Environment‐dependent conformation and antimicrobial activity of a gramicidin S analog containing leucine and lysine residues

S Ono, S Lee, Y Kodera, H Aoyagi, M Waki… - FEBS …, 1987 - Wiley Online Library
S Ono, S Lee, Y Kodera, H Aoyagi, M Waki, T Kato, N Izumiya
FEBS letters, 1987Wiley Online Library
An analog of gramicidin S, cyclo (‐L‐Leu‐L‐Lys‐L‐Leu‐D‐Leu‐L‐Leu‐) 2, in which four out
of five amino acid components of gramicidin S were substituted, has been synthesized. This
analog assumes a conformation similar to that of gramicidin S in acidic liposomes and a
random conformation in neutral liposomes. The antimicrobial activity of this analog
corresponded to one‐fourth of that of gramicidin S. A possible mechanism for conformational
changes in acidic liposomes is discussed.
An analog of gramicidin S, cyclo(‐L‐Leu‐L‐Lys‐L‐Leu‐D‐Leu‐L‐Leu‐)2, in which four out of five amino acid components of gramicidin S were substituted, has been synthesized. This analog assumes a conformation similar to that of gramicidin S in acidic liposomes and a random conformation in neutral liposomes. The antimicrobial activity of this analog corresponded to one‐fourth of that of gramicidin S. A possible mechanism for conformational changes in acidic liposomes is discussed.
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