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Synthesis and synthetic utilities of functionalized reaction system in ionic liquids

Research Project

Project/Area Number 17073007
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionTokyo Institute of Technology

Principal Investigator

KITAZUME Tomoya  Tokyo Institute of Technology, 大学院・生命理工学研究科, 教授 (30092547)

Co-Investigator(Kenkyū-buntansha) YAMAZAKI Takashi  東京農工大学, 大学院・共生科学技術研究院, 准教授 (40191267)
松田 知子  東京工業大学, 大学院・生命理工学研究科, 講師 (10319494)
岩井 伯隆  東京工業大学, 大学院・生命理工学研究科, 助教 (80376938)
Co-Investigator(Renkei-kenkyūsha) IWAI Noritaka  東京工業大学, 大学院・生命理工学研究科, 助教 (80376938)
Project Period (FY) 2005 – 2009
Project Status Completed (Fiscal Year 2009)
Budget Amount *help
¥78,200,000 (Direct Cost: ¥78,200,000)
Fiscal Year 2009: ¥9,500,000 (Direct Cost: ¥9,500,000)
Fiscal Year 2008: ¥10,600,000 (Direct Cost: ¥10,600,000)
Fiscal Year 2007: ¥19,600,000 (Direct Cost: ¥19,600,000)
Fiscal Year 2006: ¥19,200,000 (Direct Cost: ¥19,200,000)
Fiscal Year 2005: ¥19,300,000 (Direct Cost: ¥19,300,000)
Keywordsイオン液体 / 酵素反応 / フルオリナーゼ / 光学活性体 / 機能性反応場 / 生理活性 / フッ素系物質 / 構造活性相関 / 反応場 / グラム陽性菌 / グラム陰性菌 / 酵素阻害系 / 最小発育阻止濃度 / グーラム陰性菌 / 酵素阻害剤 / 活性点 / 水素結合 / 機能性イオン液体 / 進化型反応場 / 酸化反応 / 部位特異的変換 / 遺伝子組換え / フッ素化酵素
Research Abstract

We have established new ionic liquid reaction systems for the organic reactions. 1) We have reported the utilities of ionic liquid-supported NHPI complexes as recoverable and recyclable systemfor the oxidation and nitration. 2) Ionic liquids have recognized as a solvent for Geotrichum candidum-catalyzed optical resolution and/or deracemization of rcemic secondary alcohols, giving optically active alcohols.

Report

(6 results)
  • 2009 Annual Research Report   Final Research Report ( PDF )
  • 2008 Annual Research Report
  • 2007 Annual Research Report
  • 2006 Annual Research Report
  • 2005 Annual Research Report
  • Research Products

    (31 results)

All 2010 2009 2008 2007 2006 2005 Other

All Journal Article (19 results) (of which Peer Reviewed: 5 results) Presentation (6 results) Book (4 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Enzymatic fluorination using fluoride ion generated from degradation of fluorinated materials2010

    • Author(s)
      N. Iwai, Y. Tsuboki, M. Kitazume, T. Kitazume
    • Journal Title

      J. Fluorine Chem. 131

      Pages: 369-372

    • Related Report
      2009 Final Research Report
  • [Journal Article] Enzymatic fluorination using fluoride ion generated from degradation of fluorinated materials2010

    • Author(s)
      N.Iwai, Y.Tsuboki, M.Kitazume, T.Kitazume
    • Journal Title

      J.Fluorine Chem. 131

      Pages: 369-372

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] EPR Study of Rotational Diffusion in Viscous Ionic Liquids: Analysis by a Fractional Storkes-Einstein-Debye Law2009

    • Author(s)
      Y. Miyake, T. Hidemori, N. Arai, A. Kawai, K. Shibuya, S. Koguchi, T. Kitazume
    • Journal Title

      Chem. Lett. 38

      Pages: 124-125

    • Related Report
      2009 Final Research Report
  • [Journal Article] Deracemization of racemic alcohols with Geotrichum candidum-NaBH4 in the mixture of MES buffer solution-ionic liquid2009

    • Author(s)
      T. Tanaka, N. Iwai, T. Matsuda, T. Kitazume
    • Journal Title

      J. Mol. Catal. B: Enzymatic 57

      Pages: 317-320

    • Related Report
      2009 Final Research Report
  • [Journal Article] Utility of ionic liquid for improvement of fluorination reaction with immobilized fluorinase2009

    • Author(s)
      N. Iwai, T. Tanaka, T. Kitazume, J. Mol.
    • Journal Title

      Catal. B: Enzymatic 59

      Pages: 131-133

    • Related Report
      2009 Final Research Report
  • [Journal Article] Screening of fluorinated materials degrading microbes2009

