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Synthetic study of inner-core oligosaccharide of LPS/LOS recognized by human antibody

Research Project

Project/Area Number 15K01822
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Chemical biology
Research InstitutionTottori University

Principal Investigator

Ichiyanagi Tsuyoshi  鳥取大学, 農学部, 教授 (00302240)

Project Period (FY) 2015-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2017: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2016: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2015: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywordsリポ多糖 / コアオリゴ糖 / 立体選択的合成 / Kdo / Heptose / 糖鎖プローブ / 抗体 / LPS / core oligosaccharide / synthesis / library / グリコシル化 / リポ多糖(LPS) / 糖鎖ライブラリ / 分岐糖合成 / 糖鎖合成 / コア糖鎖 / 免疫刺激
Outline of Final Research Achievements

The synthesis of continuously branched core hexasaccharide produced by gram-negative bacteria was successfully accomplished by using block coupling of the oligosaccharide donor with a 2-4 linked Kdo acceptor. For the construction of 3,4-branched heptose structure, the use of toluene was found to be effective solvent from a 4-O-substituted heptose with a heptose donor. The 4,5-branched tri-, tetra-, and pentasaccharide were also synthesized with complete stereoselectivity by the same manner. The oligosaccharide-biotin conjugate and sugar coated magnetic nanoparticle were synthesized. The human IgG selected by using the synthetic carbohydrate coated magnetic nanoparticle was found to recognized Salmonella minesota Re-LPS.

Report

(4 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • 2015 Research-status Report
  • Research Products

    (19 results)

All 2018 2017 2016 2015

All Journal Article (3 results) (of which Peer Reviewed: 3 results,  Open Access: 2 results,  Acknowledgement Compliant: 1 results) Presentation (16 results) (of which Int'l Joint Research: 3 results,  Invited: 2 results)

  • [Journal Article] Recent Synthetic Approaches to Inner-core Oligosaccharides of Lipopolysaccharides and Lipooligosaccharides2018

    • Author(s)
      Tsuyoshi Ichiyanagi
    • Journal Title

      Trends in Glycoscience and Glycotechnology

      Volume: 30 Issue: 173 Pages: E25-E32

    • DOI

      10.4052/tigg.1709.1E

    • NAID

      130006549579

    • ISSN
      0915-7352, 1883-2113
    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Evolutionary changes in defensive specialized metabolism in the genus Hordeum2017

    • Author(s)
      Ube Naoki、Nishizaka Miho、Ichiyanagi Tsuyoshi、Ueno Kotomi、Taketa Shin、Ishihara Atsushi
    • Journal Title

      Phytochemistry

      Volume: 141 Pages: 1-10

    • DOI

      10.1016/j.phytochem.2017.05.004

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Convergent synthesis of 4,5-branched inner-core oligosaccharides of lipopoly- and lipooligosaccharides2015

    • Author(s)
      Ruiqin Yi, Hirofumi Narimoto, Miku Nozoe & Tsuyoshi Ichiyanagi
    • Journal Title

      Bioscience, Biotechnology, and Biochemistry

      Volume: 79 Issue: 12 Pages: 1931-1945

    • DOI

      10.1080/09168451.2015.1069698

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] 合成化学的手法によるリポ多糖の内部コア糖鎖ライブラリ構築と活用2018

    • Author(s)
      一柳剛
    • Organizer
      かがわ糖質バイオフォーラム「複合糖質・糖鎖研究会」
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] L,D-ヘプトース含有オリゴ糖の合成研究2018

    • Author(s)
      大谷直輝,一柳剛
    • Organizer
      日本農芸化学会2018年度大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Kdo含有糖鎖で修飾した磁気ナノ粒子の作成と機能評価2018

    • Author(s)
      一柳剛,田中奈央,薮田行哲
    • Organizer
      日本農芸化学会2018年度大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] LPSのコア糖鎖合成に向けた新規Kdo誘導体の合成2017

    • Author(s)
      一柳剛、野口晴佳、田中琢也、田中奈央、谷川優作
    • Organizer
      日本農芸化学会2017年度大会
    • Place of Presentation
      京都女子大学
    • Year and Date
      2017-03-17
    • Related Report
      2016 Research-status Report
  • [Presentation] 連続分岐したLPS/LOSの内部コア糖鎖の合成研究2017

