wustl.edu, Department of Chemistry, Washington University in St. Louis, Campus Box 1134, One Brookings Drive, Saint Louis, MO 63130 and George W. Gokel, gokelg@umsl.edu, Department of Chemistry & Biochemistry, University of Missouri – St. Louis, 315 Benton Hall, One University Blvd, St. Louis, MO 63121.
Our long term goal is to develop simple and reliable molecular structures to mimic channel transport of ions through the bilayer membrane. This presentation will demonstrate various aspects of this broad project. New, synthetic ion channels have been designed and synthesized. These amphiphilic ionophores have the general form (C18H37)2N-COCH2OCH2CO-(Gly)3-Pro-(Gly)3-OR in which R varies from methyl to octadecyl. Evaluation of ion transport by techniques such as NMR, ion selective electrode methods, planar bilayer voltage clamp experiments, and fluorescence will be presented and the information obtained from each will be analyzed. In addition, molecular modeling of channel monomer conformations has been undertaken in an effort to understand the interaction of ionophores with each other and with their transport ions. Finally, ESI-MS has been used to assay complexation between the ionophores and either cations or anions on both positive and negative modes.
 

Heterocycles and Aromatics, Molecular Recognition and Self Assembly
8:00 PM-10:00 PM, Tuesday, April 8, 2008 Morial Convention Center -- Hall A, Poster

Division of Organic Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008