Chemical synthesis of 23 kDa glycoprotein by repetitive segment condensation: A synthesis of MUC2 basal motif carrying multiple O-GaINAc moieties

Peptide thioester corresponding to a MUC2 tandem repeat unit, which retains seven GaINAc moieties, was prepared by the Fmoc method followed by the low TfOH treatment to remove benzyl groups at the carbohydrate portions. The glycosylated peptide thioester was then consecutively joined by the activation of a thioester group by silver ions to obtain a MUC2 tandem repeat model composed of 141 amino acids with 42 GaINAc moieties.