    • Author(s)
      N. Iwai, R. Sakai, S. Tsuchida, M. Kitazume, T. Kitazume
    • Journal Title

      J. Fluorine Chem. 130

      Pages: 434-437

    • Related Report
      2009 Final Research Report
  • [Journal Article] Deracemization of racemic alcohols with Geotrichum candidum-NaBH_4 in the mixture of MES buffer solution-ionic liquid2009

    • Author(s)
      T. Tanaka, N. Iwai, T. Matsuda, T. Kitazume
    • Journal Title

      J. Mol. Catal. B : Enzymatic 57

      Pages: 317-320

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] EPR Study of Rotational Diffusion in Viscous Ionic Liquids : Analysis by a Fractional Storkes-Einstein-Debye Law2009

    • Author(s)
      Y.Miyake, T.Hidemori, N.Arai, A.Kawai, K.Shibuya, S.Koguchi, T.Kitazume
    • Journal Title

      Chem. Lett. 38

      Pages: 124-125

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Realization of Anti-SN2' Selective Allylation of 4-Cyclopentene-1, 3-diol Monoester with Aryl- and Alkenyl Reagents2008

    • Author(s)
      K. Nakata, Y. Kiyotsuka, T. Kitazume, Y. Kobayashi
    • Journal Title

      Org. Lett. 10

      Pages: 1345-1348

    • Related Report
      2009 Final Research Report
  • [Journal Article] Realization of Anti-S_N2' Selective Allylation of 4-Cyclopentene-1,3-diol Monoester with Aryl- and Alkenyl Reagen2008

    • Author(s)
      K. Nakata, Y. Kiyotsuka, T. Kitazume, Y. Kobayashi
    • Journal Title

      Org. Lett. 10

      Pages: 1345-1348

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Structure-Activity Relationship Study of the Bacterial Actin-Like Protein MreB Inhibitors: Effects of Substitution of Benzyl Group in S-Benzylisothiourea2007

    • Author(s)
      N. Iwai, T. Fujii, H. Nagura, M. Wachi, T. Kitazume
    • Journal Title

      Biosci. Biotechnol. Biochem. 71

      Pages: 246-248

    • NAID

      10027510688

    • Related Report
      2009 Final Research Report
  • [Journal Article] Synthetic utilities of ionic liquid-supported NHPI complex2006

    • Author(s)
      S. Koguchi, T. Kitazume
    • Journal Title

      Tetrahedron Lett 47

      Pages: 2797-2801

    • Related Report
      2009 Final Research Report
  • [Journal Article] An effective method to use ionic liquids as reaction media for asymmetric reduction by Geotrichum candidum2006

    • Author(s)
      T. Matsuda, Y. Yamagishi, S. Koguchi, N. Iwai, T. Kitazume
    • Journal Title

      Tetrahrdron Lett. 47

      Pages: 4619-4622

    • Related Report
      2009 Final Research Report
  • [Journal Article] In Situ Generation of 3, 3, 3-Trifluoropropanal and Its Use for Carbon-Carbon Bond- Forming Reactions2006

    • Author(s)
      T. Yamazaki, R. Kobayashi, T. Kitazume, T. Kubota
    • Journal Title

      J. Org. Chem. 71

      Pages: 2499-2502

    • Related Report
      2009 Final Research Report
  • [Journal Article] Synthesis of Trifluoro- or Difluoromethylated Olefins by Regio- and Stereocontrolled SN2' Reactions of gem-Difluorinated Vinyloxiranes2006

    • Author(s)
      H. Ueki, T. Chiba, T. Kitazume
    • Journal Title

      J. Org. Chem. 71

      Pages: 3506-3511

    • Related Report
      2009 Final Research Report
  • [Journal Article] Synthetic utilities of ionic liquid-supported NHPI complex2006

    • Author(s)
      S.Koguci, T.Kitazume
    • Journal Title

      Tetrahedron Lett 47・15

      Pages: 2797-2801

    • Related Report
      2006 Annual Research Report
  • [Journal Article] An effective method to use ionic liquids as reaction media for asymmetric reduction by Geotrichum candidum2006

    • Author(s)
      T.Matsuda, Y.Yamagishi, S.Koguchi, N.Iwai, T.Kitazume
    • Journal Title

      Tetrahedron Lett 47・27

      Pages: 4619-4622

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Synthetic utilities of ionic liquid-supported NHPI complex2006

    • Author(s)
      S.Koguci, T.Kitazume
    • Journal Title

      Tetrahedron Lett (in press)

