Surface Active Crown Ethers. XIV.

Membrane Transport of Amino Acid Derivatives by Amphiphilic Crown Ethers Functionalized with Amino Acid Residue

Abstract

Several amphiphilic crown ethers each possessing an amino acid residue in its side arm (14, in Scheme-1) were prepared. Their cloud points, complexing ability with K⁺ ion, and transport ability for N-benzoyl-α-amino acid anions through a liquid membrane were determined and compared with those of reference compounds (57). Transport efficiency increased greatly by introducing an amino acid residue into the side arm of the crown ether, and transport ability depended significantly on both the structure of the amino acid residue and substrate lipophilicity.