Development of Novel Fluorescent Probes for the Study of Receptor Localization and Environmental Change

• Project/Area Number: 22790106
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Drug development chemistry
• Research Institution: Tokyo Medical and Dental University
• Principal Investigator: HIRANO Tomoya 東京医科歯科大学, 生体材料工学研究所, 准教授 (20396980)
• Project Period (FY): 2010 – 2011
• Project Status: Completed (Fiscal Year 2011)
• Budget Amount: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000); Fiscal Year 2011: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2010: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
• Keywords: 医薬分子機能学 / ケミカルバイオロジー / 蛍光プローブ / 分子イメージング / 蛍光 / 合成化学 / クマリン / リガンド分子 / プロゲステロン受容体

Research Abstract

Fluorescent sensors, whose fluorescent properties could be changed by each analyte, are especially useful in many field scientific research. In this project, we have developed some sensors for receptor proteins such as progesterone receptors or environmental change. By further optimization of these sensors, fluorescent imaging of cancer cells would be possible.

Research Products

• [Journal Article] Amarastelline A: A fluorescent alkaloid from Quassia amara and its properties in living cells (2012)
  • Author(s): K. Taniguchi et al
  • Journal Title: Chempluschem Volume: 77 Issue: 6 Pages: 427-431
  • DOI: 10.1002/cplu.201200016
  • Peer Reviewed
• [Journal Article] Isolation and identification of C-19 fatty acids with anti-tumor activity from the spores of Ganoderma lucidum (2012)
  • Author(s): Gao, P., Hirano, T., Chen, Z., Yasuhara, T., Nakata, Y., Sugimoto, A
  • Journal Title: Fitoterapia Volume: 83 Pages: 490-499
• [Journal Article] Solventdependentconformational and fluorescen cechange of an N-phenylbenzohydroxamic acid derivative bearing two pyrene moieties (2012)
  • Author(s): Kanai, M., Hirano, T.(Corresponding Author), Azumaya, I., Okamoto, I., Kagechika, H., Tanatani, A.
  • Journal Title: Tetrahedron Volume: 68 Pages: 2778-2783
• [Journal Article] Solvent-dependent Conformational and Fluorescence Change of an N-Phenylbenzohydroxamic Acid Derivative Bearing Two Pyrene Moieties. (2012)
  • Author(s): Misae Kanai, Tomoya Hirano, Isao Azumaya, Iwao Okamoto, Hiroyuki Kagechika, Aya Tanatani
  • Journal Title: Tetrahedron Volume: 68 Issue: 13 Pages: 2778-2783
  • DOI: 10.1016/j.tet.2012.02.012
  • Peer Reviewed
• [Journal Article] Boron Cluster-based Development of Potent Nonsecosteroidal Vitamin D Receptor Ligands : Direct Observation of Hydrophobic Interaction between Protein Surface and Carborane (2011)
  • Author(s): Fujii, S., Masuno, H., Taoda, Y., Kano, A., Wongmayura, A., Nakabayashi, M., Ito, N., Shimizu, M., Kawachi, E., Hirano, T., Endo, Y., Tanatani, A., Kagechika, H.
  • Journal Title: J. Am. Chem. Soc. Volume: 133 Pages: 20933-20941
• [Journal Article] 6-Arylcoumarins as Novel Non-steroidal Type Progesterone Antagonists : an Example with Receptor Binding-dependent Fluorescence (2011)
  • Author(s): Sakai, H., Hirano, T.(Corresponding Author), Mori, S., Fujii, S., Masuno, H., Kinoshita, M., Kagechika, H., Tanatani, A.
  • Journal Title: J. Med. Chem. Volume: 54 Pages: 7055-7065
• [Journal Article] Efficient and Diversity-Oriented Total Synthesis of Riccardin C and Applicaton to Develop Novel Macrolactam Derivatives (2011)
  • Author(s): Iwashita, M., Fujii, S., Ito, S., Hirano, T., Kagechika, H.
