Abstract

Abstract High purity N-carboxy-Dl-tryptophan anhydride (Dl-4-indoylmethyl-2,5-oxazolidinedione, Dl-Trp NCA) was synthesized in good yield. Copolypeptides with a random sequence of Dl-Trp with l-alanine (Ala) and Dl-alanine (Dl-Ala) were synthesized by copolymerization of the corresponding N-carboxy-α-amino acid anhydrides (NCA) in solution. Copolypeptides of Dl-Trp with l-Ala and Dl-Ala were partially soluble in water. The water-soluble copolypeptides of Dl-Trp and l-Ala mostly gave disordered conformations, while the water-insoluble copolypeptides were found in a mixture of α- and disordered conformations. The solubility of the copolypeptides was not influence by the tryptophan content in the polypeptides but, rather, by the conformation of the polypeptides.

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