Hydrophilic quaternary ammonium ionenes - Is there an influence of backbone flexibility and topology on antibacterial properties?

Rafał Kopiasz , Waldemar Tomaszewski , Aleksandra Kuźmińska , Karolina Chreptowicz , Jolanta Mierzejewska , Tomasz Ciach , Dominik Jańczewski

Abstract

The antimicrobial properties of polycations are strongly affected by the structural features such as the backbone flexibility and topology (isomerism) through the polymer ability to attain proper conformation in interaction with the cell membrane. In this paper, a synthesis and biocidal properties evaluation of ionenes characterized by different backbone topology (isomerism) and flexibility are presented. The findings reveal influence of variation in topology on activity against different microorganisms, and general positive effect of improved flexibility. Furthermore, one of the obtained ionenes displays degradable properties in near physiological environment (phosphate-buffered saline pH 7.4, 37 °C). The degradation proceeds via Hofmann elimination reaction and the products are not of acidic character. For the first time a new class of degradable ionenes with a high antimicrobial potential is presented.

Author Rafał Kopiasz (FC / CPCT)
Rafał Kopiasz,,
- Chair Of Polymer Chemistry And Technology
, Waldemar Tomaszewski (FC / DH-EM)
Waldemar Tomaszewski,,
- Department Of High-Energetic Materials
, Aleksandra Kuźmińska (FCPE / DBBE)
Aleksandra Kuźmińska,,
- Department of Biotechnology and Bioprocess Engineering
, Karolina Chreptowicz (FC / CDSB)
Karolina Chreptowicz,,
- Chair of Drug and Cosmetics Biotechnology
, Jolanta Mierzejewska (FC / CDSB)
Jolanta Mierzejewska,,
- Chair of Drug and Cosmetics Biotechnology
, Tomasz Ciach (FCPE / DBBE)
Tomasz Ciach,,
- Department of Biotechnology and Bioprocess Engineering
, Dominik Jańczewski (FC / CPCT)
Dominik Jańczewski,,
- Chair Of Polymer Chemistry And Technology
Journal seriesMacromolecular Bioscience, ISSN 1616-5187, e-ISSN 1616-5195
Issue year2020
Pages1-11
Publication size in sheets0.5
Article number2000063
Keywords in Englishantimicrobial activity, ionene, polyaddition, polycation, quaternary ammonium compounds
ASJC Classification1305 Biotechnology; 1502 Bioengineering; 2502 Biomaterials; 2505 Materials Chemistry; 2507 Polymers and Plastics
DOIDOI:10.1002/mabi.202000063
URL https://onlinelibrary.wiley.com/doi/epdf/10.1002/mabi.202000063
Languageen angielski
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Kopiasz R.J. - Hydrophilic quaternary ammonium...pdf 955.05 KB
Score (nominal)100
Score sourcejournalList
ScoreMinisterial score = 100.0, 17-08-2020, ArticleFromJournal
Publication indicators Scopus Citations = 0; WoS Citations = 0; Scopus SNIP (Source Normalised Impact per Paper): 2017 = 0.776; WoS Impact Factor: 2018 = 2.895 (2) - 2018=3.112 (5)
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