Solid-phase synthesis of core 8 O-glycan-linked MUC5AC glycopeptide.
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.
Maemura
Makoto
M
Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kanagawa, Japan.
Ohgaki
Atsushi
A
Nakahara
Yuko
Y
Hojo
Hironobu
H
Nakahara
Yoshiaki
Y
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*
D055271:Mucin 5AC; D009077:Mucins; D011134:Polysaccharides