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Development of novel molecular probes toward bio-imaging and photopharmacology of neural systems

Research Project

Project/Area Number 25410082
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Functional solid state chemistry
Research InstitutionUtsunomiya University

Principal Investigator

OBA Toru  宇都宮大学, 工学(系)研究科(研究院), 教授 (30291793)

Co-Investigator(Renkei-kenkyūsha) NAKAI Junichi  埼玉大学, 脳抹消科学研究センター, 教授 (80237198)
OHKURA Masamichi  埼玉大学, 脳抹消科学研究センター, 准教授 (70369172)
Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2013: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywords蛍光プローブ / 膜電位 / 神経細胞 / 超分子 / 電子移動 / 環境応答性 / ケミカルバイオロジー / 励起エネルギー移動 / 光異性化
Outline of Final Research Achievements

This study aims at development of novel molecular probes for researches of neural systems. (1) We successfully developed novel voltage sensitive fluorescent probes. (2) We developed selective iodination of the vinyl group and meso-position of a chlorophyll derivative and a natural porphyrin. We also developed facile, green conversion reactions of vinyl group into epoxy, formyl, and acetyl groups via the iodination. (3) We established design principles of pyridyl-pyrrole-based fluorescent probes. (4) We successfully developed novel environment-responsive fluorescent probes.

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (52 results)

All 2016 2015 2014 2013 Other

All Journal Article (18 results) (of which Peer Reviewed: 18 results,  Acknowledgement Compliant: 7 results,  Open Access: 1 results) Presentation (31 results) Remarks (3 results)

  • [Journal Article] Proline Drerivatives Inhibited Proliferation of Melanoma Cells2016

    • Author(s)
      Toru Oba, Kota Miyata, Rino Iwakami, Tomoko Morita, Masanori Koishikawa, and Yukihito Kabuyama
    • Journal Title

      Peptide Science 2015

      Volume: なし Pages: 201-202

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Alternative synthesis of 3-acetyl, 3-epoxy, and 3-formyl chlorins from a 3-vinyl chlorin, methyl pyropheophorbide-a, via iodination2015

    • Author(s)
      Toru Oba, Takuto Masuya, Satoru Yasuda, and Satoshi Ito
    • Journal Title

      Bioorg. Med. Chem. Lett.

      Volume: 25 Issue: 15 Pages: 3009-3012

    • DOI

      10.1016/j.bmcl.2015.05.024

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Thermal-induced Immuno-nephelometry Using Gold Nanoparticles Conjugated with a Thermoresponsive Polymer for the Detection of Avidin2015

    • Author(s)
      N. Uehara, Y. Numanami, T. Oba, N. Onishi, X. Xie
    • Journal Title

      Analytical Sciences

      Volume: 31 Issue: 6 Pages: 495-501

    • DOI

      10.2116/analsci.31.495

    • NAID

      130005075717

    • ISSN
      0910-6340, 1348-2246
    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis of [2,3]naphthoporphyrins using 4,9-dihydro-4,9-ethano-2H-benz[f]isoindole as a benz[f]isoindole equivalent2015

    • Author(s)
      Yutaro Ishii, Satoshi Ito, Yuki Saito, Daiki Uno Toru Oba
    • Journal Title

      Tetrahedron,

      Volume: 71 Issue: 47 Pages: 8892-8898

    • DOI

      10.1016/j.tet.2015.09.072

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of π-Extended Platinum Porphyrins2015

    • Author(s)
      Satoshi Ito, Daishi Makihata, Yuki Saito, Yutaro Ishii, Toru Oba
    • Journal Title

      Tetrahedron Lett.

      Volume: 56 Issue: 50 Pages: 7043-7045

    • DOI

      10.1016/j.tetlet.2015.11.018

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of a “Problem-Based-Learning Program without Manufacturing” in Chemistry Field2015

    • Author(s)
      大庭 亨,荷方 稔之,岩井 秀和,荒武 幸子,長谷川 和壽,原 紳,渡邊 信一,横田 和隆
    • Journal Title

      Journal of JSEE

      Volume: 63 Issue: 4 Pages: 4_27-4_32

    • DOI

      10.4307/jsee.63.4_27

    • NAID

      130005090539

    • ISSN
      1341-2167, 1881-0764
    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Radical reaction of chlorophyllderivatives triggered by AIBN2014

    • Author(s)
      Toru Oba, Yubi Tateno, Misaki Ihara, Takanori Fukusumi, Natsuki Takei, and Satoshi Ito
    • Journal Title

      Tetrahedron Lett.