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Utility of ionic liquid for improvement of fluorination reaction with immobilized fluorinase

    • Author(s)
      N. Iwai, T. Tanaka, T. Kitazume
    • Journal Title

      J. Mol. Catal. B : Enzymatic (In press)

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Presentation] 固定化フルオリナーゼの活性向上とイオン液体の効果2008

    • Author(s)
      田中孝昌、北爪智哉、岩井伯隆
    • Organizer
      第32回フッ素化学討論会
    • Place of Presentation
      名古屋
    • Year and Date
      2008-11-18
    • Related Report
      2009 Final Research Report
  • [Presentation] 固定化フルオリナーゼの活性向上とイオン液体の効果2008

    • Author(s)
      田中孝昌、北爪智哉、岩井伯隆
    • Organizer
      第32回フッ素化学討論会
    • Place of Presentation
      名古屋国際会議場
    • Year and Date
      2008-11-18
    • Related Report
      2008 Annual Research Report
  • [Presentation] 細菌の細胞骨格形成を阻害する新規抗菌剤の開発と応用2007

    • Author(s)
      岡田崇嗣、岩井伯隆、北爪智哉
    • Organizer
      第35回構造活性相関シンポジウム
    • Place of Presentation
      京都
    • Year and Date
      2007-11-16
    • Related Report
      2009 Final Research Report
  • [Presentation] 新規なイオン液体の合成と生理活性2007

    • Author(s)
      中山恭佑、岩井伯隆、北爪智哉
    • Organizer
      第31回フッ素化学討論会
    • Place of Presentation
      弘前
    • Year and Date
      2007-10-25
    • Related Report
      2009 Final Research Report 2007 Annual Research Report
  • [Presentation] Antibacterial Activities of Imidazolium Salts2007

    • Author(s)
      T. Tsukamoto, N. Iwai, T. Itoyama, Y. Kobayashi, T. Kitazume
    • Organizer
      2nd International Congress on Ionic Liquids
    • Place of Presentation
      横浜
    • Year and Date
      2007-08-07
    • Related Report
      2007 Annual Research Report
  • [Presentation] Rotational Dynamics of Ionic and Neutral Solutes in Ionic Liquids Studies by EPR Spectroscopy2007

    • Author(s)
      Y. Miyake, T. Hidemori, N. Akai, A. Kawai, K. Shibuya, S. Kouguchi, T. Kitazume
    • Organizer
      2nd International Congress on Ionic Liquids
    • Place of Presentation
      横浜
    • Year and Date
      2007-08-06
    • Related Report
      2007 Annual Research Report
  • [Book] イオン液体の不思議2007

    • Author(s)
      北爪智哉、北爪麻己
    • Total Pages
      159
    • Publisher
      工業調査会
    • Related Report
      2009 Final Research Report
  • [Book] Synthesis of chiral fluorinated materials via biotransformation(Ed. K.K. Laali, Advances in Organic Synthesis: Modern Organofluorine Chemistry-Synthetic Aspects)2006

    • Author(s)
      T. KITAZUME, T. MATSUDA, K. NAKAMURA
    • Publisher
      Bentham Science Publishers
    • Related Report
      2009 Final Research Report
  • [Book] Electrochemical Aspects of Ionic Liquids Enzymatic Reaction(Ed by H. Ohno, John, Chap.10)2005

    • Author(s)
      T. Kitazume
    • Publisher
      Wiley & Sons
    • Related Report
      2009 Final Research Report
  • [Book] イオン液体(常識を覆す不思議な塩)2005

    • Author(s)
      北爪智哉、渕上寿雄、沢田英夫、伊藤敏幸
    • Total Pages
      166
    • Publisher
      コロナ社
    • Related Report
      2009 Final Research Report
  • [Patent(Industrial Property Rights)] 光学活性アルコールの製造方法2008

    • Inventor(s)
      北爪智哉、岩井伯隆、田中孝昌
    • Industrial Property Rights Holder
      東京工業大学
    • Industrial Property Number
      2008-004070
    • Filing Date
      2008-01-11
    • Related Report
      2009 Final Research Report
  • [Patent(Industrial Property Rights)] イミダゾリウム誘導体塩及びその用途2008

    • Inventor(s)
      北爪智哉、小林雄一、塚元雅麗、高 明天
    • Industrial Property Rights Holder
      東京工業大学、ダイキン工業株式会社
    • Industrial Property Number
      2008-059189
    • Filing Date
      2008-03-10
    • Related Report
      2009 Final Research Report

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Published: 2005-04-01   Modified: 2018-03-28  

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