title: Solid-phase synthesis of core 8 O-glycan-linked MUC5AC glycopeptide.
abstract: The benzyl-protected disaccharide building blocks of core 8 O-glycan (15a/15b) for glycopeptide were stereoselectively synthesized by two glycosidation reactions with the glycosyl fluoride method. The building blocks were utilized in the solid-phase synthesis of a glycopeptide carrying two O-glycans with the consensus sequence of the tandem-repeat domain of MUC5AC. The synthetic glycopeptide was detached from the resin with reagent K, and subsequent debenzylation under conditions of low-acidity TfOH afforded glycopeptide 2. The synthetic sample will be used as a suitable standard in studies of the physicochemical or immunochemical characterization of mucin glycoforms.
authors.affiliation: Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kanagawa, Japan.
authors.forename: Makoto
authors.initials: M
authors.lastname: Maemura
authors.forename: Atsushi
authors.initials: A
authors.lastname: Ohgaki
authors.forename: Yuko
authors.initials: Y
authors.lastname: Nakahara
authors.forename: Hironobu
authors.initials: H
authors.lastname: Hojo
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Nakahara
mesh_terms: D002240:Carbohydrate Sequence; D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D055271:Mucin 5AC; D009077:Mucins / Q000138:chemical synthesis* / Q000737:chemistry; D011134:Polysaccharides / Q000737:chemistry*
chemical_list: D055271:Mucin 5AC; D009077:Mucins; D011134:Polysaccharides