Influence of amide bonds on the hydraphile ion channel activities

ORGN 156

Wei Wang, Department of Chemistry, Washington University in St. Louis, One Brookings Drive, Campus Box 1134, St. Louis, MO 63130 and George W. Gokel, gokelg@umsl.edu, Department of Chemistry, University of Missouri – Saint Louis, One University Boulevard, Saint Louis, MO 63121.
A small library of hydraphile cation-conducting ion channels has been prepared in which some amine nitrogens have been replaced by amide residues. The numbers of amide bonds in the hydraphiles are varied from 0 to 6, and they were present in different positions of hydraphiles. The abilities of these hydraphiles to transport sodium cations through two different kinds of vesicles were measured by ISE methods. While hydraphiles containing amide bonds in one symmetrical position showed increased activity compared to the parent hydraphile, hydraphiles containing amide bonds in more than one symmetrical position showed decreased activity.