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Keywords:

  • glycopeptides;
  • native chemical ligation;
  • natural products;
  • peptides;
  • radical reactions
Thumbnail image of graphical abstract

Being specific: The specific conversion of Cys (seleno-Cys) into Ala by a free-radical-mediated reduction can be achieved in an aqueous medium under mild conditions (see scheme, PG=protecting group). The conversion can be achieved in the presence of all 20 natural amino acids as well as a range of functional groups. This native chemical ligation followed by the Cys into Ala conversion will enable the synthesis of complex peptides and glycopeptides.