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2012 Fiscal Year Final Research Report

Development of the strategy for inducing the selective point mutation by regulation of the electron transfer in the duplex DNA

Research Project

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Project/Area Number 23659002
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Chemical pharmacy
Research InstitutionTohoku University

Principal Investigator

NAGATSUGI Fumi  東北大学, 多元物質科学研究所, 教授 (90208025)

Project Period (FY) 2011 – 2012
Keywords生体関連物質 / 核酸化学 / 電子移動 / 変異誘導
Research Abstract

The chemical reactions to DNA are known to induce the mutation in the genetic information and leads to the various diseases, such as cancer. Especially, the electron transfer through duplex DNA can occur under the conditions of oxidative stress, and induce the DNA damage, for example oxidative damage. But it is very difficult to regulate the selectivity of these reactions. In this study, we have developed the new strategy to induce the selective point mutation by regulation of the electron transfer through the DNA. For achievement of our study, there are two key points; one is the producing the effective radical cation by photo-reaction, and second is the reaction to induce the nucleophilic reaction or the oxidative reaction. In this study, we synthesized the oligonucleotides containing anthraquinone as a photosensitizer and 2-amino-6-vinyl derivatives as a reactive moiety. These oligonucleotide provides the possibility to induce the selective reactions to target bases.

  • Research Products

    (36 results)

All 2013 2012 2011

All Journal Article (7 results) (of which Peer Reviewed: 6 results) Presentation (29 results)

  • [Journal Article] Fast DNA Interstrand Cross-linking Reaction by6-Vinylpurine2012

    • Author(s)
      Imoto, S., Chikuni,T., Kansui, H, Kunieda, T., Nagatsugi, F.
    • Journal Title

      Nucleosides NucleotidesNucleic Acids

      Volume: 31 Pages: 752-762

    • DOI

      DOI:10.1080/15257770.2012.726756

    • Peer Reviewed
  • [Journal Article] Synthesis of6-amino-2-vinyl purine derivatives for cross-linking and evaluation of the reactivity2012

    • Author(s)
      Kusano,S., Sakuraba, T., Hagihara, S., Nagatsugi, F.
    • Journal Title

      Bioorg. Med. Chem. Lett

      Volume: 22 Pages: 6957-6961

    • DOI

      DOI:10.1016/j.bmcl.2012.08.122

    • Peer Reviewed
  • [Journal Article] Production of truncated protein by the crosslink formation of mRNA with 2'-OMe oligoribonucleotide containing 2-amino-6-vinylpurine2012

    • Author(s)
      Hagihara, S., Kusano, S., Lin, W.C., Chao, X.G., Hori, T., Imoto, S., Nagatsugi, F
    • Journal Title

      Bioorg. Med. Chem. Lett

      Volume: 22 Pages: 3870-3872

    • DOI

      DOI:10.1016/j.bmcl.2012.04.123

    • Peer Reviewed
  • [Journal Article] Imoto Induced cross-linking reactions to target genes using modified oligonucleotides2011

    • Author(s)
      F.Nagatsugi,and S.
    • Journal Title

      Organic & Biomolecular Chemistry

      Volume: 9 Pages: 2579-2585

    • DOI

      DOI:10.1039/c0ob00819b

    • Peer Reviewed
  • [Journal Article] Development of the Highly Selective Reactions to Target Gene for the Control of the Gene Expression in Cells2011

    • Author(s)
      F.Nagatsugi
    • Journal Title

      Journal of Synthetic Organic Chemistry Japan

      Volume: 69 Pages: 108-117

    • Peer Reviewed
  • [Journal Article] チミンとの架橋反応性を有する新規人工核酸の開発2011

    • Author(s)
      永次史
    • Journal Title

      化学工業

      Volume: 62 Pages: 137-142

  • [Journal Article] 自己活性化インテリジェント人工核酸の創製2011

    • Author(s)
      永次史
    • Journal Title

      核酸化学のニュートレンド,DNA・RNAの新たな可能性を拓く,CSJカレントレビュー

      Pages: 48-55

    • Peer Reviewed
  • [Presentation] 塩基欠損部位を持つ2本鎖DNAにおける部位特異的修飾方法の開発2013

    • Author(s)
      佐藤憲大、茂木琢真、萩原伸也、永次史
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学、滋賀県
    • Year and Date
      20130322-20130325
  • [Presentation] 架橋性オリゴ核酸を用いた細胞内遺伝子発現制御機能性オリゴ核酸のRNAへの架橋形成による遺伝子発現制御2013

    • Author(s)
      萩原伸也、草野修平、井田裕太、岩本直生、永次史
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学、滋賀県
    • Year and Date
      20130322-20130325
  • [Presentation] グアニン類縁体に対する架橋形成ピリミジン誘導体の反応性2013

    • Author(s)
      草野修平、萩原伸也、永次史
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学、滋賀県
    • Year and Date
      20130322-20130325
  • [Presentation] 立体配座を固定化した新規架橋性分子の開発2013

