Optical resolution of racemic amino acid derivatives with molecularly imprinted membranes from tetrapetide consisting of glycinyl residues

Molecularly imprinted polymeric membranes were prepared from polystyrene resin bearing tetrapeptide of glycine. The tetrapeptide was converted into a chiral recognition site by using the D- or L-isomer of N-alpha-tert-butoxycarbonyltryptophan (Boc-Trp) as a print molecule. The D-isomer was incorporated into the membrane imprinted by Boc-D-Trp in preference to the corresponding L-isomer and vice versa. Those molecularly imprinted membranes showed chiral separation ability. In the enantioselective electrodialysis, the observed permselectivity corresponded to the adsorption selectivity of ca. 2.3 at the optimum potential difference of 2.0 V. (C) 2008 Elsevier B.V. All rights reserved.