Bioorthogonal Aza-Michael Addition to Dehydrated Amino Acids in Antimicrobial Peptides

26 December 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


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 was maintained.


bioorthogonal chemistry
aza-Michael addition


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