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Construction of Luminescent Molecules Bearing a Molecular Coat with On-Off Ability Responding Solvent Polarity

Research Project

Project/Area Number 26620127
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Bio-related chemistry
Research InstitutionUniversity of Tsukuba

Principal Investigator

NABESHIMA Tatsuya  筑波大学, 数理物質系, 教授 (80198374)

Research Collaborator YAMAMURA Masaki  筑波大学, 数理物質系, 講師 (40524426)
NAKAMURA Takashi  筑波大学, 数理物質系, 助教 (90734103)
Project Period (FY) 2014-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2015: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywordsバイオイメージング / 発光性分子 / センサー / 超分子
Outline of Final Research Achievements

In fluorescence bioimaging, suitable balance between hydrophilicity and hydrophobicity of a fluorescent molecule is a key to the molecular design. In this study we designed and synthesized cyclodextrin-appended BODIPYs as a fluorescent probe on the basis of concept of a molecular coat. In aqueous media, the hydrophobic BODIPY unit would be captured by the CD in the cavity and in hydrophobic media the host-guest complex would be dissociated to be dissolved. The CD-appended BODIPY is soluble in solvent systems of a wide range of polarity. Spectroscopic examination suggested that the molecular-coat concept probably worked well to provide a new way to very efficient introduction of fluorescent probes into living cells.

Report

(3 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • Research Products

    (36 results)

All 2016 2015 2014 Other

All Journal Article (14 results) (of which Peer Reviewed: 14 results,  Open Access: 3 results) Presentation (20 results) (of which Int'l Joint Research: 4 results,  Invited: 2 results) Book (1 results) Remarks (1 results)

  • [Journal Article] "Synthesis of a New Family of Ionophores Based on Aluminum-Dipyrrin Complexes (ALDIPYs) and Their Strong Recognition of Alkaline Earth Ions”2016

    • Author(s)
      M. Saikawa, M. Daicho, T. Nakamura, J. Uchida, M. Yamamura, and T. Nabeshima
    • Journal Title

      Chem. Commun.

      Volume: 52 Issue: 21 Pages: 4014-4017

    • DOI

      10.1039/c6cc00250a

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] "Remarkable Red-shift in Absorption and Emission of Linear BODIPY Oligomers Containing Thiophene Linkers"2016

    • Author(s)
      S. Saino, M. Saikawa, T. Nakamura, M. Yamamura and T. Nabeshima
    • Journal Title

      Tetrahedron Lett.

      Volume: 57 Issue: 14 Pages: 1629-1634

    • DOI

      10.1016/j.tetlet.2016.03.003

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] "Stable neutral radicals of planar N2O2-type dipyrrin platinum complexes: hybrid radicals of the delocalized organic π-orbital and platinum d-orbital”2016

    • Author(s)
      M. Yamamura, H. Takizawa, Y. Gobo, and T. Nabeshima
    • Journal Title

      Dalton Trans.

      Volume: 45 Pages: 6834-6838

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] "Biphenyl Appended BODIPY Derivatives Showing Combined Environmental Polarity and Heavy Metal Cation Sensing Functionality"2015

    • Author(s)
      G. J. Richards, Y. Gobo, M. Yamamura and T. Nabeshima
    • Journal Title

      New J. Chem.

      Volume: 39 Issue: 8 Pages: 5886-5889

    • DOI

      10.1039/c5nj00611b

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] "Zwitterionic N2O2-Type Protonated Dipyrrin Bearing a Phosphate Anionic Moiety as a pH-Responsive Fluorescence Indicator"2015

    • Author(s)
      M. Yamamura, H. Takizawa and T. Nabeshima
    • Journal Title

      Org. Lett.

