Differential interaction of an AmB analogue and ergosterol in enantiomeric membranes

Org Lett. 2010 Apr 16;12(8):1772-5. doi: 10.1021/ol1003516.

Abstract

An amphotericin B derivative exhibits differential interaction with vesicles formed from either natural (R)-or unnatural (S)-POPC and ergosterol. This implicates a close association between the polyene macrolide and the phospholipid bilayer and may account for its increased antifungal activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amphotericin B / analogs & derivatives*
  • Amphotericin B / metabolism*
  • Cell Membrane / chemistry*
  • Cell Membrane / metabolism*
  • Ergosterol / metabolism*
  • Phospholipids / chemistry
  • Potassium / metabolism
  • Stereoisomerism
  • Substrate Specificity
  • Unilamellar Liposomes / chemistry
  • Unilamellar Liposomes / metabolism

Substances

  • Phospholipids
  • Unilamellar Liposomes
  • Amphotericin B
  • Potassium
  • Ergosterol