Antimicrobial activity of poly(acrylic acid) block copolymers
The increasing number of antibiotic-resistant bacterial strains has developed into a major health problem. In particular, biofilms are the main reason for hospital-acquired infections and diseases. Once formed, biofilms are difficult to remove as they have specific defense mechanisms against antimic...
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Veröffentlicht in: | Materials Science & Engineering C 2014-05, Vol.38, p.94-100 |
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creator | Gratzl, Günther Paulik, Christian Hild, Sabine Guggenbichler, Josef P. Lackner, Maximilian |
description | The increasing number of antibiotic-resistant bacterial strains has developed into a major health problem. In particular, biofilms are the main reason for hospital-acquired infections and diseases. Once formed, biofilms are difficult to remove as they have specific defense mechanisms against antimicrobial agents. Antimicrobial surfaces must therefore kill or repel bacteria before they can settle to form a biofilm. In this study, we describe that poly(acrylic acid) (PAA) containing diblock copolymers can kill bacteria and prevent from biofilm formation. The PAA diblock copolymers with poly(styrene) and poly(methyl methacrylate) were synthesized via anionic polymerization of tert-butyl acrylate with styrene or methyl methacrylate and subsequent acid-catalyzed hydrolysis of the tert-butyl ester. The copolymers were characterized via nuclear magnetic resonance spectroscopy (NMR), size-exclusion chromatography (SEC), Fourier transform infrared spectroscopy (FTIR), elemental analysis, and acid–base titrations. Copolymer films with a variety of acrylic acid contents were produced by solvent casting, characterized by atomic force microscopy (AFM) and tested for their antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa. The antimicrobial activity of the acidic diblock copolymers increased with increasing acrylic acid content, independent of the copolymer-partner, the chain length and the nanostructure.
•Acrylic acid diblock copolymers are antimicrobially active.•The antimicrobial activity depends on the acrylic acid content in the copolymer.•No salts, metals or other antimicrobial agents are needed. |
doi_str_mv | 10.1016/j.msec.2014.01.050 |
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•Acrylic acid diblock copolymers are antimicrobially active.•The antimicrobial activity depends on the acrylic acid content in the copolymer.•No salts, metals or other antimicrobial agents are needed.</description><identifier>ISSN: 0928-4931</identifier><identifier>EISSN: 1873-0191</identifier><identifier>DOI: 10.1016/j.msec.2014.01.050</identifier><identifier>PMID: 24656357</identifier><language>eng</language><publisher>Netherlands: Elsevier B.V</publisher><subject>Acrylic Resins - chemistry ; Acrylic Resins - pharmacology ; Anti-Infective Agents - chemistry ; Anti-Infective Agents - pharmacology ; Antimicrobial ; Bactericidal ; Block copolymer ; Chromatography, Gel ; Escherichia coli - drug effects ; Hydrolysis - drug effects ; Magnetic Resonance Spectroscopy ; Microbial Sensitivity Tests ; Microscopy, Atomic Force ; Poly(acrylic acid) ; Poly(methyl methacrylate) copolymer ; Poly(styrene) copolymer ; Polymerization - drug effects ; Polymethyl Methacrylate - chemistry ; Polymethyl Methacrylate - pharmacology ; Polystyrenes - chemistry ; Polystyrenes - pharmacology ; Pseudomonas aeruginosa - drug effects ; Spectroscopy, Fourier Transform Infrared ; Staphylococcus aureus - drug effects</subject><ispartof>Materials Science & Engineering C, 2014-05, Vol.38, p.94-100</ispartof><rights>2014 Elsevier B.V.</rights><rights>Copyright © 2014 Elsevier B.V. All rights reserved.</rights><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c422t-20d08ff953a675d6bb8a3b9826c583964720f6bf3b514cf67b269e86e4376e3b3</citedby><cites>FETCH-LOGICAL-c422t-20d08ff953a675d6bb8a3b9826c583964720f6bf3b514cf67b269e86e4376e3b3</cites><orcidid>0000-0002-2673-7495 ; 0000-0002-1177-1527</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0928493114000587$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24656357$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Gratzl, Günther</creatorcontrib><creatorcontrib>Paulik, Christian</creatorcontrib><creatorcontrib>Hild, Sabine</creatorcontrib><creatorcontrib>Guggenbichler, Josef P.</creatorcontrib><creatorcontrib>Lackner, Maximilian</creatorcontrib><title>Antimicrobial activity of poly(acrylic acid) block copolymers</title><title>Materials Science & Engineering C</title><addtitle>Mater Sci Eng C Mater Biol Appl</addtitle><description>The increasing number of antibiotic-resistant bacterial strains has developed into a major health problem. In particular, biofilms are the main reason for hospital-acquired infections and diseases. Once formed, biofilms are difficult to remove as they have specific defense mechanisms against antimicrobial agents. Antimicrobial surfaces must therefore kill or repel bacteria before they can settle to form a biofilm. In this study, we describe that poly(acrylic acid) (PAA) containing diblock copolymers can kill bacteria and prevent from biofilm formation. The PAA diblock copolymers with poly(styrene) and poly(methyl methacrylate) were synthesized via anionic polymerization of tert-butyl acrylate with styrene or methyl methacrylate and subsequent acid-catalyzed hydrolysis of the tert-butyl ester. The copolymers were characterized via nuclear magnetic resonance spectroscopy (NMR), size-exclusion chromatography (SEC), Fourier transform infrared spectroscopy (FTIR), elemental analysis, and acid–base titrations. Copolymer films with a variety of acrylic acid contents were produced by solvent casting, characterized by atomic force microscopy (AFM) and tested for their antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa. The antimicrobial activity of the acidic diblock copolymers increased with increasing acrylic acid content, independent of the copolymer-partner, the chain length and the nanostructure.