  • Journal Title: Tetrahedron Volume: 67 Pages: 6073-6082
• [Journal Article] Boron Cluster-based DevNon-Secosteroidal Vitamin D Receptor Ligands: Direct Observation of Hydrophobic Interaction between Protein Surface and Carborane (2011)
  • Author(s): Shinya Fujii, Hiroyuki Masuno, Yoshiyuki Taoda, Atsushi Kano, Angsuma Wongmayura, Makoto Nakabayashi, Nobutoshi Ito, Masato Shimizu, Emiko Kawachi, Tomoya Hirano, YasuyukiEndo, Aya Tanatani, Hiroyuki Kagechika
  • Journal Title: J. Am. Chem. Soc Volume: 133 Issue: 51 Pages: 20933-20941
  • DOI: 10.1021/ja208797n
  • Peer Reviewed
• [Journal Article] 6-Arylcoumarins as novel nonsteroidal type progesterone antagonists : An example with receptor-binding-dependent fluorescence (2011)
  • Author(s): Sakai, H.
  • Journal Title: J.Med.Chem. Volume: 54 Issue: 20 Pages: 7055-7065
  • DOI: 10.1021/jm2005404
  • Peer Reviewed
• [Journal Article] Development of Novel Bisubstrate-type Inhibitors of Histone Methyltransferase SET7/9 (2010)
  • Author(s): Mori, S., Iwase, K, Iwanami, N., Tanaka, Y., Kagechika, H., Hirano, T.
  • Journal Title: Bioorg. Med. Chem Volume: 18 Pages: 8158-8166
• [Journal Article] Modulation of Intramolecular Heterodimer-induced Fluorescence Quenching of Tricarbocyanine Dye for the Development of Fluorescent Sensor (2010)
  • Author(s): Hirano, T.(First Author, Corresponding Author), Akiyama, J., Mori, S., Kagechika, H.
  • Journal Title: Org. Biomol. Chem Volume: 8 Pages: 5568-5575
• [Journal Article] Latent Enamine Functionality of 5-Methyl-2, 3-dihydropyrazines (2010)
  • Author(s): Ito, S., Hirano, T., Sugimoto, A., Kagechika H., Takechi, S., Yamaguchi, T.
  • Journal Title: Chem. Pharm. Bull Volume: 58 Pages: 922-977
  • NAID: 130000299785
• [Journal Article] Thyromimetics : a Review of Recent Reports and Patents (2010)
  • Author(s): Hirano, T.(First Author, Corresponding Author) and Kagechika, H.
  • Journal Title: Exp. Op. Ther. Patents Volume: 20 Pages: 213-228
• [Journal Article] Development of Novel Bisubstrate-type Inhibitors of Histone Methyltran sferase SET7/9 (2010)
  • Author(s): Shuichi Mori
  • Journal Title: Bioorganic Medicinal Chemistry Volume: 18 Pages: 8158-8166
  • Peer Reviewed
• [Journal Article] Modulation of Intramolecular Heterodimer-induced Fluorescence Quenching of Tricarbocyanine Dye for the Development of Fluorescent Sensor (2010)
  • Author(s): Tomoya Hirano
  • Journal Title: Organic & Biomolecular Chemistry Volume: 8 Pages: 5568-5575
  • Peer Reviewed
• [Journal Article] Latent Enamine Functionality of 5-Methyl-2,3-dihydropyrazines (2010)
  • Author(s): Shigeru Ito
  • Journal Title: Chemical and Pharmaceutical Bulletin Volume: 58 Pages: 922-977
  • Peer Reviewed
• [Journal Article] Thyromimetics : a Review of Recent Reports and Patents (2004-2009) (2010)
  • Author(s): Tomoya Hirano
  • Journal Title: Expert Opinion on Therapeutic Patents Volume: 20 Pages: 213-228
  • Peer Reviewed
• [Presentation] 核内受容体の生理作用解析および制御を志向した機能性分子の創製 (2012)
  • Author(s): 平野智也
  • Organizer: 日本薬学会第132年会
  • Place of Presentation: 札幌
• [Presentation] クマリンを基本骨格とするMulti Analyte型蛍光センサーの開発 (2012)
  • Author(s): 白石拓也、久保晴子、廣元健一、影近弘之、平野智也
  • Organizer: 日本薬学会第132年会
  • Place of Presentation: 札幌
• [Presentation] リジンとメチル化リジンのS_NAr反応における反応性の検討 (2012)
  • Author(s): 高口明日香、森修一、平野智也、影近弘之
  • Organizer: 日本薬学会第132年会
  • Place of Presentation: 札幌
• [Presentation] オルトジアルデヒド基を持つ蛍光物質の反応性および蛍光特性の解析と生理機能解析への応用 (2012)
  • Author(s): 小林周作、久保晴子、小出亜希子、平野智也、影近弘之
  • Organizer: 日本化学会第92春季年会
  • Place of Presentation: 横浜
• [Presentation] Development of Fluorescent Ligands for Nuclear Hormone Receptor (2012)
  • Author(s): Hirano T., Sakai H., Mori S., Fujii S., Masuno H., Kinoshita M., Tanatani A., Kagechika H.
