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Mechanistic Elucidation of Iron Recognition in Gramineous Plant by using Mugineic Acids Derivatives

Research Project

Project/Area Number 20710173
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Living organism molecular science
Research InstitutionHokkaido University

Principal Investigator

NAMBA Kosuke  Hokkaido University, 大学院・理学研究院, 講師 (50414123)

Project Period (FY) 2008 – 2009
Project Status Completed (Fiscal Year 2009)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2009: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2008: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Keywordsムギネ酸 / ムギネ酸・鉄錯体トランスポーター / HvYS1 / ムギネ酸プローブ / 標識ムギネ酸 / ムギネ酸・鉄錯体 / アルカリ不良土壌 / L-アゼチジン-2-カルボン酸 / 実用的合成 / ファイトシデロフォア / 鉄錯体トランスポーター / クリック反応 / 鉄認識メカニズム
Research Abstract

To drive the mechanistic studies of iron recognition in gramineous plant forward, it has been essential to establish efficient methods for mugineic acid derivatives to be utilized as molecular probes. We have recently found that the 2'-hydroxy group can serve as a potential clue for the labeling of mugineic acid analogues. On the basis of this discovery, we have established efficient method for the synthesis of various labeled mugineic acid. All of iron complexes of the synthetic labeled mugineic acid exhibit iron transport abilities through iron transporter. We thus succeed to establish the efficient method for introducing various labels to mugineic acid.

Report

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

    (32 results)

All 2010 2009 2008 Other

All Journal Article (21 results) (of which Peer Reviewed: 21 results) Presentation (8 results) Remarks (1 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Toward Mechanistic Elucidation of Iron Acquisition in Barley: Efficient Synthesis of Mugineic Acids and Their Transport Activities2010

    • Author(s)
      Namba, K.; Murata. Y.
    • Journal Title

      The Chemical Record

      Pages: 140-150

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Toward Mechanistic Elucidation of Iron Acquisition in Barley : Efficient Synthesis of Mugineic Acids and Their Transport Activities2010

    • Author(s)
      Namba, K., Murata.Y
    • Journal Title

      The Chemical Record (In press)

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 4-Aminopyridines-Catalyzed Direct and Regioselective Acylation of N-Tosylhydrazide2009

    • Author(s)
      Namba, K.; Shoji, I.; Nishizawa, M.; Tanino, K.
    • Journal Title

      Org. Lett. 11

      Pages: 4970-4973

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Toward Palau'amine; Hg(OTf)2-Catalyzed Synthesis of Cyclopentane Core2009

    • Author(s)
      Namba, K.; Kaihara, Y.; Yamamoto, Y.; Imagawa, H.; Tanino, K.; Williams, R.M.; Nishizawa, M.
    • Journal Title

      Chem. Eur. J 15

      Pages: 6560-6563

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Hg(OTf)2-Catalyzed Instantaneous Hydration of b and d-Hydroxy Internal Alkynes with Complete Regioselectivity.2009

    • Author(s)
      Nishizawa, M.; Takemoto, T.; Sasaki, I.; Nakano, M.; Ho, E.; Namba, K.; Yamamoto, H.; Imagawa, H.
    • Journal Title

      Synlett

      Pages: 1175-1179

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Silaphenylmercuric Triflate-Catalyzed Reactions: The First Solid Supported Mercuric Salt Catalyst.2009

    • Author(s)
      Yamamoto, H.; Sasaki, I.; Hirai, Y.; Namba, K.; Imagawa, H.; Nishizawa, M. Angew.
    • Journal Title

      Chem. Int. Ed. 48

      Pages: 1244-1247

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Attempts to Improve the Overall Stereoselectivity of Ireland-Claisen Rearrangement.2009

    • Author(s)
      Chen, C-L.; Namba, K.; Kishi, Y.
    • Journal Title

      Org. Lett. 11

      Pages: 409-412

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Attempts to Improve the Overall Stereoselectivity of Ireland-Claisen Rearrangement2009

    • Author(s)
      Chen, C-L., Namba, K., Kishi,Y.
    • Journal Title

      Org.Lett. 11

      Pages: 409-412

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Silaphenylmercuric Triflate-Catalyzed Reactions : The First Solid Supported Mercuric Salt Catalyst2009

