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dc.contributor.authorHumisto, Anu
dc.contributor.authorJokela, Jouni
dc.contributor.authorTeigen, Knut
dc.contributor.authorWahlsten, Matti
dc.contributor.authorPermi, Perttu
dc.contributor.authorSivonen, Kaarina
dc.contributor.authorHerfindal, Lars
dc.date.accessioned2019-07-16T06:56:25Z
dc.date.available2019-07-16T06:56:25Z
dc.date.issued2019
dc.identifier.citationHumisto, A., Jokela, J., Teigen, K., Wahlsten, M., Permi, P., Sivonen, K., & Herfindal, L. (2019). Characterization of the interaction of the antifungal and cytotoxic cyclic glycolipopeptide hassallidin with sterol-containing lipid membranes. <i>Biochimica et Biophysica Acta : Biomembranes</i>, <i>1861</i>(8), 1510-1521. <a href="https://doi.org/10.1016/j.bbamem.2019.03.010" target="_blank">https://doi.org/10.1016/j.bbamem.2019.03.010</a>
dc.identifier.otherCONVID_31248105
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/65070
dc.description.abstractHassallidins are cyclic glycolipopeptides produced by cyanobacteria and other prokaryotes. The hassallidin structure consists of a peptide ring of eight amino acids where a fatty acid chain, additional amino acids, and sugar moieties are attached. Hassallidins show antifungal activity against several opportunistic human pathogenic fungi, but does not harbor antibacterial effects. However, they have not been studied on mammalian cells, and the mechanism of action is unknown. We purified hassallidin D from cultured cyanobacterium Anabaena sp. UHCC 0258 and characterized its effect on mammalian and fungal cells. Ultrastructural analysis showed that hassallidin D disrupts cell membranes, causing a lytic/necrotic cell death with rapid presence of disintegrated outer membrane, accompanied by internalization of small molecules such as propidium iodide into the cells. Furthermore, artificial liposomal membrane assay showed that hassallidin D selectively targets sterol-containing membranes. Finally, in silico membrane modeling allowed us to study the interaction between hassallidin D and membranes in detail, and confirm the role of cholesterol for hassallidin-insertion into the membrane. This study demonstrates the mechanism of action of the natural compound hassallidin, and gives further insight into how bioactive lipopeptide metabolites selectively target eukaryotic cell membranes.fi
dc.format.mimetypeapplication/pdf
dc.language.isoeng
dc.publisherElsevier BV
dc.relation.ispartofseriesBiochimica et Biophysica Acta : Biomembranes
dc.rightsCC BY-NC-ND 4.0
dc.subject.otherAnabaena
dc.subject.otherCandida albicans
dc.subject.othermammalian cells
dc.subject.othermechanism
dc.subject.othermembrane
dc.subject.otherlipopeptide
dc.titleCharacterization of the interaction of the antifungal and cytotoxic cyclic glycolipopeptide hassallidin with sterol-containing lipid membranes
dc.typeresearch article
dc.identifier.urnURN:NBN:fi:jyu-201907083593
dc.contributor.laitosBio- ja ympäristötieteiden laitosfi
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Biological and Environmental Scienceen
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineNanoscience Centerfi
dc.contributor.oppiaineNanoscience Centeren
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.date.updated2019-07-08T09:15:11Z
dc.type.coarhttp://purl.org/coar/resource_type/c_2df8fbb1
dc.description.reviewstatuspeerReviewed
dc.format.pagerange1510-1521
dc.relation.issn0005-2736
dc.relation.numberinseries8
dc.relation.volume1861
dc.type.versionpublishedVersion
dc.rights.copyright© 2019 The Authors.
dc.rights.accesslevelopenAccessfi
dc.type.publicationarticle
dc.relation.grantnumber288235
dc.subject.ysokolesteroli
dc.subject.ysosyanobakteerit
dc.subject.ysoluonnonaineet
dc.subject.ysopeptidit
dc.subject.ysoantimikrobiset yhdisteet
dc.subject.ysosolunsalpaajat
dc.format.contentfulltext
jyx.subject.urihttp://www.yso.fi/onto/yso/p10609
jyx.subject.urihttp://www.yso.fi/onto/yso/p3324
jyx.subject.urihttp://www.yso.fi/onto/yso/p6956
jyx.subject.urihttp://www.yso.fi/onto/yso/p15258
jyx.subject.urihttp://www.yso.fi/onto/yso/p21949
jyx.subject.urihttp://www.yso.fi/onto/yso/p9995
dc.rights.urlhttps://creativecommons.org/licenses/by-nc-nd/4.0/
dc.relation.doi10.1016/j.bbamem.2019.03.010
dc.relation.funderSuomen Akatemiafi
dc.relation.funderResearch Council of Finlanden
jyx.fundingprogramAkatemiahanke, SAfi
jyx.fundingprogramAcademy Project, AoFen
jyx.fundinginformationThis work was supported by a Jane and Aatos Erkko Foundation (Finland) grant to K.S., the Academy of Finland grant 288235 to P.P., and the Norwegian Cancer Society and Western Norway Health Authorities to L.H. K.S. and L.H. also received funding from the NordForsk NCoE Programme “NordAqua” (project #82845). A.H. was funded by the Doctoral Programme in Microbiology and Biotechnology (University of Helsinki, Department of Microbiology).
dc.type.okmA1


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