      Volume: 17 Issue: 12 Pages: 3114-3117

    • DOI

      10.1021/acs.orglett.5b01414

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Design and Synthesis of Dipyrrin Complexes Bearing Unique Structures, Properties and Functions2015

    • Author(s)
      T. Nabeshima, M. Yamamura, G. J. Richards, and T. Nakamura
    • Journal Title

      Journal of Synthetic Organic Chemistry, Japan

      Volume: 73 Issue: 11 Pages: 1111-1119

    • DOI

      10.5059/yukigoseikyokaishi.73.1111

    • NAID

      130005113519

    • ISSN
      0037-9980, 1883-6526
    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Crystal Structure of the One-dimensional Metal-organic Polymer Catena-poly[[tris(μ-2,4,6-trimethylbenzoato- κ2O :O ′)dizinc]-μ-2,4,6-trimethylbenzoato-κ2O :O ′]2015

    • Author(s)
      M. Yamamura and T. Nabeshima
    • Journal Title

      Acta Cryst.

      Volume: E71 Issue: 1 Pages: m14-m15

    • DOI

      10.1107/s2056989014027418

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Facile and High-yield Formation of Dipyrrin-Boronic Acid Dyads and Triads: Light-Harvesting System in the Visible Region Based on Efficient Energy Transfer2015

    • Author(s)
      M. Yamamura, S. Yazaki, M. Seki, Y. Matsui, H. Ikeda and T. Nabeshima
    • Journal Title

      Org. Biomol. Chem.

      Volume: 13 Issue: 9 Pages: 2574-2581

    • DOI

      10.1039/c4ob02351j

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Detection of Ethanol in Alcoholic Beverages or Vapor Phase using Fluorescent Molecules embedded in a Nanofibrous Polymer2015

    • Author(s)
      M. Akamatsu, T. Mori, K. Okamoto, H. Komatsu, K. Kumagai, S. Shiratori, M. Yamamura, T. Nabeshima, H. Sakai, M. Abe, J. Hill and K. Ariga
    • Journal Title

      ACS Appl. Mater. Interfaces

      Volume: 7 Issue: 11 Pages: 6189-6194

    • DOI

      10.1021/acsami.5b00289

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Herringbone Structures of 2,7-Dihalogenated Acridine Tailored by Halogen-Halogen Interactions2015

    • Author(s)
      M. Yamamura, S. Ikuma and T. Nabeshima
    • Journal Title

      J. Mol. Struct.

      Volume: 1093 Pages: 59-64

    • DOI

      10.1016/j.molstruc.2015.03.042

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Dynamic Helicity Control of a Single-Helical Oligooxime Complex and Acid-Base Triggered Repeated Helicity Inversion Mediated by Amino Acids2014

    • Author(s)
      Sairenji, S.; Akine, S.; Nabeshima, T.
    • Journal Title

      Chem. Lett.

      Volume: 印刷中 Issue: 7 Pages: 1107-1109

    • DOI

      10.1246/cl.140263

    • NAID

      130004868263

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] A highly selective and sensitive turn-on chemodosimeter for hypochlorous acid based on an iridium(III) complex and its application to bioimaging2014

    • Author(s)
      F. Lu and T. Nabeshima
    • Journal Title

      Dalton Trans.

      Volume: 43 Issue: 25 Pages: 9529-9536

    • DOI

      10.1039/c4dt00616j

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Coordination Driven Macrocyclization for "Locking" of Photo- and Thermal cis→trans Isomerization of Azobenzene2014

    • Author(s)
      M. Yamamura, K. Yamakawa, Y. Okazaki and T. Nabeshima
    • Journal Title

      Chem. Eur. J.