  • Organizer: The 1st HD Physiology International Symposium : Integrative Multi-level Systems Biology for In silico Cardiology and Pharmacokinetics
  • Place of Presentation: Tokyo, Japan
• [Presentation] 核内受容体の生理作用解析および制御を志向した機能性分子の創製 (2012)
  • Author(s): 平野智也
  • Organizer: 日本薬学会第132年会
  • Place of Presentation: 札幌(招待講演)
• [Presentation] Development of Fluorescent Ligands for Nuclear Hormone Receptor (2012)
  • Author(s): Tomoya Hirano
  • Organizer: The 1st HD Physiology International Symposium
  • Place of Presentation: Tokyo
• [Presentation] Facile Method for the Development of Various Fluorescent Sensors Based on the Construction of Coumarin Compound Library (2011)
  • Author(s): Hirano T., Shiraishi T., Kubo H., Hiromoto K., and Kegechika H.
  • Organizer: AIMECS11
  • Place of Presentation: Tokyo, Japan
• [Presentation] Development of Novel Bisubstrate-Type Inhibitor of Histone Methyltransferase SET7/9 (2011)
  • Author(s): Mori S., Iwase K., Iwanami N., Tanaka Y., Kagechika H., and Hirano T.
  • Organizer: AIMECS11
  • Place of Presentation: Tokyo, Japan
• [Presentation] Development of Novel Coumarin Derivatives as Progesterone Receptor Antagonists (2011)
  • Author(s): Kinoshita M., Mori S., Hirano T., Fujii S., Masuno H., Sakai H., Kagechika H., and Tanatani A.
  • Organizer: AIMECS11
  • Place of Presentation: Tokyo, Japan
• [Presentation] 熱帯産薬用植物Quassia amara由来の新規蛍光物質の構造と生細胞への適用 (2011)
  • Author(s): 大崎愛弓、谷口香織、滝沢進也、平野智也、村田滋、影近弘之、岸田晶夫
  • Organizer: 第53回天然有機化合物討論会
  • Place of Presentation: 大阪
• [Presentation] 環境応答型アミドの立体特性を基盤とした蛍光センサー分子の創製 (2011)
  • Author(s): 金井美紗衣、平野智也、東屋功、岡本巌、影近弘之、棚谷綾
  • Organizer: 第22回基礎有機化学討論会
  • Place of Presentation: つくば
• [Presentation] 補酵素構造を基にした、ヒストンメチル化酵素SET7/9に対するbisubstrate型阻害剤の開発 (2011)
  • Author(s): 平野智也、岩瀬健太、森修一、岩浪直子、田中裕二郎、影近弘之
  • Organizer: 第5回バイオ関連化学シンポジウム
  • Place of Presentation: つくば
• [Presentation] 会合現象制御を利用した蛍光センサーの開発 (2011)
  • Author(s): 藤原敬士、秋山淳、影近弘之、平野智也
  • Organizer: 日本分析化学会第60年会
  • Place of Presentation: 名古屋
• [Presentation] クマリンを基本骨格とする多機能性蛍光センサーの効率的な開発法の構築 (2011)
  • Author(s): 白石拓也、久保晴子、廣本健一、影近弘之、平野智也
  • Organizer: 日本分析化学会第60年会
  • Place of Presentation: 名古屋
• [Presentation] 蛍光物質の会合現象の解析と、リガンド分子の蛍光ラベル化への応用 (2011)
  • Author(s): 藤原敬士、秋山淳、平野智也、影近弘之
  • Organizer: 日本化学会関東支部第5回支部大会
  • Place of Presentation: 東京
• [Presentation] クマリンを基本骨格とする蛍光センサーの開発研究 (2011)
  • Author(s): 白石拓也、久保晴子、廣本健一、平野智也、影近弘之
  • Organizer: 日本ケミカルバイオロジー学会第6回年会
  • Place of Presentation: 東京
• [Presentation] BODIPY類の会合現象制御を利用した蛍光センサーの開発研究 (2011)
  • Author(s): 藤原敬士、平野智也、影近弘之
  • Organizer: 日本薬学会第131年会
