title: Amphotericin B dimers with bisamide linkage bearing powerful membrane-permeabilizing activity.
abstract: [structure: see text] Covalently linked dimers of amphotericin B were prepared by cross-linking its carboxylic acid. Among these, a dimer with a linkage of 1,6-hexanediamine revealed potent hemolytic activity (EC50, 0.25 microM) while its N-acetyl derivative gave rise to large K+ ion flux in phosphatidylcholine liposomes, regardless of the presence or absence of sterols, suggesting that the dimers may serve as a tool for elucidating the structure of the ion channel assemblage formed by amphotericin B.
authors.affiliation: Department of Chemistry, Graduate School of Science, Osaka University, 1-16 Machikaneyama, Toyonaka, Osaka 560-0043, Japan.
authors.forename: Nahoko
authors.initials: N
authors.lastname: Yamaji
authors.forename: Nobuaki
authors.initials: N
authors.lastname: Matsumori
authors.forename: Shigeru
authors.initials: S
authors.lastname: Matsuoka
authors.forename: Tohru
authors.initials: T
authors.lastname: Oishi
authors.forename: Michio
authors.initials: M
authors.lastname: Murata
mesh_terms: D000666:Amphotericin B / Q000737:chemistry* / Q000494:pharmacology; D002463:Cell Membrane Permeability / Q000187:drug effects*; D002942:Circular Dichroism; D019281:Dimerization; D006461:Hemolysis; D009682:Magnetic Resonance Spectroscopy
chemical_list: D000666:Amphotericin B