The rational use of hydrophobic effect-based recognition in molecularly imprinted polymers

✍ Scribed by Sergey A. Piletsky; Håkan S. Andersson; Ian A. Nicholls

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 179 KB
• Volume: 11
• Category: Article
• ISSN: 0952-3499
• DOI: 10.1002/(sici)1099-1352(199812)11:1/6<94::aid-jmr398>3.0.co;2-c

✦ Synopsis

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 b-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.