Investigation of α/γ hybrid peptide self‐assembled structures with antimicrobial and antibiofilm properties

Abstract

The present work describes the synthesis and characterization of α/γ hybrid peptides, Boc‐Phe‐γ4‐Phe‐Val‐OMe, P1; Boc‐Ala‐γ4‐Phe‐Val‐OMe, P2; and Boc‐Leu‐γ4‐Phe‐Val‐OMe, P3 together with the formation of self‐assembled structures formed by these hybrid peptides in dimethyl sulfoxide (DMSO)/water (1:1). The self‐assembled structures were characterized by infrared (IR) spectroscopy, circular dichroism (CD), and scanning electron microscopy (SEM). Further, α/γ hybrid peptide self‐assembled structures were evaluated for antibacterial properties. Among all, the self‐assembled peptide P1 exhibited the antimicrobial activity against Escherichia coli and Klebsiella pneumoniae, while self‐assembled peptide P3 inhibited the biofilms of Salmonella typhimurium and Pseudomonas aeruginosa. In this study, we have shown the significance of self‐assembled structures formed from completely hydrophobic α/γ hybrid peptides in exploring the antibacterial properties together with biofilm inhibition.

Advances in hybrid peptide-based self-assembly systems and their applications

“…Adapted with permission. 95 Copyright 2020, Wiley-VCH. (d) TEM images of uniform fibre-like structures (length 25 to 33 nm) generated from Nap-β 3 -HPhg-β 3 -HPhg-α-Tyr in enzymatically controlled aqueous selfassembly.…”

“…Time-dependent CD experiments showed a gradual decrease in negative bands, indicating the intermolecular interaction driven aggregation in which the π–π interactions of γ 4 -Phe and Phe play an important role. 95…”

“…89 Similar to natural and unnatural peptides, 90,91 hybrid peptides also self-assemble into stable crystalline states in aqueous medium. [92][93][94][95] Curled morphologies (Fig. 4a), along with other nano-macro-scale fibre-like structures, were prepared from N-acetylated 14-helix β 3 -peptide in methanol or water.…”

“…4c). 95 Steric hindrance plays an important role in the self-assembly process of neutral peptides in an aqueous medium, which also addresses limitations like solubility issues or precipitation. In this regard, Hartgerink et al introduced a non-ionic moiety in a neutral multidomain peptide at the terminal position.…”

“…Time-dependent CD experiments showed a gradual decrease in negative bands, indicating the intermolecular interaction driven aggregation in which the π-π interactions of γ 4 -Phe and Phe play an important role. 95 Another αγ peptide driven self-assembly study was performed by Konda et al, where they synthesized three peptides containing the gabapentin (Gpn) residue. For peptide 50(i), well-organized assembled microspheres with diameters 75 to 325 nm were formed in methanol : water.…”