The Role of Hydrophobicity in the Antimicrobial and Hemolytic Activities of Polymethacrylate Derivatives
dc.contributor.author | Kuroda, Kenichi | en_US |
dc.contributor.author | DeGrado, William F. | en_US |
dc.date.accessioned | 2009-02-03T16:17:29Z | |
dc.date.available | 2010-03-01T21:10:28Z | en_US |
dc.date.issued | 2009-01-19 | en_US |
dc.identifier.citation | Kuroda, Kenichi; Caputo, Gregory 14A.; DeGrado, William 14F. (2009). "The Role of Hydrophobicity in the Antimicrobial and Hemolytic Activities of Polymethacrylate Derivatives." Chemistry - A European Journal 15(5): 1123-1133. <http://hdl.handle.net/2027.42/61536> | en_US |
dc.identifier.issn | 0947-6539 | en_US |
dc.identifier.issn | 1521-3765 | en_US |
dc.identifier.uri | https://hdl.handle.net/2027.42/61536 | |
dc.identifier.uri | http://www.ncbi.nlm.nih.gov/sites/entrez?cmd=retrieve&db=pubmed&list_uids=19072946&dopt=citation | en_US |
dc.description.abstract | We synthesized cationic random amphiphilic copolymers by radical copolymerization of methacrylate monomers with cationic or hydrophobic groups and evaluated their antimicrobial and hemolytic activities. The nature of the hydrophobic groups, and polymer composition and length were systematically varied to investigate how structural parameters affect polymer activity. This allowed us to obtain the optimal composition of polymers suitable to act as non-toxic antimicrobials as well as non-selective polymeric biocides. The antimicrobial activity depends sigmoidally on the mole fraction of hydrophobic groups ( f HB ). The hemolytic activity increases as f HB increases and levels off at high values of f HB , especially for the high-molecular-weight polymers. Plots of HC 50 values versus the number of hydrophobic side chains in a polymer chain for each polymer series showed a good correlation and linear relationship in the log–log plots. We also developed a theoretical model to analyze the hemolytic activity of polymers and demonstrated that the hemolytic activity can be described as a balance of membrane binding of polymers through partitioning of hydrophobic side chains into lipid layers and the hydrophobic collapsing of polymer chains. The study on the membrane binding of dye-labeled polymers to large, unilamellar vesicles showed that the hydrophobicity of polymers enhances their binding to lipid bilayers and induces collapse of the polymer chain in solution, reducing the apparent affinity of polymers for the membranes. | en_US |
dc.format.extent | 144366 bytes | |
dc.format.extent | 3118 bytes | |
dc.format.mimetype | application/pdf | |
dc.format.mimetype | text/plain | |
dc.publisher | WILEY-VCH Verlag | en_US |
dc.subject.other | Chemistry | en_US |
dc.subject.other | General Chemistry | en_US |
dc.title | The Role of Hydrophobicity in the Antimicrobial and Hemolytic Activities of Polymethacrylate Derivatives | en_US |
dc.type | Article | en_US |
dc.rights.robots | IndexNoFollow | en_US |
dc.subject.hlbsecondlevel | Chemistry | en_US |
dc.subject.hlbtoplevel | Science | en_US |
dc.description.peerreviewed | Peer Reviewed | en_US |
dc.contributor.affiliationum | Department of Biologic and Materials Sciences, University of Michigan School of Dentistry, 1011 N. University Ave., Ann Arbor, MI 48109 (USA), Fax: (+1) 734-647-2110 ; | en_US |
dc.contributor.affiliationother | Department of Biochemistry and Biophysics, University of Pennsylvania School of Medicine, 36th & Hamilton Walk, Philadelphia, PA 19104-6059 (USA) | en_US |
dc.identifier.pmid | 19072946 | en_US |
dc.description.bitstreamurl | http://deepblue.lib.umich.edu/bitstream/2027.42/61536/1/chem_200801523_sm_miscellaneous_information.pdf | |
dc.identifier.doi | http://dx.doi.org/10.1002/chem.200801523 | en_US |
dc.owningcollname | Interdisciplinary and Peer-Reviewed |
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