title: Fmoc solid-phase synthesis of peptide thioesters by masking as trithioortho esters.
abstract: [reaction: see text] Total chemical synthesis of proteins by chemoselective ligation relies on C-terminal peptide thioesters as building blocks. Their preparation by standard Fmoc solid-phase peptide synthesis is made difficult by the lability of thioesters to aminolysis by the secondary amines used for removal of the Fmoc group. Here we present a novel backbone amide linker (BAL) strategy for their synthesis in which the thioester functionality is masked as a trithioortho ester throughout the synthesis.
authors.affiliation: Department of Chemistry, Royal Veterinary and Agricultural University, DK-1871 Frederiksberg, Denmark.
authors.forename: Jesper
authors.initials: J
authors.lastname: Brask
authors.forename: Fernando
authors.initials: F
authors.lastname: Albericio
authors.forename: Knud J
authors.initials: KJ
authors.lastname: Jensen