[en] Polypeptoids, consisting in nitrogen-substituted analogues of polypeptides, have become a real asset in modern sciences especially in the biomedical field. To address the increasing demand for polypeptoid structures with specific properties, this work explores the combinatorial character of the Ugi-four component polymerization of amino acid derivatives such as dipeptides and aminobutyric acid compounds, with different aldehydes and isocyanides. A library of structurally diverse polypeptoids is prepared accordingly. Thermal and solution properties of the latter are characterized and discussed in a structure-property relationship approach highlighting the impact of both the backbone and side chains. Some materials demonstrate pH-responsiveness, thermo-responsiveness with tunable transition temperatures and biocompatibility. Given the great variety of possible substrates and the promising properties of the obtained polypeptoids, this straightforward and combinatorial strategy is attractive for the future development of polypeptoids and resulting applications.
Research Center/Unit :
Center for Education and Research on Macromolecules (CERM) Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit MolSys Research Unit
Disciplines :
Chemistry Materials science & engineering
Author, co-author :
Stiernet, Pierre ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit, Center for Education and Research on Macromolecules (CERM), Belgium
Couturaud, Benoit; Univeristy of "Paris Est Créteil", Institut de Chimie et des Matériaux Paris-Est (ICMPE), Thiais, France
Bertrand, Virginie ; University of Liège (ULiège), Laboratory of Inorganic Analytical Chemistry, MolSys Research Unit, Belgium
Eppe, Gauthier ; University of Liège (ULiège), Laboratory of Inorganic Analytical Chemistry, MolSys Research Unit, Belgium
De Winter, Julien; University of Mons, Organic Synthesis and Mass Spectrometry Laboratory, Belgium
Debuigne, Antoine ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit, Center for Education and Research on Macromolecules (CERM), Belgium
Language :
English
Title :
Ugi four-component polymerization of amino acid derivatives: a combinatorial tool for the design of polypeptoids
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