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A novel strategy for bioconjugation: synthesis and preliminary evaluation with amphotericin B

Andreas Zumbuehl1, Pasquale Stano, Marc Sohrmann

  • 1Laboratorium für Organische Chemie, ETH Hönggerberg, 8093, Zürich, Switzerland.

Organic & Biomolecular Chemistry
|April 28, 2007
PubMed

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Amphotericin B is a broad-spectrum antifungal agent that exploits structural differences between fungal and mammalian cell membranes. Its amphipathic structure—featuring a hydrophobic polyene-lactone ring and a hydrophilic region containing mycosamine and carboxylic acid groups—enables selective binding to ergosterol, a sterol predominantly found in fungal plasma membranes. This selective interaction underlies the drug’s antifungal activity, although weak binding to cholesterol contributes to...