In:
Chemistry – A European Journal, Wiley, Vol. 23, No. 71 ( 2017-12-19), p. 17964-17972
Abstract:
A simple and efficient strategy is proposed to significantly improve the antibacterial activity of peptaibols and other antimicrobial peptides by N‐terminal capping with 1,2,3‐triazole bearing various hydrophobic substituents on C‐4. Such N‐terminal insertions on alamethicin F50/5 could enhance its antimicrobial activity on Gram‐positive bacteria without modification of its overall three‐dimensional structure. Although the native peptide and its analogues shared comparable helical contents, the crystal structure of one of the most active derivative showed a local slight distortion of the N‐terminal extremity, which was also observed in solution using NMR spectroscopy. Importantly, fluorescence studies showed that the N‐capped derivatives had increased affinity for liposomes, which may indicate they interacted more strongly with the bacterial membrane than alamethicin F50/5.
Type of Medium:
Online Resource
ISSN:
0947-6539
,
1521-3765
DOI:
10.1002/chem.201703569
Language:
English
Publisher:
Wiley
Publication Date:
2017
detail.hit.zdb_id:
1478547-X