title: Synthesis of mucin O-glycan core structures as their p-nitro- and p-aminophenyl glycosides.
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.
authors.affiliation: Centre for Synthesis and Chemical Biology, UCD School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland.
authors.forename: Martin
authors.initials: M
authors.lastname: Hollinger
authors.forename: Fana
authors.initials: F
authors.lastname: Abraha
authors.forename: Stefan
authors.initials: S
authors.lastname: Oscarson
mesh_terms: D000627:Aminophenols / Q000737:chemistry; D015703:Antigens, CD / Q000737:chemistry / Q000378:metabolism*; D001402:B-Lymphocytes / Q000737:chemistry; D002236:Carbohydrate Conformation; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000378:metabolism; D005690:Galactose / Q000737:chemistry; D006026:Glycoside Hydrolases / Q000737:chemistry / Q000378:metabolism*; D006027:Glycosides / Q000138:chemical synthesis* / Q000378:metabolism; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D009077:Mucins / Q000737:chemistry; D011134:Polysaccharides / Q000737:chemistry; D012799:Sialyltransferases / Q000737:chemistry / Q000378:metabolism*; D054852:Small Molecule Libraries / Q000138:chemical synthesis* / Q000378:metabolism; D000094802:beta-D-Galactoside alpha 2-6-Sialyltransferase
chemical_list: D000627:Aminophenols; D015703:Antigens, CD; D005456:Fluorescent Dyes; D005690:Galactose; D006026:Glycoside Hydrolases; D006027:Glycosides; D009077:Mucins; D011134:Polysaccharides; D012799:Sialyltransferases; D054852:Small Molecule Libraries; C093493:ST6GAL1 protein, human; D000094802:beta-D-Galactoside alpha 2-6-Sialyltransferase