An Amphiphilic Peptide Carrier for HCl Transport.

Abstract

Single molecules that co-transport cations as well as anions across lipid membranes are few despite their high biological utility. The elegant yet simple lipidomimetic peptide design herein enables efficient HCl transport without the use of any external additives for proton transport. The carboxylic acids in the dipeptide scaffold provide a handle to append two long hydrophobic tails and also provides a polar hydrophilic carboxylate group. The peptide central unit also provides NH sites for anion-binding. Protonation of the carboxylate group coupled with the weak halide binding of the terminal NH group results in HCl transport with transport rates of H+ > Cl‾. The lipid-like structure also facilitates seamless membrane integration and flipping of the molecule. The biocompatibility, design simplicity and potential pH regulation of these molecules open up several avenues for their therapeutic use.