•Acrylic acid diblock copolymers are antimicrobially active.•The antimicrobial activity depends on the acrylic acid content in the copolymer.•No salts, metals or other antimicrobial agents are needed.</description><subject>Acrylic Resins - chemistry</subject><subject>Acrylic Resins - pharmacology</subject><subject>Anti-Infective Agents - chemistry</subject><subject>Anti-Infective Agents - pharmacology</subject><subject>Antimicrobial</subject><subject>Bactericidal</subject><subject>Block copolymer</subject><subject>Chromatography, Gel</subject><subject>Escherichia coli - drug effects</subject><subject>Hydrolysis - drug effects</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Microbial Sensitivity Tests</subject><subject>Microscopy, Atomic Force</subject><subject>Poly(acrylic acid)</subject><subject>Poly(methyl methacrylate) copolymer</subject><subject>Poly(styrene) copolymer</subject><subject>Polymerization - drug effects</subject><subject>Polymethyl Methacrylate - chemistry</subject><subject>Polymethyl Methacrylate - pharmacology</subject><subject>Polystyrenes - chemistry</subject><subject>Polystyrenes - pharmacology</subject><subject>Pseudomonas aeruginosa - drug effects</subject><subject>Spectroscopy, Fourier Transform Infrared</subject><subject>Staphylococcus aureus - drug effects</subject><issn>0928-4931</issn><issn>1873-0191</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kD1PwzAURS0EoqXwBxhQRhgSnu3YjiUYqoovqRILzFbs2JJLUhc7rZR_T6oWRqY33HOv9A5C1xgKDJjfr4ouWVMQwGUBuAAGJ2iKK0FzwBKfoilIUuWlpHiCLlJaAfCKCnKOJqTkjFMmpuhxvu59500M2tdtVpve73w_ZMFlm9AOt7WJQ-vNGPjmLtNtMF-ZCfuoszFdojNXt8leHe8MfT4_fSxe8-X7y9tivsxNSUifE2igck4yWnPBGq51VVMtK8INq6jkpSDguHZUM1wax4UmXNqK25IKbqmmM3R72N3E8L21qVedT8a2bb22YZsUZhhAAhNiRMkBHV9KKVqnNtF3dRwUBrXXplZqr03ttSnAatQ2lm6O-1vd2eav8utpBB4OgB2_3HkbVTLero1tfLSmV03w_-3_ABeCfUI</recordid><startdate>20140501</startdate><enddate>20140501</enddate><creator>Gratzl, Günther</creator><creator>Paulik, Christian</creator><creator>Hild, Sabine</creator><creator>Guggenbichler, Josef P.</creator><creator>Lackner, Maximilian</creator><general>Elsevier B.V</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-2673-7495</orcidid><orcidid>https://orcid.org/0000-0002-1177-1527</orcidid></search><sort><creationdate>20140501</creationdate><title>Antimicrobial activity of poly(acrylic acid) block copolymers</title><author>Gratzl, Günther ; Paulik, Christian ; Hild, Sabine ; Guggenbichler, Josef P. ; Lackner, Maximilian</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c422t-20d08ff953a675d6bb8a3b9826c583964720f6bf3b514cf67b269e86e4376e3b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Acrylic Resins - chemistry</topic><topic>Acrylic Resins - pharmacology</topic><topic>Anti-Infective Agents - chemistry</topic><topic>Anti-Infective Agents - pharmacology</topic><topic>Antimicrobial</topic><topic>Bactericidal</topic><topic>Block copolymer</topic><topic>Chromatography, Gel</topic><topic>Escherichia coli - drug effects</topic><topic>Hydrolysis - drug effects</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Microbial Sensitivity Tests</topic><topic>Microscopy, Atomic Force</topic><topic>Poly(acrylic acid)</topic><topic>Poly(methyl methacrylate) copolymer</topic><topic>Poly(styrene) copolymer</topic><topic>Polymerization - drug effects</topic><topic>Polymethyl Methacrylate - chemistry</topic><topic>Polymethyl Methacrylate - pharmacology</topic><topic>Polystyrenes - chemistry</topic><topic>Polystyrenes - pharmacology</topic><topic>Pseudomonas aeruginosa - drug effects</topic><topic>Spectroscopy, Fourier Transform Infrared</topic><topic>Staphylococcus aureus - drug effects</topic><toplevel>online_resources</toplevel><creatorcontrib>Gratzl, Günther</creatorcontrib><creatorcontrib>Paulik, Christian</creatorcontrib><creatorcontrib>Hild, Sabine</creatorcontrib><creatorcontrib>Guggenbichler, Josef P.