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Synthetic study of acidic inner core oligosaccharides of lipooligo- and lipopolysaccharides produced by gram-negative bacteria

Research Project

Project/Area Number 19780250
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Applied molecular and cellular biology
Research InstitutionTottori University

Principal Investigator

イチヤナギ ツヨシ  Tottori University, 農学部, 准教授 (00302240)

Project Period (FY) 2007 – 2009
Project Status Completed (Fiscal Year 2009)
Budget Amount *help
¥3,770,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥570,000)
Fiscal Year 2009: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2008: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2007: ¥1,300,000 (Direct Cost: ¥1,300,000)
Keywords糖鎖工学 / リポオリゴ糖 / リポ多糖 / グラム陰性菌 / 2-ケト-3-デオキシマンノオクツロン酸
Research Abstract

Design and synthesis of nobel Kdo derivative, methyl 7,8-di-O-benzoyl-4,5-O- isopropylidene-D-manno-octulosonate, for the synthesis of inner-core oligosaccharide of LOS/LPS produced by gram-negative bacteria was successively achieved. It was easily converted to Kdo donor and 4,5-dihydroxyl or 7,8-dihydroxyl Kdo acceptor for the synthesis of Kdo(α2-4)Kdo and Kdo(α2-8)Kdo. Conjugation of Kdo and neutral tetrasaccharide, (Lac(β1-4)[Hep(α1-3)]Hep), with human serum albumin (HSA) was also accomplished.

Report

(4 results)
  • 2009 Annual Research Report   Final Research Report ( PDF )
  • 2008 Annual Research Report
  • 2007 Annual Research Report
  • Research Products

    (25 results)

All 2010 2009 2008 2007

All Journal Article (5 results) (of which Peer Reviewed: 5 results) Presentation (20 results)

  • [Journal Article] Recent convergent synthesis of homogenous N-linked glycopeptides2010

    • Author(s)
      Tsuyoshi Ichiyanagi
    • Journal Title

      Trends in Glycoscience and Glycotechnology (in press)

    • NAID

      10027893002

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Recent convergent synthesis of homogenous N-linked glycopeptides2010

    • Author(s)
      Tsuyoshi Ichiyanagi
    • Journal Title

      Trends in Glycoscience and Glycotechnology

    • NAID

      10027893002

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A chemical synthesis of 3-deoxy-D-manno-2- octulosonic acid from D-mannose2009

    • Author(s)
      Tsuyoshi Ichiyanagi, Naoko Sakamoto, Kazutoshi Ochi, Ryohei Yamasaki
    • Journal Title

      J. Carbohydr. Chem. 28(2)

      Pages: 58-63

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] A chemical synthesis of 3-deoxy-D-manno-2-octulosonic acid from D-mannose2009

    • Author(s)
      Tsuyoshi Ichiyanagi, Ryohei Yamasaki
    • Journal Title

      Journal of Carbohydrate Chemistry 28

      Pages: 58-63

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A chemical synthesis of 3-deoxy-D-manno-2-octulosonic acid from D-mannose2009

    • Author(s)
      Tsuyoshi Ichiyanagi
    • Journal Title

      Journal of Carbohydrate Chemistry 28

      Pages: 58-63

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Presentation] Synthesis of Kdo-Human Serum Albumin Conjugate2009

    • Author(s)
      Tsuyoshi Ichiyanagi, Kazuhiko Kishi, Mayumi Fukunaga, Yoshinori Kawano
    • Organizer
      20th International Symposium on Glycoconjugates
    • Place of Presentation
      San Juan, Puerto Rico
    • Year and Date
      2009-11-30
    • Related Report
      2009 Final Research Report
  • [Presentation] Synthesis of Kdo-Human Serum Albumin Conjugate2009

    • Author(s)
      Tsuyoshi Ichiyanagi, Kazuhiko Kishi, Mayumi Fukunaga, Yoshinori Kawano
    • Organizer
      20^<th> International Symposium on Glycoconjugates
    • Place of Presentation
      San juan, Puerto Rica
    • Year and Date
      2009-11-30
    • Related Report
      2009 Annual Research Report
  • [Presentation] LOS/LPSに共通に存在する2糖Hep(α1-5)Kdoの合成研究2009

    • Author(s)
      一柳剛, 山崎良平
    • Organizer
      第29回日本糖質学会年会
    • Place of Presentation
      飛騨・世界生活文化センター
    • Year and Date
      2009-09-11
    • Related Report
      2009 Final Research Report
  • [Presentation] 4, 5:7, 8に異なる保護基を有するKdo誘導体の合成とリンカー導入2009

    • Author(s)
      福永真弓, 田頭亮哉・一柳剛・山崎良平
    • Organizer
      第29回日本糖質学会年会
    • Place of Presentation
      飛騨・世界生活文化センター
    • Year and Date
      2009-09-11
    • Related Report
      2009 Final Research Report
  • [Presentation] LOS/LPSに共通に存在する2糖Hep(α1-5)Kdoの合成研究2009

    • Author(s)
      一柳剛・山崎良平
    • Organizer
      第29回日本糖質学会年会
    • Place of Presentation
      岐阜県・高山市
    • Year and Date
      2009-09-11
    • Related Report
      2009 Annual Research Report
  • [Presentation] 4,5 : 7,8に異なる保護基を有するKdo誘導体の合成とリンカー導入2009

