123rd General Meeting of the KCS

Type Poster Presentation
Area Polymer Chemistry
Room No. Exhibition Hall 2
Time 4월 19일 (금요일) 11:00~12:30
Code POLY.P-42
Subject Antimicrobial Peptide Mimetic Functional Polyethers
Authors Minseong Kim, Byeong-Su Kim1,*
Department of Chemistry, Ulsan National Institute of Science and Technology, Korea
1Department of Chemistry, Yonsei University, Korea
Abstract Antimicrobial peptide (AMP) is one of the key components of the immune system found in various organisms. The main mechanism is known to attach and destroy the bacterial cell membrane or to penetrate the cell membrane and inhibit cell metabolism. The cell membrane of the bacteria is known to have a negative charge and hydrophobic bacterial cell phospholipids, thus many AMPs possessed positively charged amino acids and hydrophobic amino acid residues. To date, there have been active investigations to imitate these peptides and build new artificial systems that complement their disadvantages such as proteolysis, low in vivo efficacy, and hemolytic behavior. Poly(ethylene glycol) (PEG) is the best known polyether widely used in various biomedical applications. Similarly, polyether-based polymers synthesized through functional epoxide monomers are anticipated to display similarly high hydrophilicity, flexibility, and biocompatibility. In this study, we design and synthesize a novel AMP mimetic polyethers by using three functional epoxide monomers mimicking natural amino acid. Specifically, azidobutyl glycidyl ether (ABGE) mimicking lysine, isobutyl glycidyl ether (IBGE) mimicking leucine, and 1-ethoxyethyl glycidyl ether (EEGE) mimicking serine . All monomers are successfully synthesized and copolymerized by anionic ring-opening polymerization (AROP). Their biological activities toward diverse bacteria are determined by measuring the minimum inhibitory concentration (MIC). Moreover, the hemolytic concentration (HC50) toward human red blood cell are assayed to ensure the safety of the prepared AMP-mimetic polyethers. We anticipate the potentials of designer epoxide monomers for the synthesis of functional polyethers toward peptidomimetics.
E-mail kw7870@unist.ac.kr