    • Author(s)
      井田裕太、草野修平、岩本直生、萩原伸也、永次史
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学、滋賀県
    • Year and Date
      20130322-20130325
  • [Presentation] Development of the Chemical Strategy for Regulation of Gene Expression2013

    • Author(s)
      Fumi Nagatsugi
    • Organizer
      Asian Chemical Biology Initiative
    • Place of Presentation
      Bangkok, Thai(招待講演)
    • Year and Date
      20130125-20130128
  • [Presentation] Development of the Acyclic Pyrimidine Derivative for Selective Cross-linking Reaction to 8-Oxoguanine2012

    • Author(s)
      Shuhei Kusano, Shinya Hagihara and Fumi Nagatsugi
    • Organizer
      The 39th International Symposium on Nucleic Acid Chemistry
    • Place of Presentation
      Nagoya University, Nagoya
    • Year and Date
      20121115-17
  • [Presentation] Crosslinking of oligonucleotide to the target mRNA pauses in vitoro translation2012

    • Author(s)
      Atsushi Shibata, Atsushi Nishimoto, Kazumitsu Onizuka, Daichi Jitsuzaki, Kosuke Akishima, Yosuke Taniguchi, Fumi Nagatsugi,, Shigeki Sasaki
    • Organizer
      The 39th International Symposium onNucleic Acid Chemistry
    • Place of Presentation
      Nagoya University, Nagoya
    • Year and Date
      20121115-17
  • [Presentation] Development of Crosslink Forming Oligonuleotides for Intracellular Gene Regulation2012

    • Author(s)
      Shinya Hagihara, Yuta Ida, Nao Iwamoto, Shuhei Kusano, Fumi Nagatsugi
    • Organizer
      The 39th International Symposium on Nucleic Acid Chemistry
    • Place of Presentation
      Nagoya University, Nagoya
    • Year and Date
      20121115-17
  • [Presentation] Synthesis of Peptide Nucleic Acid (PNA) Incorporating4-Amino-6-Oxo-2-Vinylpyrimidine (AOVP)2012

    • Author(s)
      Yuki Ishizawa, Kaname Sasaki, Nao Iwamoto, Shinya Hagihara, Fumi Nagatsugi
    • Organizer
      The 39th International Symposium on Nucleic Acid Chemistry
    • Place of Presentation
      Nagoya University, Nagoya
    • Year and Date
      20121115-17
  • [Presentation] 遺伝子発現の化学的制御を目指した方法論の開発2012

    • Author(s)
      永次史、草野修平、岩本直生、佐藤憲大、佐々木要、萩原伸也
    • Organizer
      第61回高分子討論会
    • Place of Presentation
      名古屋工業大学、名古屋
    • Year and Date
      20120919-21
  • [Presentation] Developement of the Acyclic Pyrimidine Derivative for Selective Cross-linking Reaction to Guanine2012

    • Author(s)
      Shuhei Kusano, Shinya Hagihara, Takuma Moki and Fumi Nagatsugi
    • Organizer
      20th International Roundtable on Nucleosides, Nucleotides and Nucleic Acids
    • Place of Presentation
      Montreal, Canada
    • Year and Date
      20120805-09
  • [Presentation] Synthesis of the Light-Driven Molecular Motors Conjugated with Peptide and Evaluation of the DNA Binding Properties2012

    • Author(s)
      Fumi Nagatsugi,i, Yusuke Takahashi, Maiko Kobayashi and Shunsuke Kuwahara
    • Organizer
      20th International Roundtable on Nucleosides, Nucleotides and Nucleic Acids
    • Place of Presentation
      Montreal, Canada
    • Year and Date
      20120805-09
  • [Presentation] Crosslink Forming Oligonucleotide as a Steric Terminator of Translation2012

    • Author(s)
      Shinya Hagihara, Shuhei Kusano, Nao Iwamoto, Fumi Nagatsugi
    • Organizer
      20th International Roundtable on Nucleosides, Nucleotides and Nucleic Acids
    • Place of Presentation
      Montreal, Canada
    • Year and Date
      20120805-09
  • [Presentation] 糖部修飾による架橋反応性ピリミジン誘導体の反応性制御2012

    • Author(s)
      草野修平、萩原伸也、茂木琢真、永次史
    • Organizer
      第7回日本ケミカルバイオロジー学会
    • Place of Presentation
      京都大学百周年時計台記念館、京都
    • Year and Date
      20120607-09
  • [Presentation] 機能性オリゴ核酸のRNAへの架橋形成による遺伝子発現制御2012

    • Author(s)
      萩原伸也、草野修平、Chao Xio Guang、岩本直生、永次史
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学、神奈川県
    • Year and Date
      20120325-28
  • [Presentation] 糖部修飾型架橋反応性ピリミジン誘導体の合成と評価2012

