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Solid-phase synthesis of an O-linked glycopeptide based on a benzyl-protected glycan approach
Y Nakahara1, Y Nakahara, T Ogawa
1Institute of Physical and Chemical Research (RIKEN), Saitama, Japan.
Carbohydrate Research
|October 4, 1996
Abstract:
The solid-phase synthesis of asialo-[Ala18]-B-chain (2) of human alpha 2HS glycoprotein is described. Disaccharide-linked serine unit 12, carrying a benzyl protecting group, was synthesized via stereoselective glycosylation of 8 with 6. Peptide synthesis was carried out by the Fmoc method utilizing an automated peptide synthesizer. A modified procedure using a mechanical shaker at the coupling step with 12 made easy the recovery of unreacted 12. The benzylated glycopeptide thus synthesized was cleaved from the resin and hydrogenated to give 2.