Back to Search
Start Over
Cyclic Poly(α-peptoid)s by Lithium bis(trimethylsilyl)amide (LiHMDS)-Mediated Ring-Expansion Polymerization: Simple Access to Bioactive Backbones
- Source :
- Journal of the American Chemical Society, Journal of the American Chemical Society, American Chemical Society, 2021, 143 (10), pp.3697-3702. ⟨10.1021/jacs.0c13231⟩
- Publication Year :
- 2021
- Publisher :
- American Chemical Society (ACS), 2021.
-
Abstract
- International audience; 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.
- Subjects :
- Trimethylsilyl Compounds
Cell Survival
Polymers
Lithium bis(trimethylsilyl)amide
Microbial Sensitivity Tests
[CHIM.THER]Chemical Sciences/Medicinal Chemistry
010402 general chemistry
Ring (chemistry)
01 natural sciences
Biochemistry
Catalysis
Cell Line
Polymerization
Macrocyclic polypeptoids
Peptoids
chemistry.chemical_compound
Colloid and Surface Chemistry
Biological property
Humans
Density Functional Theory
Ring expansion polymerization (REP)
chemistry.chemical_classification
Clostridioides difficile
Peptoid
General Chemistry
Polymer
Combinatorial chemistry
0104 chemical sciences
[CHIM.POLY]Chemical Sciences/Polymers
Monomer
chemistry
Cyclization
Subjects
Details
- ISSN :
- 15205126 and 00027863
- Volume :
- 143
- Database :
- OpenAIRE
- Journal :
- Journal of the American Chemical Society
- Accession number :
- edsair.doi.dedup.....d8dcc10241c6e3ed52645b286da5d91f
- Full Text :
- https://doi.org/10.1021/jacs.0c13231