Copolymerization of N‐carboxy N^ϵ‐carbobenzoxy L‐lysine anhydride with N‐carboxy β‐benzyl L‐aspartate anhydride in acetonitrile

Abstract

Abstract Copolymerization of N ‐carboxy N ϵ ‐carbobenzoxy L ‐lysine anydride with N ‐carboxy β‐benzyl L ‐aspartate anhydride was initiated with n ‐butylamine in acetonitrile. The copolymerization proceeded almost homogeneously except for the initial stage, when the proportion of N ‐carboxy anhydride (NCA) in the polymerization mixture varied from 25 to 75 mol %. This was due to the fact that the copolypeptides formed were soluble or highly swollen in the solvent, in contrast to the homopolymerization of NCAs such as N ϵ ‐carbobenzoxy L ‐lysine NCA and β‐benzyl L ‐aspartate NCA in acetonitrile, which proceeds heterogeneously. The compositions of the copolymers obtained were, within experimental error, the same as their monomer feed compositions. The initial rates of copolymerization were almost the same as the rate of homopolymerization of β‐benzyl L ‐aspartate NCA, which propagates with a nonhelical polypeptide, but were slower than the rate of homopolymerization of N ϵ ‐carbobenzoxy L ‐lysine NCA, which propagates with a helical polypeptide.