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Preparation of Novel Sugaring Tags and Its Application for Glycoconjugates

Research Project

Project/Area Number 24550194
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Chemistry related to living body
Research InstitutionTokai University

Principal Investigator

INAZU Toshiyuki  東海大学, 工学部, 教授 (70151579)

Project Period (FY) 2012-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2014: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2013: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2012: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
KeywordsEndo-M / 糖鎖転移反応 / 糖鎖複合体 / 工業的応用 / シュガーリングタグ / 糖鎖受容体 / 糖鎖修飾 / シュガーリングタグ法 / 糖鎖複合体の合成 / 3-デオキシ-N-アセチルグルコサミン / 化学酵素合成
Outline of Final Research Achievements

In order to apply the transglycosylation using endo-b-N-acetylglucosamidase from Mucor hiemalis (Endo-M) to an industrial usage, we have studied several new synthetic methods for the glyco-conjugates. In this study we have prepared 7 kinds of "Sugaring Tags" from D-maleic acid in good yields, such as the corresponding carboxylic acid, amine, azide, thiol, ine, and so on. These "Sugaring Tags" have 1,3-diol moiety, which is an essential structure of glycosyl acceptor for the transglycosylation. We demonstrated the modification reaction of anti-influensa drug; amantadine, and anti-oxydant drug; Vitamin E, using the prepared "Sugaring Tags." The transglycosylation reaction of these compounds are now in progress。

Report

(4 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • 2012 Research-status Report
  • Research Products

    (21 results)

All 2015 2014 2013 2012

All Journal Article (5 results) (of which Peer Reviewed: 5 results) Presentation (16 results) (of which Invited: 2 results)

  • [Journal Article] Studies on Lactam Formation of Arginine derivatives,2015

    • Author(s)
      R. Akashi and T. Inazu,
    • Journal Title

      Peptide Science 2014

      Volume: 2014 Pages: 105-106

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The Effect of Glycosylation on the Antibody Recognition of a MUC2 Mucin Epitope2014

    • Author(s)
      K. Uray, M. Mizuno, T. Inazu, K. Goto, and F, Hudecz
    • Journal Title

      Peptide Science

      Volume: 102 Issue: 5 Pages: 390-395

    • DOI

      10.1002/bip.22526

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of the a Glycopeptide-synthesizing System Using Immobilized Endo-M and DMC2014

    • Author(s)
      Y. Hirose, K. Haneda, and T. Inazu
    • Journal Title

      Peptide Science 2013

      Volume: 2013 Pages: 461-462

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Temperature dependent study of thermal diffusion for aqueous solutions of α-, β-, and γ- cyclodextrin2013

    • Author(s)
      H. Shinohara, R. Kita, N. Shinyashiki, S. Yagihara, K. Kabayama, and T. Inazu
    • Journal Title

      AIP Conf. Proc.

      Volume: 1518 Pages: 710-713

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis of O-Glycopeptides Using N,N′-Isopropylidene Dipeptide Derivatives2013

    • Author(s)
      H. Kobayashi and T. Inazu
    • Journal Title

      PEPTIDES 2012: Proceedings of the 32nd European Peptide Symposium,” Eds. by G. Kotos, V. Constantinou-Kokotou, and J. Matsoukas, European Peptide Society

      Volume: 2013 Pages: 632-633

    • NAID

      10030204063

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Presentation] “Sugaring Tag”ライブラリーの構築2015

    • Author(s)
      狐塚哲也、神田由美子、羽田勝二、稲津敏行
    • Organizer
      日本農芸化学会2015年度(平成27年度)大会
    • Place of Presentation
      岡山大学(岡山県岡山市)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] マイクロバイオリアクターを活用した複合糖質合成2015

    • Author(s)
      大石岳史、木村啓志、羽田勝二、稲津敏行
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学船橋キャンパス(千葉県船橋市)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] Endo-Mを用いる糖鎖付与技術の工学的展開2014

    • Author(s)
      稲津敏行
    • Organizer
      第12回糖鎖科学コンソーシアムシンポジウム
    • Place of Presentation
      東京医科歯科大学(東京都文京区)
    • Year and Date
      2014-12-04 – 2014-12-05
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] Synthesis of 3-deoxy-GlcNAc and Its Application to Transglycosylation Using Endo-M2014

    • Author(s)
      Kitsunezuka, T., Iwayama, Y., Haneda, K., and Inazu, T.
    • Organizer
      2014 Joint Meeting of the Society for Glycobiology (SFG) and the Japanese Society of Carbohydrate Research (JSCR)
    • Place of Presentation
      Hilton Hawaiian Village Waikiki Beach Resort (Honolulu USA)
    • Year and Date
      2014-11-16 – 2014-11-19
    • Related Report
      2014 Annual Research Report
  • [Presentation] Studies on Lactam Formation of Arginine Derivative2014

