Control of formation of molecular assembly using artificial hydrophobic cavity in DNA

• Project/Area Number: 23750198
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Chemistry related to living body
• Research Institution: University of Hyogo
• Principal Investigator: TAKADA Tadao 兵庫県立大学, 工学(系)研究科(研究院), 助教 (60511699)
• Project Period (FY): 2011 – 2013
• Project Status: Completed (Fiscal Year 2013)
• Budget Amount: ¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000); Fiscal Year 2013: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000); Fiscal Year 2012: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000); Fiscal Year 2011: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
• Keywords: DNA / 光電子移動反応 / 蛍光センサー / 光電流 / 分子デバイス / 超分子化学 / 電子移動 / 機能性色素 / 超分子 / 発光 / ナノデバイス

Research Abstract

We have established a convenient way to construct the molecular assembly of functional dyes within DNA using an artificial hydrophobic pocket created in DNA by replacing nucleotides with abasic site analogs. We also investigated the photochemical properties of the molecular assembly in the complex composed of DNA and the functional dyes. The facially stacked functional dyes in DNA were found to generate a long-lived charge separated state by photo excitation and display photocurrent with high efficiency. We have also developed the fluorescence sensor for the target nucleic acid or metal ions using the unique binding behavior of the hydrophobic fluorescent dyes to the mutation sites in DNA.

