NDLI: Cationic acrylate oligomers comprising amino acid mimic moieties demonstrate improved antibacterial killing efficiency

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Journal of Materials Chemistry B Vol - 5 Issue - 2

Journal of Materials Chemistry B Vol -4

Journal of Materials Chemistry B Vol -3

Journal of Materials Chemistry B Vol -2

Journal of Materials Chemistry B Vol -1

Cationic acrylate oligomers comprising amino acid mimic moieties demonstrate improved antibacterial killing efficiency

Content Provider	Royal Society of Chemistry (RSC)
Author	Davis, Thomas P. Truong, Nghia P. Whittaker, Michael R. Elliott, Alysha G. Huang, Johnny X. Grace, James L. Cooper, Matthew A. Schneider, Elena K. Li, Jian Quinn, John F. Velkov, Tony
Copyright Year	2017
Abstract	Cu(0)-mediated polymerization was employed to synthesize a library of structurally varied cationic polymers and their application as antibacterial peptide mimics was assessed. Eight platform polymers were first synthesized with low degrees of polymerization (DP) using (2-Boc-amino)ethyl acrylate as the monomer and either ethyl α-bromoisobutyrate or dodecyl 2-bromoisobutyrate as the initiator (thus providing hydrocarbon chain termini of C2 or C12, respectively). A two-step modification strategy was then employed to generate the final sixteen-member polymer library. Specifically, an initial deprotection was employed to reveal the primary amine cationic polymers, followed by guanylation. The biocidal activity of these cationic polymers was assessed against various strains of Escherichia coli, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, Staphylococcus aureus, and Streptococcus pneumoniae. Polymers having a short segment of guanidine units and a C12 hydrophobic terminus were shown to provide the broadest antimicrobial activity against the panel of isolates studied, with MIC values approaching those for Gram-positive targeting antibacterial peptides: daptomycin and vancomycin. The C12-terminated guanidine functional polymers were assayed against human red blood cells, and a concomitant increase in haemolysis was observed with decreasing DP. Cytotoxicity was tested against HEK293 and HepG2 cells, with the lowest DP C12-terminated polymer exhibiting minimal toxicity over the concentrations examined, except at the highest concentration. Membrane disruption was identified as the most probable mechanism of bacteria cell killing, as elucidated by membrane permeability testing against E. coli.
Starting Page	531
Ending Page	536
Page Count	6
File Format	HTM / HTML PDF
ISSN	2050750X
Volume Number	5
Issue Number	3
Journal	Journal of Materials Chemistry B
DOI	10.1039/c6tb02787c
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Cu Pseudomonas coli Polymerization Library Antimicrobial peptides Acrylate Monomer Lauric acid Hydrocarbon Polymer Library Escherichia coli Klebsiella pneumoniae Acinetobacter baumannii Pseudomonas aeruginosa Aureus Streptococcus Guanidine Amino acid Antimicrobial Gram-positive bacteria Daptomycin Vancomycin Hemolysis Cytotoxicity Polymer Bacteria Cell membrane
Content Type	Text
Resource Type	Article
Subject	Chemistry Medicine Materials Science Biomedical Engineering

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