      Volume: 55 Issue: 3 Pages: 725-727

    • DOI

      10.1016/j.tetlet.2013.12.006

    • Related Report
      2014 Research-status Report 2013 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] 大学教員から見た、技術情報としての特許情報2014

    • Author(s)
      大庭 亨
    • Journal Title

      情報の科学と技術

      Volume: 64 Pages: 275-278

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Titanylation and vanadylation of highly π-conjugated porphyrins2014

    • Author(s)
      Satoshi Ito, Takahiro Ito, Daishi Makihata, Yutaro Ishii, Yuki Saito, Toru Oba
    • Journal Title

      Tetrahedron Letters,

      Volume: 55 Issue: 31 Pages: 4390-4394

    • DOI

      10.1016/j.tetlet.2014.06.039

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis and photophysical properties of phenyl-sulfanylated chlorophyll derivatives2014

    • Author(s)
      N. Takei, M. Morioka, M. Yoshizato, T. Tanaka, S. Sasaki, S. Itoh, H. Tamiaki, T. Oba
    • Journal Title

      Tetrahedron

      Volume: 70 Issue: 34 Pages: 5109-5113

    • DOI

      10.1016/j.tet.2014.05.115

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Asymmetry of chlorophylls in photosynthetic proteins: from the viewpoint of coordination chemistry2014

    • Author(s)
      T. Oba, H. Tamiaki
    • Journal Title

      J. Porphyrins Phthalocyanines

      Volume: 18 Issue: 10n11 Pages: 919-932

    • DOI

      10.1142/s1088424614500710

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis of 20-iodochlorophyll derivatives and their properties including reactivity, electronic absorption, and self-aggregation2014

    • Author(s)
      H. Tamiaki, N. Ariki, T. Yasuda, T. Miyatake, T. Oba
    • Journal Title

      Tetrahedron

      Volume: 70 Issue: 52 Pages: 9768-9775

    • DOI

      10.1016/j.tet.2014.11.032

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Selective synthesis of C32- and C20-monoiodinated chlorophyll derivatives2014

    • Author(s)
      Toru Oba, Kota Miyata, Takuto Masuya, and Satoshi Ito
    • Journal Title

      Tetrahedron Lett.

      Volume: 56 Issue: 8 Pages: 999-1003

    • DOI

      10.1016/j.tetlet.2015.01.057

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Meta-analysis of pigment-binding amino acid residues in photosynthetic proteins2014

    • Author(s)
      Toru Oba, Hitoshi Tamiaki
    • Journal Title

      Peptide Science 2014

      Volume: 1 Pages: 333-336

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Formation of Giant Liposomes by Synthetic Lipopeptides2014

    • Author(s)
      Toru Oba, Takuya Aoki, Sakae Oinuma, Satoshi Ito
    • Journal Title

      Peptide Science 2013

      Pages: 435-438

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Demetalation Kinetics of the Zinc Chlorophyll Derivative Possessing Two Formyl Groups : Effects of Formyl Groups Conjugated to the Chlorin Macrocycle on Physicochemical Properties of Photosynthetic Pigments2013

    • Author(s)
      定岡 香菜、大庭 亨、民秋 均、柏村 成史、佐賀 佳央
    • Journal Title

      Journal of Porphyrins and Phthalocyanines

      Volume: 17 Issue: 11 Pages: 1120-1128

    • DOI

      10.1142/s1088424613500788

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Ene-thiol reaction of C3-vinylated chlorophyll derivatives in the presence of oxygen: synthesis of C3- formyl-chlorins under mild conditions2013

    • Author(s)
      T. Fukusumi, N. Takei, Y. Tateno, T. Aoki, A. Ando, K. Kozakai, H. Shima, T. Mizoguchi, S. Ito, T. Ikeda, H. Tamiaki, T. Oba
    • Journal Title

      J. Porphyrins Phthalocyanines

      Volume: 17 Issue: 12 Pages: 1188-1195

    • DOI

      10.1142/s1088424613500983

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] 色いろいろ応用化学2013

    • Author(s)
      大庭 亨
    • Journal Title

      化学と教育

      Volume: 61 Pages: 12-15

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] ヨウ素化を鍵とするテトラピロール類の官能基変換2016