      Volume: 20 Issue: 49 Pages: 16258-16265

    • DOI

      10.1002/chem.201404620

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Phosphorus-containing Chiral Molecule for Fullerene Recognition Based on Concave/Convex Interaction2014

    • Author(s)
      M. Yamamura, T. Saito and T. Nabeshima
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 138 Issue: 40 Pages: 14299-14306

    • DOI

      10.1021/ja507913u

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Presentation] N2O2型ジピリン環状二量体の第13族元素錯体2016

    • Author(s)
      齊川誠・中村貴志・山村正樹・鍋島達弥
    • Organizer
      日本化学会第96春季年会(2016)
    • Place of Presentation
      同志社大学京田辺キャンパス(京都・京田辺)
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] C3v対称性ボウル型大環状分子による向き選択的な軸状分子の認識2016

    • Author(s)
      山口玄人・中村貴志・鍋島達弥
    • Organizer
      日本化学会第96春季年会(2016)
    • Place of Presentation
      同志社大学京田辺キャンパス(京都・京田辺)
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] Dipyrrin-typical-element complexes with unique and responding functions2015

    • Author(s)
      Tatsuya Nabeshima
    • Organizer
      The International Chemical Congress of Pacific Basin Societies (Pacifichem2015)
    • Place of Presentation
      Hawaii (USA)
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] BODIPY derivatives with fluorescence ability responding to environmental polarity and heavy metal ions2015

    • Author(s)
      Yuki Gobo, Gary James Richards, Masaki Yamamura, Tatsuya Nabeshima
    • Organizer
      The International Chemical Congress of Pacific Basin Societies (Pacifichem2015)
    • Place of Presentation
      Hawaii (USA)
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and unique optical properties of thiophene-BODIPY oligomers2015

    • Author(s)
      Makoto Saikawa, Sousuke Saino, Masaki Yamamura, Tatsuya Nabeshima
    • Organizer
      The International Chemical Congress of Pacific Basin Societies (Pacifichem2015)
    • Place of Presentation
      Hawaii (USA)
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 複数の分子間相互作用を利用した応答的・協同的機能の創出2015

    • Author(s)
      鍋島達弥
    • Organizer
      第16回リング・チューブ超分子研究会シンポジウム
    • Place of Presentation
      物質・材料研究機構(茨城・つくば)
    • Year and Date
      2015-10-26
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] C3v対称性をもつ環状BODPY三量体の分子認識能2015

    • Author(s)
      山口玄人・中村貴志・鍋島達弥
    • Organizer
      第16回リング・チューブ超分子研究会シンポジウム
    • Place of Presentation
      物質・材料研究機構(茨城・つくば)
    • Year and Date
      2015-10-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] 不斉骨格を有する新規キラルBODIPYの構造と光学特性2015

    • Author(s)
      牛坊勇貴・鍋島達弥
    • Organizer
      第5回CSJ化学フェスタ2015
    • Place of Presentation
      タワーホール船堀(東京・江戸川区)
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] ねじれた構造を有する環状ジピリン-ホウ素錯体の合成2015

    • Author(s)
      齊川誠・山村正樹・鍋島達弥
    • Organizer
      第5回CSJ化学フェスタ2015
    • Place of Presentation
      タワーホール船堀(東京・江戸川区)
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] ボウル型構造をもつBODIPY三量体を環成分とした一方向貫通型擬ロタキサンの形成2015

    • Author(s)
      山口玄人・中村貴志・鍋島達弥
    • Organizer
      第5回CSJ化学フェスタ2015
    • Place of Presentation
      タワーホール船堀(東京・江戸川区)
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] ボウル型構造を持つ環状BODIPY三量体の分子認識能2015

    • Author(s)
      山口玄人・中村貴志・鍋島達弥
    • Organizer
      第9回バイオ関連化学シンポジウム
    • Place of Presentation
      熊本大学工学部(熊本・熊本)
    • Year and Date
      2015-09-10
    • Related Report
      2015 Annual Research Report
  • [Presentation] ジピリンーボロン酸複合体における効率的なエネルギー移動を用いた光捕集系2015

    • Author(s)
      山村正樹・矢崎辰哉・石智文・松井康哲・池田浩・鍋島達弥
    • Organizer
      2015年 光化学討論会
    • Place of Presentation
      大阪市立大学杉本キャンパス (大阪・大阪)
    • Year and Date
      2015-09-09
    • Related Report
      2015 Annual Research Report
  • [Presentation] Synthesis of Novel Chiral BODIPY Showing Unique Photophysical Properties in Red Region2015

