Synthesis of polymeric β-cyclodextrin supported by crosslinked poly(acrylamide-co-vinylamine) and its catalysis of the hydrolysis of p-nitrophenyl acetate

Polymeric β-cyclodextrin (β-CD) supported by crosslinked poly(acrylamide-co-vinylamine) was synthesized as an artificial analog of hydrolytic enzyme and its catalysis of the hydrolysis of p-nitrophenyl acetate (p-NPA) was then investigated. The result showed that the polymer-supported β-CD could accelerate the hydrolytic reaction of p-NPA more quickly than β-CD itself and crosslinked poly(acrylamide-co-vinylamine) alone. The acceleration rate of the polymer-supported β-CD was about 10 times as fast as that of free β-CD in 0.01 mol/L phosphate buffer (pH 7.4) containing 32% DMSO at 37±0.1°C when the molar amount of β-CD units in the polymer was equal to that of free β-CD in the experiments. The enhanced acceleration of the polymer-supported β-CD should be ascribed to the cooperative contribution of the inclusion effect of β-CD ring and the nucleophilic effect of amino groups on the polymeric support.