    • Author(s)
      福永真弓・田頭亮哉・一柳剛・山崎良平
    • Organizer
      第29回日本糖質学会年会
    • Place of Presentation
      岐阜県・高山市
    • Year and Date
      2009-09-11
    • Related Report
      2009 Annual Research Report
  • [Presentation] 8-amino-3, 8- dideoxy-manno-oct-2-ulosonic acidの合成研究2009

    • Author(s)
      一柳剛, 谷間雄太
    • Organizer
      日本農芸化学会2009年度大会
    • Place of Presentation
      福岡マリンメッセ
    • Year and Date
      2009-03-29
    • Related Report
      2009 Final Research Report
  • [Presentation] リポオリゴ糖に存在する2糖Hep(α1-5)Kdoの合成研究2009

    • Author(s)
      一柳剛, 山崎良平
    • Organizer
      日本農芸化学会2009年度大会
    • Place of Presentation
      福岡マリンメッセ
    • Year and Date
      2009-03-29
    • Related Report
      2009 Final Research Report 2008 Annual Research Report
  • [Presentation] 8-amino-3, 8-dideoxy-manno-oct-2-ulosonic acidの合成研究2009

    • Author(s)
      谷間雄太
    • Organizer
      日本農芸化学会2009年度大会
    • Place of Presentation
      福岡マリンメッセ
    • Year and Date
      2009-03-29
    • Related Report
      2008 Annual Research Report
  • [Presentation] アポルフィン骨格合成研究 : フェノールのo-アリール化における置換基効果2009

    • Author(s)
      須山直人
    • Organizer
      日本農芸化学会2009年度大会
    • Place of Presentation
      福岡マリンメッセ
    • Year and Date
      2009-03-29
    • Related Report
      2008 Annual Research Report
  • [Presentation] リポオリゴ糖のオリゴ糖鎖合成研究:分岐オリゴ糖鎖の構築2008

    • Author(s)
      豊田清薫, 前田紗弥香, 一柳剛, 山崎良平
    • Organizer
      日本農芸化学会中四国支部大会(第22回講演会)
    • Place of Presentation
      鳥取大学
    • Year and Date
      2008-09-13
    • Related Report
      2009 Final Research Report
  • [Presentation] LOS/LPSのコア糖鎖合成に向けたKDO誘導体の合成2008

    • Author(s)
      田頭亮哉, 一柳剛, 山崎良平
    • Organizer
      日本農芸化学会中四国支部大会(第22回講演会)
    • Place of Presentation
      鳥取大学
    • Year and Date
      2008-09-13
    • Related Report
      2009 Final Research Report 2008 Annual Research Report
  • [Presentation] リポオリゴ糖のオリゴ糖鎖合成研究 : 分岐オリゴ糖鎖の構築2008

    • Author(s)
      豊田清薫
    • Organizer
      日本農芸化学会中四国支部大会(第22回講演会)
    • Place of Presentation
      鳥取大学
    • Year and Date
      2008-09-13
    • Related Report
      2008 Annual Research Report
  • [Presentation] O-アシル化による分岐オリゴ糖鎖のスペーサー化2007

    • Author(s)
      一柳剛, 山崎良平, 小林郁子, 山下泰治, 豊田清薫
    • Organizer
      第27回日本糖質学会年会
    • Place of Presentation
      九州大学
    • Year and Date
      2007-08-02
    • Related Report
      2009 Final Research Report
  • [Presentation] Mannoseの6位から炭素伸長をするKdoの合成2007

    • Author(s)
      坂本尚子, 一柳剛, 山崎良平
    • Organizer
      第27回日本糖質学会年会九州大学
    • Place of Presentation
      福岡
    • Year and Date
      2007-08-02
    • Related Report
      2009 Final Research Report
  • [Presentation] リポオリゴ糖内の分岐オリゴ糖鎖の合成2007

    • Author(s)
      豊田清薫, 前田紗弥香, 西島茂樹, 一柳剛, 山崎良平
    • Organizer
      第27回日本糖質学会年会九州大学
    • Place of Presentation
      福岡
    • Year and Date
      2007-08-02
    • Related Report
      2009 Final Research Report
  • [Presentation] 3-デオキシ-D-マンノオクツロン酸の新しい合成2007

    • Author(s)
      一柳剛, 坂本尚子, 山崎良平
    • Organizer
      日本農芸化学会2007年度大会
    • Place of Presentation
      東京農大
    • Year and Date
      2007-03-26
    • Related Report
      2009 Final Research Report
  • [Presentation] リポオリゴ糖内の分岐オリゴ糖鎖の合成2007

    • Author(s)
      豊田 清薫、前田紗弥香、西島茂樹、一柳剛、山崎良平
    • Organizer
      日本糖質学会
    • Place of Presentation
      九州大学
    • Related Report
      2007 Annual Research Report
  • [Presentation] Mannoseの6位から炭素伸長をするKdoの合成2007

    • Author(s)
      坂本尚子、一柳剛、山崎良平
    • Organizer
      日本糖質学会
    • Place of Presentation
      九州大学
    • Related Report
      2007 Annual Research Report
  • [Presentation] O-アシル化による分岐オリゴ糖鎖のスペーサー化2007

    • Author(s)
      小林郁子、山下泰治、豊田清薫、一柳剛、山崎良平
    • Organizer
      日本糖質学会
    • Place of Presentation
      九州大学
    • Related Report
      2007 Annual Research Report

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Published: 2007-04-01   Modified: 2016-04-21  

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