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Enantioselective solvolyses of amino acid p-nitrophenyl esters by optically active imidazole-containing copolymeric surfactants

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Summary

The imidazole-containing copolymeric surfactant, poly(N-methacryloyl-L-histidine methyl ester(la)-co-N,N-dimethyl-N-hexadecyl-N-(11-methacryloyloxyundecanyl)ammonium bromide(I)) was prepared and subjected to catalyze the hydrolyses of N-carbobenzoxy-d- and L-phenylalanine p-nitrophenyl esters (D-NBP and L-NBP). The copolymers exhibited enantioselective catalysis, viz., kcat(L)/kcat(D)=10.3 for poly(la-co-I) containing 3.7 mole % of la. The solvolytic systems employed were confirmed to form large ordered aggregate structure by electron microscopic observation.

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Authors and Affiliations

  1. Department of Chemistry, Korea Advanced Institute of Science and Technology, P.O. Box 150, 131, Chongyangni, Seoul, Korea

    Iwhan Cho & Burm-Jong Lee

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  1. Iwhan Cho
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  2. Burm-Jong Lee
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Cho, I., Lee, BJ. Enantioselective solvolyses of amino acid p-nitrophenyl esters by optically active imidazole-containing copolymeric surfactants. Polymer Bulletin 17, 383–388 (1987). https://doi.org/10.1007/BF00955724

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  • DOI: https://doi.org/10.1007/BF00955724

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