    • Author(s)
      大庭 亨,宮田航太,伊藤 智志
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      京都
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] PROLINE DERIVATIVES INHIBITED PROLIFERATION OF MELANOMA2015

    • Author(s)
      Toru Oba, Kota Miyata, Rino Iwakami, Tomoko Morita, Masanori Koishikawa, and Yukihito Kabuyama
    • Organizer
      第52回ペプチド討論会
    • Place of Presentation
      平塚
    • Year and Date
      2015-11-16
    • Related Report
      2015 Annual Research Report
  • [Presentation] 各種カップリング反応を用いた新規メソ置換π共役拡張ポルフィリンの合成2015

    • Author(s)
      宇野大貴,佐々木 彰,大庭 亨,伊藤智志
    • Organizer
      第5回CSJフェスタ
    • Place of Presentation
      東京
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] 二重結合部位にハロゲン類を導入した新規ビシクロピロールの合成2015

    • Author(s)
      篠崎保孝,戸端真里奈,大庭 亨,伊藤智志
    • Organizer
      第5回CSJフェスタ
    • Place of Presentation
      東京
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] 共役拡張ポルフィリン金属錯体の新規合成2015

    • Author(s)
      伊藤智志、石井祐太郎、大庭 亨
    • Organizer
      第26回基礎有機化学討論会
    • Place of Presentation
      松山
    • Year and Date
      2015-09-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] 生体関連物質への簡便なヨウ素導入と変換反応2015

    • Author(s)
      大庭 亨,宮田航太,舛谷匠登,伊藤智志
    • Organizer
      第9回バイオ関連化学シンポジウム
    • Place of Presentation
      熊本
    • Year and Date
      2015-09-10
    • Related Report
      2015 Annual Research Report
  • [Presentation] ピリジルピロールを骨格とする新規な蛍光プローブの合成2015

    • Author(s)
      大庭 亨・小堺 昂平・伊藤 智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] GFP発色団誘導体を有する脂質膜挿入型蛍光プローブの合成2015

    • Author(s)
      大庭 亨・青木拓也・伊藤 智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] レゾルフィン骨格をもつ新規蛍光色素の合成2015

    • Author(s)
      大庭 亨・坂口 諒・伊藤 智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] フェニレンエチニレンを用いてπ共役系を拡張させた新規なクロロフィル誘導体の合成2015

    • Author(s)
      大庭 亨・安藤 愛・伊藤 智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] クロロフィル誘導体の高分子ミセル化2015

    • Author(s)
      大庭 亨・宮田航太・伊藤 智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] Suzukiカップリングを用いたπ共役拡張ポルフィリンへの置換基の導入2015

    • Author(s)
      宇野 大貴,佐々木 彰,大庭 亨・伊藤 智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] アルキル基を有するテトラベンゾポルフィリンの半導体特性と熱安定性2015

    • Author(s)
      佐々木 彰,宇野 大貴,大庭 亨・伊藤 智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] 熱分解反応を利用したイソインドール誘導体の合成2015

    • Author(s)
      篠崎 保孝,大庭 亨,伊藤直次,佐藤剛史・伊藤 智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] 温和な条件下での新規π共役拡張ポルフィリン金属錯体の合成2015

    • Author(s)
      石井 祐太郎,大庭 亨,伊藤 智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] Meta-analysis of pigment-binding amino acid residues in photosynthetic proteins2014

    • Author(s)
      Toru Oba, Hitoshi Tamiaki
    • Organizer
      the 51st Japanese Peptide Symposium
    • Place of Presentation
      徳島
    • Year and Date
      2014-10-22 – 2014-10-24
    • Related Report
      2014 Research-status Report
  • [Presentation] 3^2位にチオール基をもつクロリン類の合成と性質2014

    • Author(s)
      大庭 亨・舛谷匠登・伊藤 智志・民秋 均
    • Organizer
      第8回バイオ関連化学シンポジウム
    • Place of Presentation
      岡山
    • Year and Date
      2014-09-11 – 2014-09-13
    • Related Report
      2014 Research-status Report
  • [Presentation] ピリジルピロールを骨格とする膜電位感受性蛍光プローブの合成2014

    • Author(s)
      大庭 亨・小堺 昂平・伊藤 智志
    • Organizer
      第8回バイオ関連化学シンポジウム
    • Place of Presentation
      岡山
    • Year and Date
      2014-09-11 – 2014-09-13
    • Related Report
      2014 Research-status Report
  • [Presentation] 20位にヨウ素を有するクロロフィル誘導体の合成とその自己集積2014

