Polyene--sterol interaction and selective toxicity

Biochimie
C M Gary-Bobo

Abstract

From permeability experiments carried out with series of amphotericin B derivatives in both biological and model membranes, it was concluded that derivatives, whose carboxyl group at the C18 position is blocked by substitution, are much more efficient at inducing permeability in ergosterol-containing than in cholesterol-containing membranes, whereas derivatives whose carboxyl group is free and ionizable are equally efficient in both membranes types. Binding measurements on erythrocyte membranes showed that all amphotericin B derivatives simply partition between membrane lipids and aqueous medium, according to their lipid solubility. There is no relationship between binding and efficiency in inducing permeability. Permeability studies carried out on lipidic vesicles containing various sterols showed that: 1) derivatives having their carboxyl free induced permeability of the 'channel' type, regardless of the sterol present, and no detectable permeability in sterol-free membranes; 2) derivatives whose carboxyl group is blocked induce channels only in membranes containing ergosterol or sterols having an alkyl side chain identical to that of ergosterol. In the presence of other sterols or in sterol-free membranes, their ionophoric a...Continue Reading

Citations

Oct 1, 1996·Clinical Molecular Pathology·K B PastakiaB J Poindexter
Apr 17, 2003·Applied Microbiology and Biotechnology·J F AparicioS B Zotchev
Oct 10, 1993·Biochimica Et Biophysica Acta·H E LambingS C Hartsel
Dec 30, 2014·Aquatic Toxicology·Jonathan R DeedsJoseph P Y Kao
Nov 26, 2003·Biochimica Et Biophysica Acta·Liana SilvaManuel Prieto
Feb 17, 2000·Biochimica Et Biophysica Acta·A W HingG S Kobayashi

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