European Journal of Organic Chemistry · 2002 · 15 citations · 18 references
Life SciencesBiochemistryBiotechnologyCarbohydrate ChemistryGlycobiologyPolymer ChemistryEnzyme ImmobilizationGlycan BiosynthesisGlycan StructureGlycosylation PathwaysN-linked GlycosylationProtein GlycosylationC-linked GlycosylationEnzyme Immobilization For GlycosylationGlycosylation Method DevelopmentOligosaccharide SynthesisPolymeric Support ImmobilizationRegioselectivitySolution-phase Oligosaccharide Synthesis
A protected tetrasaccharide 13 derived from the mucin oligosaccharides surrounding oocytes of Xenopus laevis, was prepared by a two directional glycosylation methodology whereby an immobilized thioglycosyl donor 3 was coupled in solution in a regioselective manner with an acceptor 4 that has two hydroxyls of differing reactivity. High regioselectivity was achieved when MPEG was used as a polymeric support, whereas site-site reactions occurred when TentaGel® was employed for immobilization. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)
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G.H. Veeneman, Steven H. van Leeuwen, Jacques H. van Boom · Tetrahedron Letters · 1990 · 866 citations