Catalytic activities of novel l-histidyl group-introduced polymers imprinted by a transition state analogue in the hydrolysis of amino acid esters

Abstract The catalytic activities of l -histidyl group-introduced, cross-linked polymers imprinted by a transition-state analogue (phenyl 1-benzyloxycarbonylamino-3-methylpentylphosphonate) or a ground-state one ( N -( N -benzyloxycarbonyl- l -leucinoyl) anthranilic acid) for the esterolysis of a marked substrate of p -nitrophenyl N -benzyloxycarbonyl- l -leucinate were examined in the hydrolysis of amino acid esters; a transition-state analogue recorded polymer possessing a low cross-linker content (8.7%) exhibited the highest catalytic activity for the marked substrate hydrolysis with the positively largest activation entropy and the smallest activation free energy.