</creatorcontrib><creatorcontrib>Lackner, Maximilian</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Materials Science & Engineering C</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gratzl, Günther</au><au>Paulik, Christian</au><au>Hild, Sabine</au><au>Guggenbichler, Josef P.</au><au>Lackner, Maximilian</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antimicrobial activity of poly(acrylic acid) block copolymers</atitle><jtitle>Materials Science & Engineering C</jtitle><addtitle>Mater Sci Eng C Mater Biol Appl</addtitle><date>2014-05-01</date><risdate>2014</risdate><volume>38</volume><spage>94</spage><epage>100</epage><pages>94-100</pages><issn>0928-4931</issn><eissn>1873-0191</eissn><abstract>The increasing number of antibiotic-resistant bacterial strains has developed into a major health problem. In particular, biofilms are the main reason for hospital-acquired infections and diseases. Once formed, biofilms are difficult to remove as they have specific defense mechanisms against antimicrobial agents. Antimicrobial surfaces must therefore kill or repel bacteria before they can settle to form a biofilm. In this study, we describe that poly(acrylic acid) (PAA) containing diblock copolymers can kill bacteria and prevent from biofilm formation. The PAA diblock copolymers with poly(styrene) and poly(methyl methacrylate) were synthesized via anionic polymerization of tert-butyl acrylate with styrene or methyl methacrylate and subsequent acid-catalyzed hydrolysis of the tert-butyl ester. The copolymers were characterized via nuclear magnetic resonance spectroscopy (NMR), size-exclusion chromatography (SEC), Fourier transform infrared spectroscopy (FTIR), elemental analysis, and acid–base titrations. Copolymer films with a variety of acrylic acid contents were produced by solvent casting, characterized by atomic force microscopy (AFM) and tested for their antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa. The antimicrobial activity of the acidic diblock copolymers increased with increasing acrylic acid content, independent of the copolymer-partner, the chain length and the nanostructure.
•Acrylic acid diblock copolymers are antimicrobially active.•The antimicrobial activity depends on the acrylic acid content in the copolymer.•No salts, metals or other antimicrobial agents are needed.</abstract><cop>Netherlands</cop><pub>Elsevier B.V</pub><pmid>24656357</pmid><doi>10.1016/j.msec.2014.01.050</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-2673-7495</orcidid><orcidid>https://orcid.org/0000-0002-1177-1527</orcidid></addata></record> |
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subjects | Acrylic Resins - chemistry Acrylic Resins - pharmacology Anti-Infective Agents - chemistry Anti-Infective Agents - pharmacology Antimicrobial Bactericidal Block copolymer Chromatography, Gel Escherichia coli - drug effects Hydrolysis - drug effects Magnetic Resonance Spectroscopy Microbial Sensitivity Tests Microscopy, Atomic Force Poly(acrylic acid) Poly(methyl methacrylate) copolymer Poly(styrene) copolymer Polymerization - drug effects Polymethyl Methacrylate - chemistry Polymethyl Methacrylate - pharmacology Polystyrenes - chemistry Polystyrenes - pharmacology Pseudomonas aeruginosa - drug effects Spectroscopy, Fourier Transform Infrared Staphylococcus aureus - drug effects |
title | Antimicrobial activity of poly(acrylic acid) block copolymers |
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