    • Author(s)
      Yamamoto, H., Sasaki, I., Hirai, Y., Namba, K., Imagawa, H., Nishizawa, M.
    • Journal Title

      Angew.Chem.Int.Ed 48

      Pages: 1244-1247

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Hg(OTf)_2-Catalyzed Instantaneous Hydration of β and δ-Hydroxy Internal Alkynes with Complete Regioselectivity2009

    • Author(s)
      Nishizawa, M., Takemoto, T., Sasaki, I., Nakano, M., Ho, E., Namba, K., Yamamoto, H., Imagawa, H.
    • Journal Title

      Synlett 2009

      Pages: 1175-1179

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Toward Palau'amine ; Hg(OTf)_2-Catalyzed Synthesis of Cyclopentane Core2009

    • Author(s)
      Namba, K., Kaihara, Y., Yamamoto, Y., Imagawa, H., Tanino, K., Williams, R.M., Nishizawa, M.
    • Journal Title

      Chem.Eur.J. 15

      Pages: 6560-6563

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 4-Aminopyridines-Catalyzed Direct and Regioselective Acylation of N-Tosylhydrazide2009

    • Author(s)
      Namba, K., Shoji, I., Nishizawa, M., Tanino, K.
    • Journal Title

      Org.Lett. 11

      Pages: 4970-4973

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Attempts to Improve the Overall Stereoselectivity of Ireland-Claisen Rearrangement2009

    • Author(s)
      Chen, C-L. ; Namba, K. ; Kishi, Y.
    • Journal Title

      Org. Lett 11

      Pages: 409-412

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Efficient Glycosylation Using ODS Adsorption Method Based on the Affinity of Long Alkoxybenzyl Glycoside.2008

    • Author(s)
      Imagawa, H.; Kinoshita, A.; Yamamoto, H.; Namba, K.; Nishizawa, H.
    • Journal Title

      Synlett

      Pages: 1981-1984

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Hg(OTf)2-Catalyzed Cyclization of N-Tosylanilinoallylic Alcohols Leading 2-Vinyindolines.2008

    • Author(s)
      Namba, K.; Nakagawa, Y.; Yamamoto, H.; Imagawa, H.; Nishizawa, M.
    • Journal Title

      Synlett

      Pages: 1719-1723

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Hg(OTf)2-Catalyzed Aryl Allyl Alcohol Cyclization2008

    • Author(s)
      Namba, K.; Yamamoto, H.; Sasaki, I.; Mori, K.; Imagawa, H.; Nishizawa, M.
    • Journal Title

      Org. Lett. 10

      Pages: 1767-1770

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] A specific transporter for iron (III)-phytosiderophore complex involved iron acquisition by bareley roots.2008

    • Author(s)
      Murata, Y.; Harada, E.; Sugase, K.; Namba, K.; Horikawa, M.; Ma, J. -F.; Yamaji, N.; Ueno, D.; Nomoto, K.; Iwashita, T.; Kusumoto, S.
    • Journal Title

      Pure Appl Chem 80

      Pages: 2689-2697

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] A specific transporter for iron(III)-phytosiderophore complex involved iron acquisition by bareley roots2008

    • Author(s)
      Murata, Y. ; Harada, E. ; Sugase, K. ; Namba, K. ; Horikawa, M. ; Ma, J.-F. ; Yamaji, N. ; Ueno, D. ; Nomoto, K. ; Iwashita, T. ; Kusumoto, S.
    • Journal Title

      Pure Appl Chem 80

      Pages: 2689-2697

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Hg(OTf)_2-Catalyzed Aryl Ally Alcohol Cyclization2008

    • Author(s)
      Namba. K. ; Yamamoto, H. ; Sasaki, I. ; Mori, K. ; Imagawa, H. ; Nishizawa, M.
    • Journal Title

      Org. Lett. 10

      Pages: 1767-1770

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Hg(OTf)_2-Catalyzed Cyclization of N-Tosylanilinoallylic Alcohols Leading 2-Vinyindolines2008

    • Author(s)
      Namba. K. ; Nakagawa, Y. ; Yamamoto, H . ; Imagawa, H. ; Nishizawa, M.
    • Journal Title

