Synthesis of Polypeptides and Poly(α-hydroxy esters) from Aldehydes Using Strecker Synthesis

Ester Abtew, Abraham J. Domb

Research output: Contribution to journalArticlepeer-review

Abstract

This report presents a versatile approach for the synthesis of new polypeptide and polyester-based biomaterials. The well-established Strecker reaction was utilized, with hexanal serving as the model aldehyde, to synthesize α-amino and α-hydroxy acids as monomer units for the polymer system. Following the formation of the corresponding amino and hydroxy acid monomers, they were subsequently converted to N-carboxy and O-carboxy-anhydrides. The resultant cyclic anhydride molecules were then polymerized via ring-opening polymerization to yield the corresponding polypeptides and polyesters. This report establishes a straightforward methodology for the synthesis of new polypeptide and poly(a-hydroxy acid)-based biomaterials, thereby expanding the existing library of polymers for various biomedical applications.

Original languageEnglish
Pages (from-to)40407-40416
Number of pages10
JournalACS Omega
Volume8
Issue number43
DOIs
StatePublished - 31 Oct 2023
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2023 The Authors. Published by American Chemical Society

Funding

This work was supported by a grant from the Israel Science Foundation (ISF), grant number: 235/17. The authors are thankful to Dr. Ravi Kumar for intensive editing of this article.

FundersFunder number
Israel Science Foundation235/17

    Fingerprint

    Dive into the research topics of 'Synthesis of Polypeptides and Poly(α-hydroxy esters) from Aldehydes Using Strecker Synthesis'. Together they form a unique fingerprint.

    Cite this