    • Author(s)
      Yuki Gobo, Tatsuya Nabeshima
    • Organizer
      15th International Conference on Chiroptical Spectroscopy
    • Place of Presentation
      Hokkaido University (Hokkaido,Sapporo )
    • Year and Date
      2015-08-30
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] キラル正四面体型メタロホストに包接されたフラーレンにおけるカイロジェネシス2015

    • Author(s)
      山村正樹・齊藤剛・鍋島達弥
    • Organizer
      シンポジウム モレキュラー・キラリティー2015
    • Place of Presentation
      早稲田大学西早稲田キャンパス(東京・新宿区)
    • Year and Date
      2015-06-12
    • Related Report
      2015 Annual Research Report
  • [Presentation] 赤色領域に吸収蛍光を示す新規キラルBODIPYの合成2015

    • Author(s)
      牛坊勇貴・山村正樹・鍋島達弥
    • Organizer
      シンポジウム モレキュラー・キラリティー2015
    • Place of Presentation
      早稲田大学西早稲田キャンパス(東京・新宿区)
    • Year and Date
      2015-06-12
    • Related Report
      2015 Annual Research Report
  • [Presentation] m-フェニレンスペーサーで架橋した環状BODIPY三量体の合成とゲスト認識能2015

    • Author(s)
      山口玄人・中村貴志・鍋島達弥
    • Organizer
      第13回ホスト・ゲスト化学シンポジウム
    • Place of Presentation
      東北大学川内キャンパス(宮城・仙台)
    • Year and Date
      2015-06-06
    • Related Report
      2015 Annual Research Report
  • [Presentation] チオフェン部位を有する新規BODIPYの合成と光学特性2015

    • Author(s)
      齊川誠・齋野奏輔・山村正樹・鍋島達弥
    • Organizer
      日本化学会第95春季年会(2015)
    • Place of Presentation
      日本大学理工学部(千葉・船橋)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] Synthesis and Optical Properties of BODIPY Oligomers Linked by Aromatic Ring2014

    • Author(s)
      Sousuke Saino and Tatsuya Nabeshima
    • Organizer
      the 10th SPSJ International Polymer Conference (IPC2014)
    • Place of Presentation
      International Congress Center "EPOCAL TSUKUBA(茨城・つくば)
    • Year and Date
      2014-12-02 – 2014-12-05
    • Related Report
      2014 Research-status Report
  • [Presentation] 赤外・近赤外領域に発光特性を有するチオフェン架橋BODIPYオリゴマー2014

    • Author(s)
      鍋島達弥・齋野奏輔
    • Organizer
      第1回島津新素材セミナー2014(東京)「元素ブロック」新素材シーズとニーズの出会い ~有機/無機ハイブリッドを超越した新素材の創出~
    • Place of Presentation
      ベルサール神保町アネックス(東京)
    • Year and Date
      2014-10-29
    • Related Report
      2014 Research-status Report
  • [Presentation] Synthesis and Optical Properties of BODIPY Derivatives Having Aromatic Units2014

    • Author(s)
      Sousuke Saino, Masaki Yamamura, Tatsuya Nabeshima
    • Organizer
      International Symposium on Polymeric Materials Based on Element-Blocks
    • Place of Presentation
      Kyoto Institute of Technology(京都・京都)
    • Year and Date
      2014-05-31
    • Related Report
      2014 Research-status Report
  • [Book] Synergy in Supramolecular Chemistry2015

    • Author(s)
      T. Nabeshima (Editor)
    • Total Pages
      349
    • Publisher
      CRC Press
    • Related Report
      2014 Research-status Report
  • [Remarks] 筑波大学 数理物質系 化学域 鍋島研究室(超分子化学研究室)

    • URL

      http://www.chem.tsukuba.ac.jp/nabesima/

    • Related Report
      2015 Annual Research Report 2014 Research-status Report

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Published: 2014-04-04   Modified: 2017-05-10  

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