Antiplasmodial and Prehemolytic Activities of α‐Peptide–β‐Peptoid Chimeras

The proteolytically stable peptidomimetic Pam-(Lys-βNSpe)6-NH2 selectively inhibits human neutrophil activation via formyl peptide receptor 2

“…Inspired by our previous finding that an -peptide/-peptoid hybrid exhibited moderate immunomodulatory activity [48], we screened an array of analogous -peptide/β-peptoid oligomers (see Figure 1A) with different Nterminal modifications for their ability to inhibit release of pro-inflammatory cytokines from stimulated leukocytes. The lipidated peptidomimetic Pam-(Lys-βNSpe) 6 -NH 2 (compound 1, see Figure 1B) was identified as having potent anti-inflammatory properties (submitted for publication).…”

“…To circumvent these problems, we and others have developed synthetic HDP mimics with improved characteristics such as increased protease resistance [43][44][45]. Stable HDP mimics based on a design with alternating α-amino acids and peptoid residues (see Figure 1A) have been found to exhibit antimicrobial activity against planktonic bacteria and biofilm, and to possess antiplasmodial as well as immunomodulatory activities [43,[46][47][48][49]. The aim of the present study was to investigate the effects of lipidated peptidomimetics, belonging to the subclass of -peptide/β-peptoid hybrids, on the inflammatory responses of human neutrophils.…”

“…was introduced as earlier described [48]. Following cleavage from the resin, all peptidomimetics were purified to homogeneity by preparative HPLC.…”

End group modification: Efficient tool for improving activity of antimicrobial peptide analogues towards Gram-positive bacteria

“…Peptide analogues with a 64 design mimicking the activity of AMPs are usually preferred over 65 sequence-modified peptides due to their superior stability towards 66 enzymatic degradation [6]. Previously, we have shown that hybrids 67 consisting of a-amino acids and a-peptoid (N-alkylated glycine) or 68 b-peptoid (N-alkylated b-alanine) residues exhibit antibacterial 69 [7,8] and antiplasmodial activity [9], significant anti-biofilm 70 [10,11] activity as well as cell-penetrating properties [12][13][14]. In 71 the present work, we show that N-terminal modification may serve 72 as an efficient tool for enhancing the activity against clinically 73 important Gram-positive pathogens.…”

High in vitro antimicrobial activity of β-peptoid–peptide hybrid oligomers against planktonic and biofilm cultures of Staphylococcus epidermidis

“…Previously we have described a synthetic approach for the design of peptidomimetics consisting of alternating repeats of ␣-amino acids and ␤-peptoid residues [8][9][10][11]. These studies suggested that one strategy to design peptidomimetics with a favourable balance between potency and cytotoxicity involves incorporation of chiral hydrophobic ␤-peptoids and guanidinylated amino acid side chains whilst keeping the length relatively short.…”