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Trichogin: a paradigm for lipopeptaibols
Author(s) -
Peggion Cristina,
Formaggio Fernando,
Crisma Marco,
Epand Raquel F.,
Epand Richard M.,
Toniolo Claudio
Publication year - 2003
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.500
Subject(s) - paradigm shift , computational biology , chemistry , philosophy , epistemology , biology
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.