An orthogonal double-linker resin facilitates the efficient solid-phase synthesis of complex-type N-glycopeptide thioesters suitable for native chemical ligation

Abstract

(Chemical Equation Presented) A safety catch combined with a Rink-amide linker allowed convenient monitoring (LC-MS) and optimization of several key reactions in a solid-phase synthesis of the building block A for the glycoprotein RNase B. The native chemical ligation of A and B delivered the glycosylated RNase B fragment 30-68. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.