The fully solid-phase synthesis of chemically well-defined glycoclusters grafted to a topological cyclodecapeptidetemplate is described. The orthogonally protected peptide backbone was first synthesized and cyclized on solid supportusing D-glutamic acid as first amino acid linked to the resin. After successive regioselective deprotection steps, biotinswere coupled to the lower addressable domains of the scaffold, then carbohydrates-binding ligands were assembledas cluster on the upper domain using a chemoselective oxime-based strategy. This provides multitopic labeled glycopeptideswhich can be easily immobilized to streptavidin-coated surfaces for studying carbohydrate-protein interactions inglycomic researches.
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