A procainamide-specific polymer was prepared by molecular imprinting using
methacrylic acid as a functional monomer. It was showed that the imprinted
polymer was capable of recognizing the functional difference of amide group
and ester group between procainamide and procaine. The procaine-imprinted
polymer was also prepared using the same monomer in the same molar ratio of
monomer/template, however, it had no such ability. The different molecular
imprinting effect of the two molecules showed that changing an amide group
for an ester made quite a difference in terms of hydrogen acceptor. The ro
le of the functional groups of the templates in the formation of complement
ary interacting sites in the polymer and the role of the corresponding inte
racting sites in the subsequent molecular recognition, was carefully discus
sed. Accordingly, the mechanism of molecular recognition of this system was
proposed. Acrylamide was also used as a functional monomer for the prepara
tion of procainamide-imprinted polymer to be compared with methacrylic acid
. It was confirmed that hydrogen bond played an important role in the selec
tivity of the imprinted polymers. (C) 2001 Elsevier Science B.V. All rights
reserved.