Chemical Synthesis of 23 kDa Glycoprotein by Repetitive Segment Condensation:  A Synthesis of MUC2 Basal Motif Carrying Multiple O-GalNAc Moieties

  • Hironobu Hojo
    Contribution from the Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kitakaname 1117, Hiratsuka, Kanagawa 259-1292, Japan, and Sphingolipid Expression Laboratory, RIKEN Frontier Research System, Wako 351-0198, Japan
  • Yoshiyuki Matsumoto
    Contribution from the Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kitakaname 1117, Hiratsuka, Kanagawa 259-1292, Japan, and Sphingolipid Expression Laboratory, RIKEN Frontier Research System, Wako 351-0198, Japan
  • Yuko Nakahara
    Contribution from the Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kitakaname 1117, Hiratsuka, Kanagawa 259-1292, Japan, and Sphingolipid Expression Laboratory, RIKEN Frontier Research System, Wako 351-0198, Japan
  • Emi Ito
    Contribution from the Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kitakaname 1117, Hiratsuka, Kanagawa 259-1292, Japan, and Sphingolipid Expression Laboratory, RIKEN Frontier Research System, Wako 351-0198, Japan
  • Yusuke Suzuki
    Contribution from the Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kitakaname 1117, Hiratsuka, Kanagawa 259-1292, Japan, and Sphingolipid Expression Laboratory, RIKEN Frontier Research System, Wako 351-0198, Japan
  • Minoru Suzuki
    Contribution from the Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kitakaname 1117, Hiratsuka, Kanagawa 259-1292, Japan, and Sphingolipid Expression Laboratory, RIKEN Frontier Research System, Wako 351-0198, Japan
  • Akemi Suzuki
    Contribution from the Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kitakaname 1117, Hiratsuka, Kanagawa 259-1292, Japan, and Sphingolipid Expression Laboratory, RIKEN Frontier Research System, Wako 351-0198, Japan
  • Yoshiaki Nakahara
    Contribution from the Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kitakaname 1117, Hiratsuka, Kanagawa 259-1292, Japan, and Sphingolipid Expression Laboratory, RIKEN Frontier Research System, Wako 351-0198, Japan

書誌事項

公開日
2005-09-08
DOI
  • 10.1021/ja053711b
公開者
American Chemical Society (ACS)

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説明

Peptide thioester corresponding to a MUC2 tandem repeat unit, which retains seven GalNAc 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 GalNAc moieties.

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