Total Synthesis of Feglymycin Using Umpolung Amide Synthesis.

ABSTRACT: The preparation of peptidic molecules is a mainstay of synthesis, creating new tools that advance chemical biology, catalysis, and drug discovery. Despite the wide adoption of methods for amide synthesis based on electrophilic acyl transfer reactions, significant limitations remain that restrict access to chemical space and plague accessible peptides with imperfect conservation of stereochemical information. These problems persist in key applications (i.e., solid phase peptide synthesis) where reagent excess can be used to drive maximal yield. As a general tactic, however, use of excess coupling agents that are often hazardous is unsustainable. Here we report the synthesis of the antiviral tridecapeptide feglymycin where half of the amides are formed using umpolung amide synthesis (UmAS) t

SUBMITTER: Gourville PC 

PROVIDER: S-EPMC12416467 | biostudies-literature | 2025 Sep

REPOSITORIES: biostudies-literature