    • Author(s)
      成本裕文、野添未来、一柳剛
    • Organizer
      日本農芸化学会2017年度大会
    • Place of Presentation
      京都女子大学
    • Year and Date
      2017-03-17
    • Related Report
      2016 Research-status Report
  • [Presentation] A SYNTHESIS OF A CONTINUOUS BRANCHED HEXASACCHARIDE OF INNER-CORE OF LPS/LOS2017

    • Author(s)
      Tsuyoshi Ichiyanagi, Hirofumi Narimoto
    • Organizer
      19th European Carbohydrate Symposium
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthetic Study of Branched Inner-core Oligosaccharide of Liopopoly- and Lipooligosaccharide2017

    • Author(s)
      Tsuyoshi Ichiyanagi
    • Organizer
      KoRS-CB Mini-Symposium Carbohydrates
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Neisseria 属 LOS の分岐コア糖鎖の合成研究2017

    • Author(s)
      一柳剛,成本裕文,大谷直輝
    • Organizer
      第36回日本糖質学会年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] リポ多糖(LPS)の酸性コア糖鎖の合成研究2017

    • Author(s)
      一柳剛,成本裕文,野添未来
    • Organizer
      日本農芸化学会中四国支部第48回講演会
    • Related Report
      2017 Annual Research Report
  • [Presentation] リポ多糖の酸性内部コアKdo2糖の合成研究ーKdo供与体の配座と反応性の比較ー2016

    • Author(s)
      一柳 剛、田坂瑞葵、村岡南美、田中琢也
    • Organizer
      日本農芸化学会2016年度大会
    • Place of Presentation
      札幌コンベンションセンター
    • Year and Date
      2016-03-27
    • Related Report
      2015 Research-status Report
  • [Presentation] リポオリゴ糖の酸性内部コア4糖および5糖の合成2016

    • Author(s)
      成本裕文, 蟻瑞欽, 野添未来, 一柳剛
    • Organizer
      日本農芸化学会2016年度大会
    • Place of Presentation
      札幌コンベンションセンター
    • Year and Date
      2016-03-27
    • Related Report
      2015 Research-status Report
  • [Presentation] ブロック合成による分岐構造を有するLPS/LOSの酸性内部コア4糖および5糖の合成研究2016

    • Author(s)
      成本裕文、蟻瑞欽、野添未来、一柳剛
    • Organizer
      第35回日本糖質学会
    • Place of Presentation
      高知市文化プラザ
    • Related Report
      2016 Research-status Report
  • [Presentation] Kdo誘導体を供与体に用いる立体選択的グリコシル化反応2016

    • Author(s)
      野口晴佳,田坂瑞葵,田中琢也,一柳 剛
    • Organizer
      第35回日本糖質学会
    • Place of Presentation
      高知市文化プラザ
    • Related Report
      2016 Research-status Report
  • [Presentation] A convergent synthesis of branched inner-core oligosaccharide of Neisserial LOS and their biotin conjugates2015

    • Author(s)
      Tsuyoshi Ichiyanagi, Ruiqin Yi, Yuichi Nagasawa, Hirofumi Narimoto, Miku Nozoe
    • Organizer
      23rd International Symposium on Glycoconjugate
    • Place of Presentation
      Croatia
    • Year and Date
      2015-09-15
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] 分岐構造を有するリポオリゴ糖の酸性内部コア糖鎖の化学合成2015

    • Author(s)
      成本裕文、蟻瑞欽、野添未来、一柳 剛
    • Organizer
      第34回日本糖質学会年会
    • Place of Presentation
      東京大学
    • Year and Date
      2015-07-31
    • Related Report
      2015 Research-status Report
  • [Presentation] LPS/LOS の酸性コア糖鎖の化学合成研究2015

    • Author(s)
      一柳 剛
    • Organizer
      日本農芸化学会中四国支部創立15周年記念、第19回若手研究者シンポジウム(第7回農芸化学の未来開拓セミナー)
    • Place of Presentation
      岡山大学
    • Year and Date
      2015-05-15
    • Related Report
      2015 Research-status Report
    • Invited

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Published: 2015-04-16   Modified: 2019-03-29  

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