Oligo(β-peptoid)s with Backbone Chirality from Aspartic Acid Derivatives: Synthesis and Property Investigation.

ABSTRACT: Poly(β-peptoid)s (N-substituted poly-β-alanines) are an intriguing class of pseudopeptidic materials for biomedical applications, but the polymers prepared by solution polymerization have restricted diversity and functionality due to synthetic difficulty. Synthesis of structurally diverse poly(β-peptoid)s is highly desirable yet challenging. Herein, we report a new approach to synthesize skeletal chiral β-peptoid polymers from readily available aspartic acid derivatives. Two types of N-substituted β³-homoalanine monomers, i.e., N-(methyl propionate)-Asp-OMe ( ^N MeP-Asp-OMe) and N-(tert-butyl propionate)-Asp-OMe ( ^N tBuP-Asp-OMe), were synthesized in high yield via an aza-Michael addition reaction betwe

SUBMITTER: Li Z 

PROVIDER: S-EPMC7774267 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature