ArticleScientific reports2020
Halogenation as a tool to tune antimicrobial activity of peptoids.
Article in Scientific reports, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 49 papers.
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Who cites it
49 citing papers in PubMed, 115 citations in OpenAlex.
- Recent progress in the structure-activity relationship of antibacterial peptoids.RSC advances · 2026Review
- Antimicrobial peptoids pass rapidly through bacterial membranes and flocculate ribosomes and DNA: A single-cell fluorescence study.Proceedings of the National Academy of Sciences of the United States of America · 2026Article
- Structure-Activity Relationships of Hemocompatible Cationic 6-Azaindole Pyridinium Salts: Antimicrobial and Anticancer Activity.Molecules (Basel, Switzerland) · 2026Article
- Peptoid-based antimicrobial strategies against polymyxin-resistant Gram-negative bacteria.Journal of applied microbiology · 2026Article
- Benzimidazole-Quinoline Hybrids: Synthesis and Antimicrobial Properties.Pharmaceuticals (Basel, Switzerland) · 2026Review
- Recent Synthetic Advances in C-H/N-H Functionalization of 1H-Pyrazoles: Diverse Strategies Across Variously Substituted Scaffolds.Chemical record (New York, N.Y.) · 2025Review
- Synthesis and Antimicrobial Specificities of Halogenated Tryptophan-Containing Nisin Variants.ACS chemical biology · 2025Article
- Antiparasitic effect of peptoids againstMicrobiology (Reading, England) · 2025Article
- Structural Optimization of Antifungal Peptoids targetingACS medicinal chemistry letters · 2025Article
- Recent Advances in Augmenting the Therapeutic Efficacy of Peptide-Drug Conjugates.Journal of medicinal chemistry · 2025Review
- Self-assembling peptoid-based antimicrobial nanomaterials.Nanomedicine (London, England) · 2025Article
- Antimicrobial activity of peptoids against Metallo-β-lactamase-producing Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, and other WHO priority pathogens, including Candida auris.Journal of applied microbiology · 2025Article
- Halogenated 3-Nitro-2Antibiotics (Basel, Switzerland) · 2025Article
- The effect of immobilisation strategies on the ability of peptoids to reduce the adhesion of P. aeruginosa strains to contact lenses.Experimental eye research · 2025Article
- Protein profile of the Escherichia coli strain, BW25113, exposed to two novel iron-halide compounds: Fe(Hampy)2Cl4 and Fe(Hampy)2Br4.Access microbiology · 2025Article
- Mystery of the Passerini Reaction for the Synthesis of the Antimicrobial Peptidomimetics against Nosocomial Pathogenic Bacteria.International journal of molecular sciences · 2024Article
- The activity of antimicrobial peptoids against multidrug-resistant ocular pathogens.Contact lens & anterior eye : the journal of the British Contact Lens Association · 2024Article
- Fluoride anodic films on stainless-steel fomites to reduce transmission infections.Applied and environmental microbiology · 2024Article
- Supramolecular Peptoid Structure Strengthens Complexation with Polyacrylic Acid Microgels.Biomacromolecules · 2024Article
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Corrections and comments
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Authors and funding
8 authors at 6 institutions in 3 countries.
Funding
Abstract
Antimicrobial peptides have attracted considerable interest as potential new class of antibiotics against multi-drug resistant bacteria. However, their therapeutic potential is limited, in part due to susceptibility towards enzymatic degradation and low bioavailability. Peptoids (oligomers of N-substituted glycines) demonstrate proteolytic stability and better bioavailability than corresponding peptides while in many cases retaining antibacterial activity. In this study, we synthesized a library of 36 peptoids containing fluorine, chlorine, bromine and iodine atoms, which vary by length and level of halogen substitution in position 4 of the phenyl rings. As we observed a clear correlation between halogenation of an inactive model peptoid and its increased antimicrobial activity, we designed chlorinated and brominated analogues of a known peptoid and its shorter counterpart. Short brominated analogues displayed up to 32-fold increase of the activity against S. aureus and 16- to 64-fold against E. coli and P. aeruginosa alongside reduced cytotoxicity. The biological effect of halogens seems to be linked to the relative hydrophobicity and self-assembly properties of the compounds. By small angle X-ray scattering (SAXS) we have demontrated how the self-assembled structures are dependent on the size of the halogen, degree of substitution and length of the peptoid, and correlated these features to their activity.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.