Polypeptide-based materials prepared by ring-opening polymerisation of anionic-based α-amino acid N-carboxyanhydrides: A platform for delivery of bioactive-compounds

Ernesto Tinajero-Díaz, Scott D. Kimmins, Zaira Yunuen García-Carvajal, Antxon Martínez de Ilarduya

Research output: Contribution to journalArticlepeer-review

Abstract

Polymerisation of α-amino acid N-carboxyanhydrides (NCAs) is one of the most common techniques to prepare synthetic polypeptides. Of special interest are the NCAs derived from α-amino acids, L-aspartic acid and L-glutamic acid, since most investigations have been focused on their use to synthesise multiblock copolypeptides or hybrid synthetic polypeptide-polymers to design excipients suitable for delivery of bioactive compounds. This perspective highlights advantages of using L-aspartic acid and L-glutamic over other natural α-amino acids in that their pendant carboxyl group serves as a reactive handle for coupling a variety of reactive groups, and because the resulting polypeptides have the ability to adopt secondary structures. In addition, recent progress in the ring-opening polymerisation of NCAs will be discussed. Throughout, we provide representative examples that shed light on the NCAs polymerisation process, and we finally share our perspectives concerning the practical use of anionic α-amino acids as building blocks for future investigations.

Original languageEnglish
Article number105040
JournalReactive and Functional Polymers
Volume168
DOIs
StatePublished - Nov 2021
Externally publishedYes

Keywords

  • Bioactive-compounds
  • Excipients
  • Hybrid copolymers
  • L-Aspartic acid
  • L-Glutamic acid
  • N-carboxyanhydrides
  • Ring-opening polymerisation
  • Synthetic copolypeptides

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