Sequence-controlled and sequence-defined polypeptoidsviathe Ugi reaction: synthesis and sequence-driven properties

Abstract

Polypeptoids are peptidomimetic polymers, and its origin can be traced back to the early 1990s. The facile synthesis of sequence-controlled and sequence-defined polypeptoids still faces many challenges. Very recently, Ugi...

Furfural-Based Polyamides with Tunable Fluorescence Properties via Ugi Multicomponent Polymerization

“…In contrast, P7 and P9 exhibit molecular weights of 2100 and 6600 g mol –1 , respectively. The molecular weights of the furfural-based PAs prepared by Ugi-4CP are equivalent to that of previously reported Ugi products in the literature. − …”

“…In 2019, Meier et al documented PAs preparation based on Ugi-multicomponent polymerization of 2,5-FDCA, which was synthesized through a two-step catalytic process . During this period, the Tao group and Debuigne group focused on the Ugi polymerization of amino acids and dipeptides. − Recently, Becer et al prepared N-substituted functional PAs with ≈80% biomass content from renewable diamine, diacid, and aldehydes via Ugi 4 component polymerization . Thus, multicomponent polymerization reaction provides a powerful methodology for the direct utilization of biobased chemicals to prepare diverse structural polymers for electronic and biomedical applications.…”

Imine-based multicomponent polymerization: Concepts, structural diversity and applications

“…Amino acids, containing both an amine and a carboxylic acid, quickly drew attention as reactants for the U-4C-3CP due to their availability and their potential to create peptidomimetic materials. [28][56] [57] Several natural α-amino acids were first reacted with benzaldehyde and tertbutyl isocyanide. [58] Unfortunately, only oligomers were obtained and the molar masses were limited to 3.4 kg/mol.…”

Advances in the application of named reactions in polymer synthesis

“…184 From then on, the Ugi reaction has been a powerful synthetic tool, combining the four reaction partners in one pot under mild conditions. The early and vital applications of Ugi-4CR contain peptide coupling 185 and α-amino acid synthesis. 186 In recent years, Antoine Debuign et al 187 have explored the combinatorial characteristics of Ugi-four-component polymerization of amino acid derivatives such as dipeptides and aminobutyric acid compounds with different aldehydes and isocyanides (Figure 35(a)).…”