Trichogin: a paradigm for lipopeptaibols Academic Article uri icon

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abstract

  • Lipopeptaibols are members of a novel family of naturally occurring, short peptides with antimicrobial activity, characterized by a lipophilic acyl chain at the N-terminus, a high content of turn/helix inducing alpha-aminoisobutyric acid and a 1,2-amino alcohol at the C-terminus. Using solution methods, the prototypical lipopeptaibol trichogin GA IV and a large series of appropriately designed analogues were synthesized, which allow: (i) determination of the minimal lipid chain and peptide main-chain lengths for the onset of membrane activity, and (ii) exploitation of a number of physico-chemical techniques aimed at assessing the trichogin preferred conformation under a variety of conditions and at investigating its mechanism of interaction with the phospholipid membranes.

authors

  • Peggion, Cristina
  • Formaggio, Fernando
  • Crisma, Marco
  • Epand, Raquel F
  • Epand, Richard
  • Toniolo, Claudio

publication date

  • November 2003