      Synlett

      Pages: 1719-1723

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Efficient Glycosylation Using ODS Adsorption Method Based on the Affinity of Long Alkoxybenzyl Glycoside2008

    • Author(s)
      Imagawa, H. ; Kinoshita, A. ; Yamamoto, H. ; Namba, K. ; Nishizawa, H.
    • Journal Title

      Synlett

      Pages: 1981-1984

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Presentation] N-トシルヒドラジドの位置選択的アシル化反応2010

    • Author(s)
      東海林勇・難波康祐・西沢麦夫・谷野圭持
    • Organizer
      第90日本化学会春季年会
    • Place of Presentation
      近畿大学(東大阪市)
    • Year and Date
      2010-03-28
    • Related Report
      2009 Annual Research Report
  • [Presentation] エポキシド開環反応における1, 2, 3-トリアゾールの隣接基効果2010

    • Author(s)
      大澤歩・難波康祐・谷野圭持
    • Organizer
      化学系学協会北海道支部2010年冬季研究発表会
    • Place of Presentation
      北海道大学(札幌市)
    • Year and Date
      2010-01-28
    • Related Report
      2009 Annual Research Report
  • [Presentation] イネ科植物の鉄輸送機構解明を指向した標識ムギネ酸の設計と合成2009

    • Author(s)
      小林香織・平川寛子・村田佳子・難波康祐・谷野圭持・西沢麦夫・楠本正一
    • Organizer
      第89日本化学会春季年会
    • Place of Presentation
      日大船橋(千葉)
    • Year and Date
      2009-03-29
    • Related Report
      2008 Annual Research Report
  • [Presentation] エポキシ開環反応における1, 2, 3・トリアゾール基の隣接基効果2009

    • Author(s)
      難波康祐・谷野圭持
    • Organizer
      第89日本化学会春季年会
    • Place of Presentation
      日大船橋(千葉)
    • Year and Date
      2009-03-27
    • Related Report
      2008 Annual Research Report
  • [Presentation] 標識ムギネ酸の合成と機能2009

    • Author(s)
      小林香織・平川寛子・村田佳子・難波康祐・谷野圭持・西沢麦夫・楠本正一
    • Organizer
      化学系学協会北海道支部2009年冬季研究発表会
    • Place of Presentation
      北海道大学(札幌)
    • Year and Date
      2009-02-04
    • Related Report
      2008 Annual Research Report
  • [Presentation] Hg(OTf)2触媒を活用したPalau'amineコアの合成2008

    • Author(s)
      難波康祐
    • Organizer
      第14回創薬を目指した生物活性研究会および第43回未来開拓研会合同シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2008-12-13
    • Related Report
      2009 Final Research Report
  • [Presentation] 実用的な分子変換法開発に基づく複雑な生物活性天然有機化合物の合成2008

    • Author(s)
      難波康祐
    • Organizer
      若手研究者のための有機化学札幌セミナー
    • Place of Presentation
      札幌
    • Year and Date
      2008-10-10
    • Related Report
      2009 Final Research Report
  • [Presentation] ムギネ酸類の実用的合成;イネ科植物収機構解明の鍵2008

    • Author(s)
      難波康祐
    • Organizer
      第43回天然物化学談話会
    • Place of Presentation
      大阪
    • Related Report
      2009 Final Research Report
  • [Remarks]

    • URL

      http://barato.sci.hokudai.ac.jp/~oc2

    • Related Report
      2009 Final Research Report
  • [Patent(Industrial Property Rights)] ムギネ酸類の効率的製造方法2008

    • Inventor(s)
      難波康祐、村田佳子
    • Industrial Property Rights Holder
      サントリー株式会社
    • Acquisition Date
      2008-04-25
    • Related Report
      2009 Final Research Report
  • [Patent(Industrial Property Rights)] ムギネ酸類の効率的製造方法2008

    • Inventor(s)
      難波康祐・村田佳子
    • Industrial Property Rights Holder
      サントリー株式会社
    • Filing Date
      2008-04-25
    • Related Report
      2008 Annual Research Report

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Published: 2008-04-01   Modified: 2016-04-21  

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