Synthesis of oligosaccharide substrates for N-linked glycoprotein processing enzymes

Abstract

The stereoselective syntheses of one pentasaccharide and one tetrasaccharide containing the Glc- α-(1 → 3)-Man- α moiety as their terminal unit, as well as one tetrasaccharide and one trisaccharide containing the Man- α-(1 → 2)-Man- α terminal unit were accomplished through the utilization of two key glycosyl donors, namely, 4-pentenyl 3-O- acetyl-2,4,6- tri-O- benzyl-α- d- mannopyranoside and ethyl 2-O- acetyl-3,4,6- tri-O- benzyl-1-thio-α- d-mannopyranoside .