Piletsky S A, Andersson H S, Nicholls I A
Bioorganic Chemistry Laboratory, University of Kalmar, Sweden.
J Mol Recognit. 1998 Winter;11(1-6):94-7. doi: 10.1002/(SICI)1099-1352(199812)11:1/6<94::AID-JMR398>3.0.CO;2-C.
A novel molecularly imprinted polymer (MIP) system selective for D-phenylalanine is described where polymerization is performed in aqueous solution. The unique polymer system comprises a hydrophobic moiety-selective functional monomer, polymerizable beta-cyclodextrin, an electrostatic interacting functional monomer, 2-acryloylamido-2-methylpropane sulfonic acid (AMPSA), and the crosslinking agent N,N'-diacryloylpiperazine. Chromatographic evaluation of polymer-ligand recognition characteristics demonstrated ligand selectivity by the MIP and that optimal recognition was achieved through a balance of hydrophobic and electrostatic ligand-polymer interactions, indicating that recognition in these systems is regulated by enthalpy-entropy compensation. The imprinting effect was shown to be sufficient to reverse the inherent selectivity of cyclodextrin for L-phenylalanine.