    • Author(s)
      民秋 均・有木 信貴・大庭 亨・宮武 智弘
    • Organizer
      第8回バイオ関連化学シンポジウム
    • Place of Presentation
      岡山
    • Year and Date
      2014-09-11 – 2014-09-13
    • Related Report
      2014 Research-status Report
  • [Presentation] HPLCを用いた種々のクロロフィル類縁体のlogP値の計測2014

    • Author(s)
      大庭 亨・國府優樹・宮田航太・伊藤智志
    • Organizer
      第4回ポルフィリン-ALA学会年会
    • Place of Presentation
      神戸
    • Year and Date
      2014-04-26
    • Related Report
      2014 Research-status Report
  • [Presentation] Suzuki カップリングを用いたメソ位一置換テトラベンゾポルフィリン新規アルキル誘導体の合成2014

    • Author(s)
      宇野大貴・大庭 亨・伊藤智志・佐々木 彰
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
  • [Presentation] 20位にヨウ素を有するクロロフィル誘導体の合成と物性2014

    • Author(s)
      民秋 均・有木信貴・大庭 亨・宮武智弘
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
  • [Presentation] ヘムシャペロンのモデル反応系(3)32-イミダゾリルクロリン鉄錯体の合成と性質2014

    • Author(s)
      庭 亨・舛谷匠登・伊藤智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
  • [Presentation] 4-Aryl-2-(2'pyridyl)pyrroleホウ素錯体の合成と蛍光2014

    • Author(s)
      大庭 亨・小堺昂平・島 浩子・伊藤智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
  • [Presentation] ヨウ素化をかぎ反応とするクロロフィル誘導体の新規合成法2014

    • Author(s)
      大庭 亨・舛谷匠登・安田 哲・伊藤智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
  • [Presentation] 超臨界二酸化炭素を用いたイソインドール誘導体の新規合成2014

    • Author(s)
      篠崎保孝・大庭 亨・伊藤直次・佐藤剛史・伊藤智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
  • [Presentation] メソ一置換テトラベンゾポルフィリンの合成および物性2014

    • Author(s)
      佐々木 彰・宇野大貴・大庭 亨・伊藤智志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
  • [Presentation] Synthesis, Photochemistry, and Photocytotoxicity of Iodinated Chlorins2013

    • Author(s)
      Toru Oba, Satoru Yasuda, Kyoko Fujiwara, Hiroaki Horiuchi, Satoshi Ito, Yoshinao Shinozaki, Joe Otsuki, Hiroki Nagase
    • Organizer
      the 15th Congress of the European Society for Photobiology
    • Place of Presentation
      Liege (Belgium)
    • Related Report
      2013 Research-status Report
  • [Presentation] Formation of Giant Liposomes by Synthetic Lipopeptides2013

    • Author(s)
      Toru Oba, Takuya Aoki, Sakae Oinuma, Satoshi Ito
    • Organizer
      4th Asia-Pacific International Peptide Symposium
    • Place of Presentation
      Osaka
    • Related Report
      2013 Research-status Report
  • [Presentation] スルファニルクロリン類の合成と物性2013

    • Author(s)
      大庭 亨・武居夏生,舘野雄備・伊原未紗希・森岡みさき・福住高則・伊藤智志・佐々木真一・吉里麻里・民秋 均
    • Organizer
      第7回バイオ関連化学シンポジウム
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
  • [Presentation] 新規な膜電位感受性蛍光色素の合成2013

    • Author(s)
      大庭 亨・安藤 愛•伊藤智志
    • Organizer
      第7回バイオ関連化学シンポジウム
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
  • [Remarks] 超分子化学研究室(大庭G)

    • URL

      http://www.chem.utsunomiya-u.ac.jp/lab/yuuki2/oba-G/

    • Related Report
      2015 Annual Research Report
  • [Remarks] 超分子化学研究室

    • URL

      http://www.chem.utsunomiya-u.ac.jp/lab/yuuki2/oba-G/

    • Related Report
      2014 Research-status Report
  • [Remarks] 超分子化学研究室

    • URL

      http://www.chem.utsunomiya-u.ac.jp/lab/yuuki2/oba-G/

    • Related Report
      2013 Research-status Report

URL: 

Published: 2014-07-25   Modified: 2019-07-29  

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