PMID: 7539778Mar 1, 1995Paper

Role of ring size on the secondary structure and antibiotic activity of gramicidin S

International Journal of Peptide and Protein Research
M TamakiI Muramatsu

Abstract

In order to investigate the contribution of ring size to the secondary structure and antibiotic activity of gramicidin S, many analogs consisting of 6, 7, 8, 9, 11, 12, 13, and 14 amino acid residues were synthesized. In the analogs with smaller ring sizes than that of gramicidin S, only des-Val1-, des-Leu3- and des-Pro5-gramicidin S showed weak activity against the gram-positive micro-organisms tested. On the other hand, all analogs having larger rings, in which L- or D-Leu residues were inserted, were active. The activity of the analogs consisting of 10, 11 and 12 amino acid residues was stronger than those of the analogs with other ring sizes, and the activity of endo-Leu2a-gramicidin S against S. epidermidis SP-al-1 and B. subtilis ATCC 6633 was twice of that of gramicidin S.

References

Nov 14, 1978·Biochemistry·C A BushK D Kopple
Sep 5, 1973·Journal of the American Chemical Society·K D KoppleC S Wilcox
Jul 1, 1967·Bulletin of the Chemical Society of Japan·M Waki, N Izumiya

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Citations

Oct 11, 1996·The Journal of Biological Chemistry·L H KondejewskiR S Hodges
Oct 9, 2002·The Journal of Peptide Research : Official Journal of the American Peptide Society·S RoyS W Farmer

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