Cyclic Poly(α-peptoid)s by Lithium bis(trimethylsilyl)amide (LiHMDS)-Mediated Ring-Expansion Polymerization: Simple Access to Bioactive Backbones - Archive ouverte HAL
Journal Articles Journal of the American Chemical Society Year : 2021

Cyclic Poly(α-peptoid)s by Lithium bis(trimethylsilyl)amide (LiHMDS)-Mediated Ring-Expansion Polymerization: Simple Access to Bioactive Backbones

Abstract

Cyclic polymers display unique physicochemical and biological properties. However, their development is often limited by their challenging preparation. In this work, we present a simple route to cyclic poly(α-peptoids) from N-alkylated-N-carboxyanhydrides (NNCA) using LiHMDS promoted ring-expansion polymerization (REP) in DMF. This new method allows the unprecedented use of lysine-like monomers in REP to design bioactive macrocycles bearing pharmaceutical potential against Clostridioides difficile, a bacterium responsible for nosocomial infections.
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hal-03173586 , version 1 (18-03-2021)

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Pedro Salas-Ambrosio, Antoine Tronnet, Marc Since, Sandra Bourgeade-Delmas, Jean-Luc Stigliani, et al.. Cyclic Poly(α-peptoid)s by Lithium bis(trimethylsilyl)amide (LiHMDS)-Mediated Ring-Expansion Polymerization: Simple Access to Bioactive Backbones. Journal of the American Chemical Society, 2021, 143 (10), pp.3697-3702. ⟨10.1021/jacs.0c13231⟩. ⟨hal-03173586⟩
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