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Keywords:

  • ligation;
  • peptide fragment condensation;
  • peptides;
  • peptide thioester;
  • solid-phase synthesis
Thumbnail image of graphical abstract

AlMe3 and ethanethiol can be used to cleave peptides directly and efficiently from a variety of commercial resins to give C-terminal thioesters. Successful synthesis of the 37 amino acid long BPTI1–37-SEt, an activated fragment used to prepare bovine pancreatic trypsin inhibitor (BPTI; see formula) by native chemical ligation, shows that even thioesters of long peptides of complex composition are accessible using standard resins and 9-fluorenylmethoxycarbonyl (Fmoc) chemistry.