Trichogin: a paradigm for lipopeptaibols

✍ Scribed by Cristina Peggion; Fernando Formaggio; Marco Crisma; Raquel F. Epand; Richard M. Epand; Dr Claudio Toniolo

• Publisher: John Wiley and Sons
• Year: 2003
• Tongue: English
• Weight: 255 KB
• Volume: 9
• Category: Article
• ISSN: 1075-2617
• DOI: 10.1002/psc.500

✦ Synopsis

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 α‐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. Copyright © 2003 European Peptide Society and John Wiley & Sons, Ltd.