Litcius/Paper detail

Site-Specific Isopeptide Bond Formation: A Powerful Tool for the Generation of Potent and Nontoxic Antimicrobial Peptides

Naiem Ahmad Wani, Elad Stolovicki, Daniel Ben Hur, Yechiel Shai

2022Journal of Medicinal Chemistry26 citationsDOIOpen Access PDF

Abstract

Antimicrobial peptides (AMPs) have the potential to treat multidrug-resistant bacterial infections. However, the clinical application of AMPs is prevented by their toxicity and poor proteolytic stability. Here, a site-specific approach is used to generate new AMPs to improve their efficacy against bacterial pathogens while reducing their toxicity. We modified and generated a new series of antimicrobial peptides from the leucine- and lysine-rich antimicrobial peptide Amp1L (LKLLKKLLKKLLKLL) by the site-specific incorporation of an isopeptide bond while retaining the peptide’s size, sequence, charge, and molecular weight. This single bond switch provides the peptides with a weak helical conformation, strong antimicrobial activity, resistance to proteolytic degradation, low toxicity, and lower hemolytic activity. This new site-specific approach offers a powerful tool for developing potent and nontoxic antimicrobial drugs.

Topics & Concepts

AntimicrobialChemistryAntimicrobial peptidesPeptidePeptide bondToxicityBiochemistryCombinatorial chemistryOrganic chemistryAntimicrobial Peptides and ActivitiesBiochemical and Structural CharacterizationChemical Synthesis and Analysis