Turning peptides in comb silicone polymers

• Published in: Journal of peptide science 2015-03, Vol.21 (3), p.243-247
• Main Authors: Jebors, Said, Pinese, Coline, Nottelet, Benjamin, Parra, Karine, Amblard, Muriel, Mehdi, Ahmad, Martinez, Jean, Subra, Gilles
• Format: Article
• Language: English
• Subjects: Amino Acids; Amino Acids - chemistry; Animals; Anti-Bacterial Agents; Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - pharmacology; Cell Line; Cell Survival; Cell Survival - drug effects; Chemical Sciences; comb-polymers; Escherichia coli; Escherichia coli - drug effects; Escherichia coli - growth & development; Fibroblasts; Fibroblasts - cytology; Fibroblasts - drug effects; Hydrogen-Ion Concentration; hydroxysilyl peptides; Mice; Microbial Viability; Microbial Viability - drug effects; peptide materials; Peptides; Peptides - chemical synthesis; Peptides - pharmacology; Polymerization; Polymers; Polymers - chemical synthesis; Polymers - pharmacology; polysiloxane; silicone; Silicones; Silicones - chemistry; Siloxanes; Siloxanes - chemistry; Solid-Phase Synthesis Techniques; Solid-Phase Synthesis Techniques - methods; Temperature; Water; Water - chemistry
• ISSN: 1075-2617; 1099-1387
• DOI: 10.1002/psc.2757

We have recently reported on a new class of silicone–peptide‵ biopolymers obtained by polymerization of di‐functionalized chlorodimethylsilyl hybrid peptides. Herein, we describe a related strategy based on dichloromethylsilane‐derived peptides, which yield novel polymers with a polysiloxane backbone, comparable with a silicone‐bearing pendent peptide chains. Interestingly, polymerization is chemoselective toward amino acids side‐chains and proceeds in a single step in very mild conditions (neutral pH, water, and room temperature). As potential application, a cationic sequence was polymerized and used for antibacterial coating. Copyright © 2015 European Peptide Society and John Wiley & Sons, Ltd. We have recently reported on a new class of silicone–peptide biopolymers obtained by polymerization of di‐functionalized chlorodimethylsilyl hybrid peptides. Herein, we describe a related strategy based on dichloromethylsilane‐derived peptides, which yield novel polymers with a polysiloxane backbone, comparable with a silicone‐bearing pendent peptide chains. Interestingly, polymerization is chemoselective toward amino acids side‐chains and proceeds in a single step in very mild conditions (neutral pH, water, and room temperature). As potential application, a cationic sequence was polymerized and used for antibacterial coating.