Research Products

• [Journal Article] Preparation of ferrocene-functionalized gold nanoparticles by primer extension reaction on the particle surface (2014)
  • Author(s): T. Takada, T. Tochi, M. Nakamura, K. Yamana
  • Journal Title: Bioorg. Med. Chem. Lett. Volume: 24 Issue: 12 Pages: 2661-2663
  • DOI: 10.1016/j.bmcl.2014.04.062
  • Peer Reviewed
• [Journal Article] Photocurrent Generation Enhanced by Charge Delocalization over Stacked Perylenediimide Chromophores Assembled within DNA (2014)
  • Author(s): T. Takada, A. Ashida, M. Nakamura, M. Fujitsuka, T. Majima, K. Yamana
  • Journal Title: J. Am. Chem. Soc. Volume: 136 Issue: 19 Pages: 6812-6817
  • DOI: 10.1021/ja501535z
  • Peer Reviewed
• [Journal Article] Synthesis and charge transferability of DNA possessing a naphthalimide photosensitizer at an extrahelical position (2013)
  • Author(s): Tadao Takada, Yuta Kawano, Akane Ashida, Mitsunobu Nakamura, Kiyohiko Kawai, Tetsuro Majima, Kazushige Yamana
  • Journal Title: Tetrahedron Letters Volume: 54 Issue: 35 Pages: 4796-4799
  • DOI: 10.1016/j.tetlet.2013.06.140
  • Peer Reviewed
• [Journal Article] Cationic perylenediimide as a specific fluorescent binder to mismatch containing DNA (2013)
  • Author(s): T. Takada, A. Ashida, M. Nakamura, K. Yamana
  • Journal Title: Bioorg. Med. Chem. Volume: 21 Issue: 19 Pages: 6011-6014
  • DOI: 10.1016/j.bmc.2013.07.040
  • Peer Reviewed
• [Journal Article] Molecular arrangement and assembly guided by hydrophobic cavities inside DNA (2012)
  • Author(s): T. Takada, Y. Otsuka, M. Nakamura, K. Yamana
  • Journal Title: Chem. Eur. J. Volume: 18 Issue: 30 Pages: 9300-9304
  • DOI: 10.1002/chem.201201469
  • Peer Reviewed
• [Presentation] DNA構造を足場に組織化された機能性色素の光電子移動反応 (2013)
  • Author(s): 高田忠雄
  • Organizer: 第34回光化学若手の会
  • Place of Presentation: 神戸セミナーハウス
• [Presentation] DNA上に組織化されたペリレンジイミドの光誘起電子移動反応 (2013)
  • Author(s): 高田忠雄・芦田茜・中村光伸・川井清彦・藤塚守・真嶋哲朗・山名一成
  • Organizer: 2013年光化学討論会
  • Place of Presentation: 愛媛大学城北地区
• [Presentation] Photochemical behavior of cationic perylenediimide derivatives bound to defect sites and cavity within DNA (2013)
  • Author(s): Tadao Takada, Akane Ashida, Mitsunobu Nakamura, Mamoru Fujitsuka, Tetsuro Majima, Kazushige Yamana
  • Organizer: KJFP-2013
  • Place of Presentation: ソウル国際大学
• [Presentation] Photoinduced charge transfer dynamics of perylenediimide assembly organized in DNA duplexes (2013)
  • Author(s): Tadao Takada, Akane Ashida, Mitsunobu Nakamura, Kiyohiko Kawai, Mamoru Fujitsuka, Tetsuro Majima, Kazushige Yamana
  • Organizer: ISNAC2013
  • Place of Presentation: 神奈川大学
• [Presentation] DNA 構造を足場に組織化された機能性色素の光電子移動反応 (2013)
  • Author(s): 高田忠雄
  • Organizer: 第34回光化学若手の会
  • Place of Presentation: 神戸セミナーハウス
• [Presentation] DNA 上に組織化されたペリレンジイミドの光誘起電子移動反応 (2013)
  • Author(s): 高田忠雄・芦田茜・中村光伸・川井清彦・藤塚守・真嶋哲朗・山名一成
  • Organizer: 2013年光化学討論会
  • Place of Presentation: 愛媛大学
• [Presentation] Photochemical behavior of cationic perylenediimide derivatives bound to defect sites and cavity within DNA (2013)
  • Author(s): Tadao Takada, Akane Ashida, Mitsunobu Nakamura, Mamoru Fujitsuka, Tetsuro Majima, and Kazushige Yamana
  • Organizer: KJFP-2013
  • Place of Presentation: ソウル国際大学（韓国）
  • Invited
• [Presentation] Photoinduced charge transfer dynamics of perylenediimide assembly organized in DNA duplexes (2013)
  • Author(s): Tadao Takada, Akane Ashida, Mitsunobu Nakamura, Kiyohiko Kawai, Mamoru Fujitsuka, Tetsuro Majima, Kazushige Yamana
  • Organizer: The 40th International Symposium on Nucleic Acids Chemistry
  • Place of Presentation: 神奈川大学
• [Presentation] DNA内部の疎水空間に結合したペリレンジイミド誘導体の光化学的挙動 (2012)
  • Author(s): 塚本 傑・高田忠雄・中村光伸・山名一成
  • Organizer: 日本化学会第92春季年会(2012)
  • Place of Presentation: 慶応大学日吉キャンパス（神奈川県）
• [Presentation] Photochemical behavior of perylenediimide derivatives incorporated into a hydrophobic cavity within DNA (2011)
  • Author(s): Suguru Tsukamoto, Tadao Takada, Yumiko Otsuka, Mitsunobu Nakamura, Kazushige Yamana
  • Organizer: ISNAC2011
  • Place of Presentation: 北海道大学（北海道）
• [Presentation] DNA内の疎水空間に結合したペリレンジイミド誘導体の光化学的挙動 (2011)
  • Author(s): 高田忠雄・大塚友美子・塚本傑・中村光伸・山名一成
  • Organizer: 2011年光化学討論会
  • Place of Presentation: 宮崎市河畔コンベンションエリア（宮崎県）
• [Presentation] Control of molecular assembly on DNA by utilizing a base excision enzyme
  • Author(s): Akane Ashida, Tadao Takada, Mitsunobu Nakamura, Kazushige Yamana
  • Organizer: ISNAC2012
  • Place of Presentation: 名古屋大学豊田講堂
• [Presentation] DNAを用いたペリレンジイミド誘導体の組織化の制御と光電応答デバイスへの応用
  • Author(s): 芦田茜・高田忠雄・中村光伸・山名一成
  • Organizer: 日本化学会第93春季年会(2013)
  • Place of Presentation: 立命館大学びわこ・くさつキャンパス
• [Presentation] 光電応答を示すDNA－ポルフィリン複合体修飾電極の作製
  • Author(s): 成尾萠・高田忠雄・中村光伸・山名一成
  • Organizer: 日本化学会第93春季年会(2013)
  • Place of Presentation: 立命館大学びわこ・くさつキャンパス
• [Presentation] カチオン性ポルフィリン分子のDNA上への組織化と光化学的特性
  • Author(s): 高田忠雄・下垣奈央・中村光伸・山名一成
  • Organizer: 2012年光化学討論会
  • Place of Presentation: 東京工業大学大岡山キャンパス