CHIRAL RECOGNITION OF N-ALPHA-PROTECTED AMINO-ACIDS AND DERIVATIVES IN NONCOVALENTLY MOLECULARLY IMPRINTED POLYMERS

Highly crosslinked synthetic polymers, selective for various N-alpha-p rotected amino acids and derivatives, were prepared by non-covalent mo lecular imprinting. Methacrylic acid and ethylene glycol dimethacrylat e were copolymerized in the presence of the print molecules, which wer e subsequently extracted from the polymers. The recognition of the pol ymers for the print molecules and molecules of similar structures was investigated by using the polymers as stationary phases in HPLC. The f unctional groups of the print molecules interact via hydrogen bonds wi th the positioned carboxyls of the polymer. It was shown that the N-al pha-protecting group, the C-alpha-protecting group and the amino acid side chain are also recognized by the binding sites in the polymer. (C ) Munksgaard 1994.