  • Place of Presentation: 静岡
• [Presentation] クマリンを基本骨格とする蛍光センサーの開発研究 (2011)
  • Author(s): 白石拓也、久保晴子、廣本健一、平野智也、影近弘之
  • Organizer: 日本薬学会第131年会
  • Place of Presentation: 静岡
• [Presentation] Quassia amara由来の新規蛍光分子の構造と生細胞への適用 (2011)
  • Author(s): 谷口香織、小沢正晃、滝沢進也、村田滋、平野智也、影近弘之、岸田晶夫、大崎愛弓
  • Organizer: 日本薬学会第131年会
  • Place of Presentation: 静岡
• [Presentation] Tricarbocyanine類の分子内会合現象制御を利用した蛍光センサー開発 (2011)
  • Author(s): 平野智也、秋山淳、藤原敬士、影近弘之
  • Organizer: 日本化学会第91春季年会
  • Place of Presentation: 横浜
• [Presentation] 環境応答型アミドの特性を基盤とした蛍光センサー分子の開発 (2011)
  • Author(s): 金井美紗衣、平野智也、桝飛雄真、片桐幸輔、東屋功、影近弘之、棚谷綾
  • Organizer: 日本化学会第91春季年会
  • Place of Presentation: 横浜
• [Presentation] Facile Method for the Development of Various Fluorescent Sensors Based on the Construction of Coumarin Compound Library (2011)
  • Author(s): Tomoya Hirano
  • Organizer: AIMECS11
  • Place of Presentation: Tokyo
• [Presentation] Development of Novel Coumarin Derivatives as Progesterone Receptor Antagonists (2011)
  • Author(s): Marie Kinoshita
  • Organizer: AIMECS11
  • Place of Presentation: Tokyo
• [Presentation] Development of Novel Bisubstrate-Type Inhibitor of Histone Methyltrans ferase SET7/9 (2011)
  • Author(s): Shuichi Mori
  • Organizer: AIMECS11
  • Place of Presentation: Tokyo
• [Presentation] Facile Method for the Development of Various Fluorescent Sensors (2010)
  • Author(s): Hirano, T.
  • Organizer: PACIFICHEM 2010
  • Place of Presentation: Hawaii, USA
• [Presentation] 環境応答型アミドの構造特性を利用した蛍光センサー分子の開発 (2010)
  • Author(s): 金井美紗衣、平野智也、桝飛雄真、東屋功、影近弘之、棚谷綾
  • Organizer: 第36回反応と合成の進歩シンポジウム
  • Place of Presentation: 名古屋
• [Presentation] クマリン骨格を基盤とした蛍光センサーの効率的開発法の構築と、蛍光性プロゲステロン受容体リガンド開発への応用 (2010)
  • Author(s): 平野智也、酒井悠、白石拓也、森修一、藤井晋也、棚谷綾、影近弘之
  • Organizer: 第4回バイオ関連化学シンポジウム
  • Place of Presentation: 大阪
• [Presentation] Facile Method for the Development of Various Fluorescent Sensors (2010)
  • Author(s): Tomoya Hirano
  • Organizer: PACIFICHEM 2010
  • Place of Presentation: Hawaii, USA(招待講演)
• [Book] ライフサイエンスのための基礎化学 (2011)
  • Author(s): Sutton, R., Rockett, B. and Swindells, P.影近弘之、平野智也訳
  • Publisher: 東京化学同人
• [Book] 化学事典 (2010)
  • Author(s): 斎藤隆夫
  • Publisher: 旺文社
• [Remarks]
  • URL: http://www.tmd.ac.jp/mri/omc/index1.htm1
• [Remarks]
  • URL: http://www.tmd.ac.jp/mri/omc/index1.html
• [Remarks]
  • URL: http://www.tmd.ac.jp/mri/omc/indexl.html
• [Patent(Industrial Property Rights)] プロゲステロン受容体拮抗剤 (2011)
  • Inventor(s): 棚谷綾、酒井悠、影近弘之、平野智也
  • Industrial Property Rights Holder: 国立大学法人東京医科歯科大学、国立大学法人お茶の水女子大学
  • Patent Publication Number: 2011-178695
  • Acquisition Date: 2011-09-15