Nystatin-induced lipid vesicles permeabilization is strongly dependent on sterol structure

Biochimica Et Biophysica Acta
Liana SilvaManuel Prieto

Abstract

The selectivity of the antibiotic nystatin towards ergosterol compared to cholesterol is believed to be a crucial factor in its specificity for fungi. In order to define the structural features of sterols that control this effect, nystatin interaction with ergosterol-, cholesterol-, brassicasterol- and 7-dehydrocholesterol-containing palmitoyloleoylphosphocholine vesicles was studied by fluorescence spectroscopy. Variations in sterol structure were correlated with their effect on nystatin photophysical and activity properties. Substitution of cholesterol by either 7-dehydrocholesterol or brassicasterol enhance nystatin ability to dissipate a transmembrane K+ gradient, showing that the presence of additional double bonds in these sterols-carbon C7 and C22, plus an additional methyl group on C-24, respectively-as compared to cholesterol, is fundamental for nystatin-sterol interaction. However, both modifications of the cholesterol molecule, like in the fungal sterol ergosterol, are critical for the formation of very compact nystatin oligomers in the lipid bilayer that present a long mean fluorescence lifetime and induce a very fast transmembrane dissipation. These observations are relevant to the molecular mechanism underlying th...Continue Reading

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Nov 26, 2003·Biochimica Et Biophysica Acta·Liana SilvaManuel Prieto

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Citations

Sep 17, 2010·BMC Microbiology·Célia FerreiraCândida Lucas
Jun 5, 2007·Toxicon : Official Journal of the International Society on Toxinology·Xin-Ming QiRen Jin
Sep 26, 2014·Bulletin of Mathematical Biology·Philippe HeinrichAymeric Leray
Oct 28, 2016·PloS One·Špela Zemljič JokhadarGregor Gomišček
Nov 4, 2017·Physical Chemistry Chemical Physics : PCCP·A G Dos SantosL C Silva
Feb 27, 2008·The Journal of Cell Biology·Hui JinEric Grote
Feb 17, 2007·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Maciej BaginskiKamil Sternal
Dec 7, 2020·Biochimica Et Biophysica Acta. Biomembranes·Maria SzomekDaniel Wüstner
Dec 20, 2011·Biochimica Et Biophysica Acta·Luka KristancGregor Gomišček

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