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© Bruno Dupuy, Claire Morvan, Institut Pasteur
Cellules végétative et spores de Clostridioides difficile / Vegative cells and spores of Clostridioides difficile
Publication : Journal of the American Chemical Society

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

Team: Pathogenesis of Bacterial Anaerobes
Member: Bruno Dupuy
Scientific Fields
Diseases
Organisms
Applications
Technique

Published in Journal of the American Chemical Society - 17 Mar 2021

Salas-Ambrosio P, Tronnet A, Since M, Bourgeade-Delmas S, Stigliani JL, Vax A, Lecommandoux S, Dupuy B, Verhaeghe P, Bonduelle C,

Link to Pubmed [PMID] – 33651603

Link to DOI – 10.1021/jacs.0c13231

J Am Chem Soc 2021 03; 143(10): 3697-3702

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.