Preparation of a peptide thioester by a 9-fluorenylmethoxycarbonyl solid phase method

Abstract

Partially protected peptide thioesters are useful building blocks for the synthesis of proteins [1]. The peptide thioester, however, could be prepared only by the tert-butoxycarbonyl (Boc) solid-phase method, because the thioester moiety is labile to amines such as piperidine, which is employed as a deblocking reagent in the 9-fluorenylmethoxycarbonyl (Fmoc) solid-phase peptide synthesis (SPPS). If a peptide thioester could be prepared, based on Fmoc SPPS, the thioester method would be a more useful and acceptable method for the preparation of proteins and cyclic peptides.