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Development of miRNA detection techniques using artificial nucleic acids capable of short RNA selective ginding

Research Project

Project/Area Number 23350077
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemistry related to living body
Research InstitutionTokyo Institute of Technology

Principal Investigator

SEIO Kohji  東京工業大学, 生命理工学研究科, 准教授 (20313356)

Project Period (FY) 2011-11-18 – 2014-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥11,570,000 (Direct Cost: ¥8,900,000、Indirect Cost: ¥2,670,000)
Fiscal Year 2013: ¥5,590,000 (Direct Cost: ¥4,300,000、Indirect Cost: ¥1,290,000)
Fiscal Year 2012: ¥5,980,000 (Direct Cost: ¥4,600,000、Indirect Cost: ¥1,380,000)
KeywordsmiRNA / 人工核酸 / 核酸プローブ / 有機化学 / 核酸化学
Research Abstract

In this project, we developed new techniques for miRNA detection by using organic chemistry and nucleic acid detection platforms. We tried to improve the properties of an anrtificial nucleic acid, dAChcmp, by the chemical modificaton. We also evaluated the usefulness of the new artificial nucleic as the primers for RT-PCR. We also developed new fluorescent nucleic acids as the fluorescent probes for miRNA detection. Finally, we tried to apply these new artificial nucleic acids for miRNA detection technoques such as DNA microarray.

Report

(4 results)
  • 2013 Annual Research Report   Final Research Report ( PDF )
  • 2012 Annual Research Report
  • 2011 Annual Research Report
  • Research Products

    (33 results)

All 2014 2013 2012 2011 Other

All Journal Article (7 results) (of which Peer Reviewed: 7 results) Presentation (26 results)

  • [Journal Article] Modified oligodeoxynucleotide primers for reversetranscription of target RNAs that can discriminate among length variants at the 3'-terminus2013

    • Author(s)
      Iijima, Y.; Kojima, S.; Kodama, E.; Kurohagi, S.; Kanamori, T.; Masaki, Y.; Ohkubo, A.; Sekine, M.; Seio, K.
    • Journal Title

      Org. Biomol. Chem.

      Volume: 11 Issue: 47 Pages: 8276-8282

    • DOI

      10.1039/c3ob41901k

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Assembly of pyrene-modified DNA/RNA duplexes incorporating a G-rich single strand region. Bioorg2013

    • Author(s)
      Seio, K.; Tokugawa, M.; Tsunoda, H.; Ohkubo, A.; Arisaka, F.; Sekine, M
    • Journal Title

      Med. Chem. Lett

      Volume: 23 Issue: 24 Pages: 6822-6824

    • DOI

      10.1016/j.bmcl.2013.10.012

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Fluorescent properties of oligonucleotides doubly modified with an indole-fused cytosine analog and 2-aminopurine2013

    • Author(s)
      Seio, K.; Kanamori, T.; Tokugawa, M.; Ohzeki, H.; Masaki, Y.; Tsunoda, H.; Ohkubo, A.; Sekine, M.
    • Journal Title

      Bioorg. Med. Chem. Lett

      Volume: 23 Issue: 11 Pages: 3197-3201

    • DOI

      10.1016/j.bmc.2013.03.034

    • Related Report
      2013 Annual Research Report 2013 Final Research Report 2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Short-RNA selective binding of oligonucleotides modified using adenosine and guanosine derivatives that possess cyclohexyl phosphates as substituents2012

    • Author(s)
      Seio, K.; Kurohagi, S.; Kodama, E.; Masaki, Y.; Tsunoda, H.; Ohkubo, A.; Sekine, M
    • Journal Title

      Org. Biomol. Chem

      Volume: 10 Issue: 5 Pages: 994-1006

    • DOI

      10.1039/c1ob06580g

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and properties of cationic 2' -O-[N-(4-aminobutyl)carbamoyl]modified oligonucleotides2012

    • Author(s)
      Seio, K.; Tokugawa, M.; Kanamori, T.; Tsunoda, H.; Ohkubo, A.; Sekine, M.
    • Journal Title

