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Updated: Jul 18, 2026

Production and Testing of Antimicrobial Peptides and Their Mimics
Published on: April 10, 2026
Synthesis of low-hemolytic antimicrobial dehydropeptides based on gramicidin s
Keiichi Yamada1, Shun-suke Shinoda, Hiroyuki Oku
1Department of Chemistry, Gunma University, Tenjin-cho, Kiryu, Gunma 376-8515, Japan.
Abstract:
The synthesis and biological activity of a novel cyclic beta-sheet-type antimicrobial dehydropeptide based on gramicidin S (GS) is described. The GS analogue, containing two (Z)-(beta-3-pyridyl)-alpha,beta-dehydroalanine (DeltaZ3Pal) residues at the 4 and 4' positions (2), was synthesized by solution-phase methodologies using Boc-Leu-DeltaZ3Pal azlactone. Analogue 2 exhibited high antimicrobial activity against Gram-positive bacteria and had much lower hemolytic activity than wild-type GS and the corresponding (Z)-alpha,beta-dehydrophenylalanine (DeltaZPhe) analogue (1).
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