Zheng JS, Chang HN, Wang FL, Liu L.* Fmoc synthesis of peptide thioesters without post-chain assembly manipulation. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 133, 2011, in press.

Abstract An operationally simple method for the synthesis of peptide thioesters is developed using standard Fmoc solid-phase peptide synthesis procedures. The method relies on the use of a premade enamide-containing amino acid which, in the final TFA cleavage step, renders the desired thioester functionality through an irreversible intramolecular N-to-S acyl transfer.......