    • Author(s)
      草野修平、萩原伸也、茂木琢磨、永次史
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学
    • Year and Date
      20120325-28
  • [Presentation] Development of Reactive Oligonucleotides with High Selectivity to a Target Base in RNA2012

    • Author(s)
      Fumi Nagatsugi
    • Organizer
      1st Asian Chemical Biology Initiative
    • Place of Presentation
      Hanoi Vietnam
    • Year and Date
      20120224-26
  • [Presentation] 架橋反応性ピリミジン誘導体の合成および評価2012

    • Author(s)
      草野修平、萩原伸也、永次史
    • Organizer
      有機合成化学若手研究者の仙台セミナー
    • Place of Presentation
      東北大学、仙台
    • Year and Date
      2012-12-01
  • [Presentation] 有機合成化学を基盤とした化学的遺伝子発現制御分子ツールの開発2012

    • Author(s)
      永次史
    • Organizer
      有機合成化学協会夏季セミナー明日の有機合成化学
    • Place of Presentation
      大阪
    • Year and Date
      2012-08-31
  • [Presentation] 糖部修飾型架橋反応性ピリミジン誘導体の開発2012

    • Author(s)
      草野修平、萩原伸也、茂木琢真、永次史
    • Organizer
      天然物ケミカルバイオロジー:分子標的と活性制御第一回若手研究者ワークショップ
    • Place of Presentation
      東京医科歯科大学、東京
    • Year and Date
      2012-06-16
  • [Presentation] Evaluation of the Antisense Effects Using the Reactive Oligonucleotides with High Selectivity to the Target Base2011

    • Author(s)
      F. Nagatsugi, T. Hori, S. Kusano, S.Imoto, S. Hagihara, C.H.Guang
    • Organizer
      8th AFMC International Medicinal Chemistry Symposium "Frontier of Medicinal Science"
    • Place of Presentation
      Tokyo, Japan
    • Year and Date
      20111129-1202
  • [Presentation] 2'-OMe RNA containing 2-amino-6-vinylpurine as a potent gene regulator2011

    • Author(s)
      S. Hagihara, S. Imoto, C. X. Guang, S.Kusano, F. Nagatsugi
    • Organizer
      The 38th International Symposium on NucleicAcids Chemistry
    • Place of Presentation
      Sapporo,Japan
    • Year and Date
      20111119-21
  • [Presentation] Development of Acyclic Nucleoside Analogs with Selective Cross-linking to Guanine2011

    • Author(s)
      S. Kusano, S. Hagihara, T. Moki, F.Nagatsugi
    • Organizer
      The 38th International Symposium on Nucleic Acids Chemistry
    • Place of Presentation
      Sapporo,Japan
    • Year and Date
      20111119-21
  • [Presentation] Development of the Reactive Oligonucleotides with high selective reactivity to a Target Base2011

    • Author(s)
      F. Nagatsugi
    • Organizer
      France-Japan workshop Micro- & Nano- Architectures, Materials & Imaging
    • Place of Presentation
      Bordeaux,France
    • Year and Date
      20111010-12
  • [Presentation] 細胞内における遺伝子発現制御を目指した自己活性化架橋反応性核酸の開発2011

    • Author(s)
      永次史、萩原伸也、草野修平、Chao Xiao Guang、茂木琢真
    • Organizer
      第60回高分子討論会
    • Place of Presentation
      岡山大学、岡山県
    • Year and Date
      20110928-30
  • [Presentation] Dependency of theCross-linking Reactivity with2-Amino-6-vinylpurine on the Neighboring Bases2011

    • Author(s)
      S. Hagihara, S. Kusano, C. X. Guang, F.Nagatsugi
    • Organizer
      7th Anual Meeting of the oligonucleotides theraputic society
    • Place of Presentation
      Copenhagen, Denmark
    • Year and Date
      20110908-10
  • [Presentation] Development of Cross-linking Agents with Highly Selective Reactivity to a Target Base2011

    • Author(s)
      F. Nagatsugi, S. Hagihara, S. Kusano, C.X. Guang
    • Organizer
      6th Cambridge Symposium on Nucleic Acids Chemistry and Biology
    • Place of Presentation
      Cambridge, United Kingdom
    • Year and Date
      20110904-07
  • [Presentation] 架橋反応性ピリミジン誘導体の合成と評価2011

    • Author(s)
      草野修平、萩原伸也、永次史
    • Organizer
      アンチセンス・遺伝子・デリバリーシンポジウム2011
    • Place of Presentation
      大阪大学、大阪府
    • Year and Date
      20110901-02
  • [Presentation] Development of Selective Cross-linking Reactions and Evaluation of Antisense Effects2011

    • Author(s)
      F. Nagatsugi
    • Organizer
      Gordon Conference on Nucleic Acids
    • Place of Presentation
      University of New England, USA
    • Year and Date
      20110605-10

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Published: 2014-09-25  

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