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Interactions of Linear Analogues of Battacin with Negatively Charged Lipid Membranes

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cris.lastimport.scopus2024-02-12T20:14:26Z
dc.abstract.enThe increasing resistance of bacteria to available antibiotics has stimulated the search for new antimicrobial compounds with less specific mechanisms of action. These include the ability to disrupt the structure of the cell membrane, which in turn leads to its damage. In this context, amphiphilic lipopeptides belong to the class of the compounds which may fulfill this requirement. In this paper, we describe two linear analogues of battacin with modified acyl chains to tune the balance between the hydrophilic and hydrophobic portion of lipopeptides. We demonstrate that both compounds display antimicrobial activity with the lowest values of minimum inhibitory concentrations found for Gram-positive pathogens. Therefore, their mechanism of action was evaluated on a molecular level using model lipid films mimicking the membrane of Gram-positive bacteria. The surface pressure measurements revealed that both lipopeptides show ability to bind and incorporate into the lipid monolayers, resulting in decreased ordering of lipids and membrane fluidization. Atomic force microscopy (AFM) imaging demonstrated that the exposure of the model bilayers to lipopeptides leads to a transition from the ordered gel phase to disordered liquid crystalline phase. This observation was confirmed by attenuated total reflection Fourier-transform infrared spectroscopy (ATR-FTIR) results, which revealed that lipopeptide action causes a substantial increase in the average tilt angle of lipid acyl chains with respect to the surface normal to compensate for lipopeptide insertion into the membrane. Moreover, the peptide moieties in both molecules do not adopt any well-defined secondary structure upon binding with the lipid membrane. It was also observed that a small difference in the structure of a lipophilic chain, altering the balance between hydrophobic and hydrophilic portion of the molecules, results in different insertion depth of the active compounds.
dc.affiliationUniwersytet Warszawski
dc.contributor.authorTymecka, Dagmara
dc.contributor.authorUrban, Aneta
dc.contributor.authorBurdach, Kinga
dc.contributor.authorSęk, Sławomir
dc.contributor.authorBartosik, Dariusz
dc.contributor.authorLasek, Robert
dc.date.accessioned2024-01-25T04:21:21Z
dc.date.available2024-01-25T04:21:21Z
dc.date.copyright2021-03-10
dc.date.issued2021
dc.description.accesstimeAT_PUBLICATION
dc.description.financeŚrodki finansowe, o których mowa w art. 365 pkt. 2 ustawy
dc.description.number3
dc.description.versionFINAL_PUBLISHED
dc.description.volume11
dc.identifier.doi10.3390/MEMBRANES11030192
dc.identifier.issn2077-0375
dc.identifier.urihttps://repozytorium.uw.edu.pl//handle/item/109463
dc.identifier.weblinkhttps://www.mdpi.com/2077-0375/11/3/192/pdf
dc.languageeng
dc.pbn.affiliationchemical sciences
dc.relation.ispartofMembranes
dc.relation.pages192
dc.rightsCC-BY
dc.sciencecloudnosend
dc.subject.enlipid membranes
dc.subject.enbattacin
dc.subject.enantimicrobial lipopeptides
dc.subject.eninfrared spectroscopy
dc.subject.enatomic force microscopy
dc.subject.enLangmuir technique
dc.titleInteractions of Linear Analogues of Battacin with Negatively Charged Lipid Membranes
dc.typeJournalArticle
dspace.entity.typePublication