Selective Aza-Michael Addition to Dehydrated Amino Acids in Natural Antimicrobial Peptides

We report the efficient and site selective modification of non-canonical dehydroamino acids in ribosomally synthesized and post-transationally modified peptides (RiPPs) by β-amination. The singly modified thiopeptide Thiostrepton showed an up to 35-fold increase in water solubility, and minimum inhibitory concentration (MIC) assays showed that antimicrobial activity remained good, albeit lower than the unmodified peptide. Also the lanthipeptide nisin could be modified using this method.PMID:38334959 | DOI:10.1002/cbic.202400043

Source: Chembiochem - February 9, 2024 Category: Biochemistry Authors: Michela Vargiu Yanli Xu Oscar Kuipers Gerard Roelfes Source Type: research