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

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.