      Bioorg. Med. Chem. Lett

      Volume: 22 Issue: 7 Pages: 2470-2473

    • DOI

      10.1016/j.bmcl.2012.02.012

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Short-RNA selective binding of oligonucleotides modified using adenosine and guanosine derivatives that possess cyclohexyl phosphates as substituents2012

    • Author(s)
      Seio K, Kurohagi S, Kodama E, Masaki Y, Tsunoda H, Ohkubo A, Sekine M
    • Journal Title

      Organic and Biomolecular Chemistry

      Volume: 10 Pages: 994-1006

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and properties of cationic 2'-O-[N-(4-aminobutyl)carbamoyl] modified oligonucleotides2012

    • Author(s)
      Seio K, Tokugawa M, Kanamori T, Tsunoda H, Ohkubo A, Sekine M
    • Journal Title

      Bioorganic and Medicinal Chemistry Letters

      Volume: 22 Pages: 2470-2473

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Presentation] 4-(ジメチルアミノ)ナフタレン-1-ボロン酸で修飾したヌクレオシド誘導体の合成2014

    • Author(s)
      飯島良紘, 針山智 , 岡本到 , 金森功吏, 正木慶昭, 大窪章寛, 関根光雄, 清尾康志
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学東山キャンパス
    • Related Report
      2013 Final Research Report
  • [Presentation] miRNA検出を指向したアミノ化RNA及びペプチド核酸プローブの合成2013

    • Author(s)
      吉岡美樹, 飯島良紘, 金森功史, 正木慶昭, 大窪章寛, 関根光雄, 清尾康志
    • Organizer
      第15回日本RNA学会年会
    • Place of Presentation
      愛媛県・県民文化会館ひめぎんホール
    • Related Report
      2013 Final Research Report
  • [Presentation] Kohji Seio Synthesis of oligodeoxynucleotides incorporating conformational restriction at the 5'-terminus2013

    • Author(s)
      Yoshihiro Iijima, Sayako Kurohagi, Erika Kodama, Shun Kojima, Takashi Kanamori, Yoshiaki Masaki, Akihiro Ohkubo, Mitsuo Sekine
    • Organizer
      第40回国際核酸化学シンポジウム(ISNAC2012)
    • Place of Presentation
      神奈川大学
    • Related Report
      2013 Final Research Report
  • [Presentation] Synthesis and properties of fluorescent oligonucleotides doubly labeledby 2-AP and PPI2013

    • Author(s)
      Kohji Seio, Hiroki Ohzeki, Takashi Kanamori, Akihiro Ohkubo, Mitsuo Sekine
    • Organizer
      Fluorescent Biomolecules and their Building Blocks - Design and Applications(FB3)
    • Place of Presentation
      Chalmers University of Technology in Goteborg, Sweden
    • Related Report
      2013 Final Research Report
  • [Presentation] Yoshihiro Iijima Synthesis of Terminally Modified Oligonucleotides for Discrimination of miRNA Length Variants2013

    • Author(s)
      Shun Kojima, Erika Kodama, Sayako Kurohagi, Takashi Kanamori, Yoshiaki Masaki, Akihiro Ohkubo, Mitsuo Sekine, Kohji Seio
    • Organizer
      microRNA : Targets and Tools for Therapeutic Development
    • Place of Presentation
      Boston Mariott, Cambridge
    • Related Report
      2013 Final Research Report
  • [Presentation] 塩基部の配向を固定した修飾核酸の合成と短鎖RNA選択的結合能2013

    • Author(s)
      小島駿, 飯島良紘, 黒萩早耶子, 金森功吏, 大窪寛, 関根光雄, 清尾康志
    • Organizer
      第93日本化学会春季年会
    • Place of Presentation
      立命館大学・びわこ , くさつキャンパス
    • Related Report
      2013 Final Research Report
  • [Presentation] 塩基部の配向を固定した修飾核酸の合成と短鎖RNA選択的結合能2013

