ol025627w_si_001.pdf (1.97 MB)
Solid-Phase Synthesis of Thioether-Linked Glycopeptide Mimics for Application to Glycoprotein Semisynthesis
journal contribution
posted on 2002-04-09, 00:00 authored by Derek Macmillan, Alison M. Daines, Monika Bayrhuber, Sabine L. FlitschGlycoproteins are particularly suited to protein semisynthesis since homogeneous samples for biological analyses are not readily available
using traditional recombinant techniques. Here we apply glycosyl iodoacetamides, normally used for the modification of bacterially derived
proteins, to solid-phase glycopeptide synthesis. This provides access to glycopeptide α-thioesters, which may lend themselves to the
semisynthesis of homogeneous N-linked glycoprotein mimics and novel glycopeptide libraries.