Nonhemolytic and Antibacterial Acrylic Copolymers with Hexamethyleneamine and Poly(ethylene glycol) Side Chains

Ashish Punia; Andrew Mancuso; Probal Banerjee; Nan-Loh Yang

doi:10.1021/acsmacrolett.5b00102

Nonhemolytic and Antibacterial Acrylic Copolymers with Hexamethyleneamine and Poly(ethylene glycol) Side Chains

ACS Macro Lett. 2015 Apr 21;4(4):426-430. doi: 10.1021/acsmacrolett.5b00102. Epub 2015 Apr 1.

Authors

Ashish Punia¹, Andrew Mancuso², Probal Banerjee³, Nan-Loh Yang³

Affiliations

¹ Department of Chemistry and Center for Engineered Polymeric Materials, ‡Department of Chemistry and Center for Development Neuroscience, and §Department of Biology, College of Staten Island and the Graduate Center, The City University of New York, New York, New York 10314, United States.
² Department of Chemistry and Center for Engineered Polymeric Materials, Department of Chemistry and Center for Development Neuroscience, and §Department of Biology, College of Staten Island and the Graduate Center, The City University of New York, New York, New York 10314, United States.
³ Department of Chemistry and Center for Engineered Polymeric Materials, Department of Chemistry and Center for Development Neuroscience, and Department of Biology, College of Staten Island and the Graduate Center, The City University of New York, New York, New York 10314, United States.

PMID: 35596307
DOI: 10.1021/acsmacrolett.5b00102

Abstract

Amphiphilic acrylic copolymers with hexamethyleneamine and poly(ethylene glycol) side chains can show >100-fold selectivity toward Escherichia coli over red blood cells. Homopolymer with cationic pendant amine groups is highly hemolytic and antibacterial. Incorporation of approximately 33 mol % of poly(ethylene glycol) methyl ether methacrylate (PEGMA) led to 1300 times reduction in hemolytic activity, while maintaining high levels of antibacterial activity. The hemolytic activity of these PEGylated copolymers depends on the overall content and spatial distribution of the PEGMA units. Higher activity against Escherichia coli than Staphylococcus aureus was observed for this polymer system, likely due to hydrogen bonding ability of the PEG side chains with polysaccharide cell wall of the bacteria. Field emission scanning electron microscopy analysis confirmed the bacterial membrane rupture activity exerted by these copolymers, whereas time-kill studies revealed significantly different bactericidal kinetics toward the Gram-negative Escherichia coli and the Gram-positive Staphylococcus aureus.