    • Author(s)
      清尾康志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学 びわこ草津キャンパス(滋賀県)
    • Related Report
      2012 Annual Research Report
  • [Presentation] ベンゾフラン環を導入した7-デアザプリン誘導体の合成法とその蛍光特性2013

    • Author(s)
      清尾康志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学 びわこ草津キャンパス(滋賀県)
    • Related Report
      2012 Annual Research Report
  • [Presentation] 蛍光三重鎖核酸を利用した新規ヌクレオシドセンサーの開発2013

    • Author(s)
      清尾康志
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学 びわこ草津キャンパス(滋賀県)
    • Related Report
      2012 Annual Research Report
  • [Presentation] 3'末端をアミノ化したRNAの新規合成法および二重鎖形成能2012

    • Author(s)
      飯島良紘・吉岡美樹, 角田浩佑・大窪章寛, 関根光雄・清尾康志
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶応義塾大学(日吉)
    • Year and Date
      2012-03-26
    • Related Report
      2011 Annual Research Report
  • [Presentation] 5'末端修飾と架橋されたリン酸バックボーンを有するオリゴヌクレオチドの合成と短鎖RNA選択的結合能2012

    • Author(s)
      飯島良紘・角田浩佑, 大窪章寛・関根光雄, 清尾康志
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶応義塾大学(日吉)
    • Year and Date
      2012-03-26
    • Related Report
      2011 Annual Research Report
  • [Presentation] 5'末端修飾と架橋されたリン酸バックボーンを有するオリゴヌクレオチドの合成とそのmiRNA検出への応用2012

    • Author(s)
      飯島良紘, 兒玉恵里佳, 黒萩早耶子, 金森功吏, 角田浩佑, 大窪章寛, 関根光雄, 清尾康志
    • Organizer
      第14回日本RNA学会年会
    • Place of Presentation
      東北大学百周年記念会館・川内萩ホール
    • Related Report
      2013 Final Research Report
  • [Presentation] Development of backbone fixed and terminally modified oligonucleotides capable of short RNA selective binding2012

    • Author(s)
      Yoshihiro Iijima, Sayako Kurohagi, Takashi Kanamori, Hirosuke Tsunoda, Akihiro Ohkubo, Mitsuo Sekine, Kohji Seio
    • Organizer
      XX International Round Table on Nucleosides. XX International Round Table on Nucleosides
    • Place of Presentation
      Montreal, Canada
    • Related Report
      2013 Final Research Report
  • [Presentation] 3'末端をアミノ化したRNAの新規合成法および二重鎖形成能2012

    • Author(s)
      飯島良紘, 吉岡美樹, 角田浩佑, 大窪章寛, 関根光雄, 清尾康志
    • Organizer
      第92日本化学会春季年会
    • Place of Presentation
      慶応大学・日吉キャンパス, 矢上キャンパス
    • Related Report
      2013 Final Research Report
  • [Presentation] 5'末端修飾と架橋されたリン酸バックボーンを有するオリゴヌクレオチドの合成と短鎖RNA選択的結合能2012

    • Author(s)
      飯島良紘, 角田浩佑, 大窪章寛, 関根光雄, 清尾康志
    • Organizer
      第92日本化学会春季年会
    • Place of Presentation
      慶応大学・日吉キャンパス, 矢上キャンパス
    • Related Report
      2013 Final Research Report
  • [Presentation] 5´末端修飾と架橋されたリン酸バックボーンを有するオリゴヌクレオチドの合成とその miRNA 検出への応用2012

    • Author(s)
      清尾康志
    • Organizer
      第14会日本RNA学会年会
    • Place of Presentation
      東北大学川内萩ホール(宮城県)
    • Related Report
      2012 Annual Research Report
  • [Presentation] Development of & fluorescent turn-on sensor for triplex formation and its application to nucleosides and oligonucleotides sensing2012

    • Author(s)
      Kohji Seio
    • Organizer
      The 39th International Symposium on Nucleic Acids Chemistry
    • Place of Presentation
      名古屋大学 豊田講堂(愛知県)
    • Related Report
      2012 Annual Research Report
  • [Presentation] 2'-O-カルバモイルウリジン誘導体の化学合成と酵素耐性2011

