Stereoselective synthesis of β-linked TBDMS-protected chitobiose-asparagine: a versatile building block for amyloidogenic glycopeptides

A simple and efficient synthesis of a Fmoc-l-Asn[β-chitobiose(TBDMS)5]-OH with selectivity for the β-linked carbohydrate is described. The utility of this building block is illustrated in the synthesis of a glycosylated amyloidogenic peptide representing the 175-195††Human sequence numbering is used for the mouse PrPGP. ent of the mouse prion protein (PrPGP).