    • Author(s)
      Akashi, R. and Inazu, T.
    • Organizer
      第51回ペプチド討論会
    • Place of Presentation
      徳島大学倉本キャンパス(徳島県徳島市)
    • Year and Date
      2014-10-22 – 2014-10-24
    • Related Report
      2014 Annual Research Report
  • [Presentation] Lactam Formation of Fmoc-Arginine-Dimethylphosphinothioic Mixed Anhydride Derivative2014

    • Author(s)
      Akashi, R., Iwayama, Y., and Inazu, T
    • Organizer
      33rd European Peptide Symposium
    • Place of Presentation
      National Palace of Culture(Sophia Bulgaria)
    • Year and Date
      2014-08-31 – 2014-09-05
    • Related Report
      2014 Annual Research Report
  • [Presentation] 3-Deoxy-GlcNAcの合成とEndo-Mを用いる糖鎖転移反応への応用2014

    • Author(s)
      狐塚哲也、岩山祐己、羽田勝二、稲津敏行
    • Organizer
      第33回日本糖質学会年会
    • Place of Presentation
      名古屋大学(愛知県名古屋市)
    • Year and Date
      2014-08-10 – 2014-08-12
    • Related Report
      2014 Annual Research Report
  • [Presentation] 3-deoxyGlcNAc誘導体の合成研究2014

    • Author(s)
      狐塚哲也、岩山祐紀、稲津敏行
    • Organizer
      日本農芸化学会2014年度大会
    • Place of Presentation
      東京
    • Related Report
      2013 Research-status Report
  • [Presentation] ジメチルチオホスフィン酸混合酸無水物法によるアルギニン含有ペプチドの合成研究2014

    • Author(s)
      赤司里奈、岩山祐紀、稲津敏行
    • Organizer
      日本農芸化学会2014年度大会
    • Place of Presentation
      東京
    • Related Report
      2013 Research-status Report
  • [Presentation] 固定化Endo-Mと固定化DMC誘導体を用いた複合糖質合成システムの開発2013

    • Author(s)
      廣瀬有也、西川雄亮、羽田勝二、稲津敏行
    • Organizer
      第32回日本糖質学会年会
    • Place of Presentation
      大阪
    • Related Report
      2013 Research-status Report
  • [Presentation] Development of the a Glycopeptide-synthesizing System Using Immobilized Endo-M and DMC2013

    • Author(s)
      Y. Hirose, K. Haneda, and T. Inazu
    • Organizer
      4th Asia-Pacific International peptide Symposium & 50th Japanese Peptide Symposium
    • Place of Presentation
      吹田
    • Related Report
      2013 Research-status Report
  • [Presentation] Preparation of Fmoc-Asn(Sugar)-OH and Its Coupling Efficiency for Glycopeptide Synthesis2012

    • Author(s)
      ○Hata, T., Haneda, K., and Inazu, T
    • Organizer
      The 26th International Carbohydrate Symposium
    • Place of Presentation
      Madrid, Spain
    • Related Report
      2012 Research-status Report
  • [Presentation] Synthesis of Pseudo Glycopeptides Using 1,3-Diol Derivative2012

    • Author(s)
      ○Ito, Y., Tomabechi, Y., and Inazu, T.
    • Organizer
      The 26th International Carbohydrate Symposium
    • Place of Presentation
      Madrid, Spain
    • Related Report
      2012 Research-status Report
  • [Presentation] Synthesis of O-Glycopeptides Using N,N’-Isopropylidene Dipeptide Derivatives2012

    • Author(s)
      Kobayashi, H. and ○Inazu, T.
    • Organizer
      The 32nd European Peptide Symposium
    • Place of Presentation
      Athens, Greece
    • Related Report
      2012 Research-status Report
  • [Presentation] Endo-Mを用いる疑似糖ペプチドの合成2012

    • Author(s)
      ○伊藤優樹、苫米地祐輔、稲津敏行
    • Organizer
      第31回日本糖質学会年会
    • Place of Presentation
      鹿児島
    • Related Report
      2012 Research-status Report
  • [Presentation] 構造の単一な糖タンパク質を合成する2012

    • Author(s)
      ○稲津敏行
    • Organizer
      第6回多糖の未来フォーラム
    • Place of Presentation
      日吉
    • Related Report
      2012 Research-status Report
    • Invited

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Published: 2013-05-31   Modified: 2019-07-29  

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