Enantioselective Polymeric Transporters for Tryptophan, Phenylalanine, and Histidine Prepared Using Molecular Imprinting Techniques

Developing new methods for the separation of enantiomers is of great current interest because of the importance, challenge, and high cost associated with such separations. This is particularly true in the pharmaceutical industry because of the requirement for the high purity, including enantiopurity, of the final drug products. In this study, polymeric molecular transporters were prepared using molecular imprinting techniques withD-tryptophan,D-phenylalanine, andD-histidine as the templates, respectively. It was found that the transporters thus prepared were able to transport the template amino acids across a hydrophobic chloroform layer in a U-tube at rates that were 1.34- to 3.8-fold higher than the transport of theirL-enantiomers. The magnitude of discrimination depends on the conditions of polymerization and the templates used. Molecular “receptors” prepared using molecular imprinting techniques could potentially be used for the separation of enantiomers through serial enantioselective transports.