Synthesis of a new substituted zinc phthalocyanine as functional monomer in the preparation of MIPs

A new zinc phthalocyanine peripherally substituted with methacrylic groups was synthesized to be employed as a functional monomer in the formation of molecularly imprinted polymers as nucleoside receptors. The binding affinity and selectivity of the synthesized phthalocyanine towards nucleosides were evaluated by UV-vis titration experiments in CH2Cl2 at 298 K. The binding constant (K-a) and Gibbs free energy changes (-Delta G(0)) were calculated according to the modified Benesi-Hildebrand equation. Binding experiments showed that K-a of phthalocyanine with tri-O-acetyladenosine (TOAA) is 1.35 x 10(4), 500 times that of phthalocyanine with tri-O-acetyluridine (TOAU), indicating a high selectivity of the synthesized phthalocyanine derivative. Copyright (c) 2006 Society of Porphyrins & Phthalocyanines.