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Synthesis of mucin O-glycan core structures as their p-nitro- and p-aminophenyl glycosides
Authors:Hollinger Martin  Abraha Fana  Oscarson Stefan
Institution:Centre for Synthesis and Chemical Biology, UCD School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland
Abstract:For the investigation of glycosidases, and for the construction of glycan arrays the p-nitrophenyl- and p-aminophenyl glycosides of mucin O-glycan core structures 1–7 and the 2,6-ST-antigen have been chemically synthesized using d-galactose as a precursor for GalNAc residues. GlcNAc residues have partly been introduced using a 4,6-di-O-benzoyl-2,3-N,O-oxazolidinone-protected donor, which allowed deprotection of the formed di- and tri-saccharides in one step using sodium methoxide.
Keywords:Mucin O-glycan core structures  Oxazolidinone protected glycosyl donors  Oligosaccharide synthesis
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