Abstract
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.
Original language | English |
---|---|
Journal | Organic Letters |
Volume | 5 |
Issue number | 16 |
Pages (from-to) | 2951-2953 |
ISSN | 1523-7060 |
Publication status | Published - 2003 |