    • Author(s)
      徳川宗史・角田浩佑・大窪章寛, 関根光雄・清尾康志
    • Organizer
      第1回CSJ化学フェスタ
    • Place of Presentation
      早稲田大学
    • Year and Date
      2011-11-14
    • Related Report
      2011 Annual Research Report
  • [Presentation] 2'-O-カルバモイルウリジン誘導体を有する人工核酸の合成と性質2011

    • Author(s)
      徳川宗史, 角 田浩佑, 大窪章寛, 関根光雄, 清尾康志
    • Organizer
      第21回アンチセンスシンポジウム
    • Place of Presentation
      大阪大学・コンベンションセンター
    • Related Report
      2013 Final Research Report
  • [Presentation] Self-assembly of Pyrene-Modified DNA-RNA Duplexes by RNA G-quadruplex Formation2011

    • Author(s)
      Munefumi Tokugawa, Kaori Tasaki, Hirosuke Tsunoda, Akihiro Ohkubo, Mitsuo Sekine, Kohji Seio
    • Organizer
      第38回国際核酸化学シンポジウム(ISNAC2011)
    • Place of Presentation
      北海道大学・クラーク会館
    • Related Report
      2013 Final Research Report
  • [Presentation] Mitsuo Sekine Synthesis and property of oligodeoxynucleotides doubly modified with fluorescent 2-aminopurine and a fused cytosine analog2011

    • Author(s)
      Kohji Seio, Munefumi Tokugawa, Hiroki Ohzeki, Hirosuke Tsunoda, Akihiro Ohkubo
    • Organizer
      第38回国際核酸化学シンポジウム(ISNAC2011)
    • Place of Presentation
      北海道大学・クラーク会館
    • Related Report
      2013 Final Research Report
  • [Presentation] 2'‐O‐カルバモイルウリジン誘導体の化学合成と酵素耐性2011

    • Author(s)
      徳川宗史, 角田浩佑, 大窪章寛, 関根光雄, 清尾康志
    • Organizer
      第1回CSJ化学フェスタ
    • Place of Presentation
      早稲田大学・大隈記念講堂, 小野梓記念館
    • Related Report
      2013 Final Research Report
  • [Presentation] Synthesis of oligodeoxynucleotides incorporating conformational restriction at the 5’-terminus and their application to discrimination of RNA length variants

    • Author(s)
      Iijima Y, Kurohagi S, Kodama E, Kojima S, Kanamori T, Masaki Y, Ohkubo A, Sekine M, Seio K.
    • Organizer
      The 40th International Symposium on Nucleic Acids Chemsitry
    • Place of Presentation
      神奈川大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] miRNA 検出を指向したアミノ化 RNA 及びペプチド核酸プロ ーブの合成

    • Author(s)
      吉岡美樹 飯島 良紘 金森 功史 正木 慶昭 大窪 章寛 関根光雄 清尾康志
    • Organizer
      第15回日本RNA学会年会
    • Place of Presentation
      愛媛県・県民文化会館・ひめぎんホール
    • Related Report
      2013 Annual Research Report
  • [Presentation] 4-(ジメチルアミノ)ナフタレン-1-ボロン酸で修飾したヌクレオシド誘導体の合成

    • Author(s)
      飯島良紘 針山智 岡本到 金森功吏 正木慶昭 大窪章寛 関根光雄 清尾康志
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学 東山キャンパス
    • Related Report
      2013 Annual Research Report
  • [Presentation] デオキシシュードイソシチジンと5-メチル-4-ピリミジノンヌクレオシドを導入したDNA三重鎖の塩基対形成能の評価

    • Author(s)
      山口慧 金森功吏 正木慶昭 大窪章寛 関根光雄 清尾康志
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学 東山キャンパス
    • Related Report
      2013 Annual Research Report

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Published: 2013-05-15   Modified: 2019-07-29  

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