Various cross-linked (with N,N'-ethylene (C-2), butylene (C-4), hexamethylene (C-6) or decamethylene (C-10)-bisacrylamide) polymer catalysts containing L-histidine and quaternary trimethylammonium groups were imprinted with a racemic transition-state analogue of phenyl 1 -benzyloxycarbonyl-3 -methylpentylphosphonate for the hydrolysis of p-nitrophenyl N-(benzyloxycarbonyl)-L (or D)-leucinate (Z-L (or D)-Leu-PNP). Among these polymer catalysts, N,N,N-C-4-bisacrylamide-cross-linked polymer catalyst, which was copolymerized with styrene monomer, exhibited the notable substrate-stereospecificity for the Z-L-Leu-PNP hydrolysis among the hydrolyses of enantiomeric L (or D)-N-protected (such as tert-butyloxycarbonyl (Boc-), acetyl (C-2 -), decanoyl (C-10-) or benzyloxycarbonyl (Z-)) amino acid (Leu, Ala, or Phe) p-nitrophenyl esters in 10 vol.% MeCN-Tris buffer (pH 7.15) at 30 degreesC.