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Chimeric RNA Oligonucleotides with Triazole and Phosphate Linkages: Synthesis and RNA Interference

Research Project

Project/Area Number 26810083
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Bio-related chemistry
Research InstitutionTohoku University

Principal Investigator

Fujino Tomoko  東北大学, 理学(系)研究科(研究院), 助教 (70463768)

Project Period (FY) 2014-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2015: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2014: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
KeywordssiRNA / キメラ型多量体 / トリアゾール / キメラ型RNA / 錯形成 / RNA干渉
Outline of Final Research Achievements

Chimeric RNA oligonucleotides with an artificial triazole linker were synthesized using solution-phase click chemistry and solid-phase automated synthesis. Scalable synthesis methods for jointing units for the chimeric structure have been developed, and after click-coupling of the jointing units with triazole linkers, a series of chimeric oligonucleotides was prepared by utilizing a well-established phosphoramidite method for the elongation. The series of chimeric 21-mer oligonucleotides that possessed the triazole linker at different strands and positions allowed for a screening study of the RNA interference to clarify the preference of the triazole modifications in small-interfering RNA molecules.

Report

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

    (20 results)

All 2016 2015 2014 Other

All Int'l Joint Research (1 results) Journal Article (3 results) (of which Peer Reviewed: 2 results,  Acknowledgement Compliant: 1 results) Presentation (12 results) (of which Int'l Joint Research: 1 results,  Invited: 1 results) Book (1 results) Remarks (1 results) Patent(Industrial Property Rights) (2 results) (of which Overseas: 1 results)

  • [Int'l Joint Research] オンタリオ工科大学(カナダ)

    • Related Report
      2015 Annual Research Report
  • [Journal Article] Chimeric RNA oligonucleotides with triazole and phosphate linkages: Synthesis and RNA interference2015

    • Author(s)
      Fujino, T.; Kogashi, K.; Okada, K.; Mattarella, M.; Suzuki, T.; Yasumoto, K.; Sogawa, K.; Isobe, H.
    • Journal Title

      Chem. Asian J.

      Volume: 10 Issue: 12 Pages: 2683-2688

    • DOI

      10.1002/asia.201500765

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Cyclic Dinucleotide and Its Analogues: Synthesis and Function2015

    • Author(s)
      Tomoko Fujino
    • Journal Title

      Journal of Synthetic Organic Chemistry, Japan

      Volume: 73 Issue: 3 Pages: 278-279

    • DOI

      10.5059/yukigoseikyokaishi.73.278

    • NAID

      130005065815

    • ISSN
      0037-9980, 1883-6526
    • Related Report
      2014 Research-status Report
  • [Journal Article] Conformational Restriction of Cyclic Dinucleotides with Triazole-linked Cyclophane Analogues2014

    • Author(s)
      Fujino, T.; Okada, K.; Isobe, H
    • Journal Title

      Tetrahedron Lett

      Volume: 55 (16) Issue: 16 Pages: 2659-2661

    • DOI

      10.1016/j.tetlet.2014.03.026

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Presentation] 電気化学クリック反応を用いたTLDNAの合成2016

    • Author(s)
      坂本 ちか, 阿部 博弥, 伊野 浩介, 藤野 智子, 磯部 寛之, 珠玖 仁, 末永 智一
    • Organizer
      公益社団法人 電気化学会第83回大会
    • Place of Presentation
      吹田市
    • Year and Date
      2016-03-29
    • Related Report
      2015 Annual Research Report
  • [Presentation] トリアゾール連結部を導入した RNAキメラによるRNA干渉2016

    • Author(s)
      古樫 加奈子, 藤野 智子, 岡田 滉大, Martin Mattarella, 鈴木 建, 安元 研一, 十川 和博, 磯部 寛之
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      京田辺市
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] 非天然トリアゾール連結部を用いたタンパク質翻訳用mRNAの開発研究2016

    • Author(s)
      鈴木建, 藤野智子, 岡田滉大, 磯部寛之
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      京田辺市
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] トリアゾール連結核酸:合成と機能2016

    • Author(s)
      藤野智子
    • Organizer
      新学術領域研究「天然物ケミカルバイオロジー:分子標的と活性制御」地区ミニシンポジウム
    • Place of Presentation
      東小金井市
    • Year and Date
      2016-03-08
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] Triazole-linked analogues of DNA and RNA (TLDNA and TLRNA): synthesis and functions2015

    • Author(s)
      Tomoko Fujino, Naomi Yamazaki, Ken-ichi Yasumoto, Kenta Endo, Koudai Okada, Nobuhide Tsunaka, Ai Hasome, Kazuhiro Sogawa, Hiroyuki Isobe
    • Organizer
      The International Chemical Congress of Pacific Basin Societies 2015
    • Place of Presentation
      Honolulu, Hawaii
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] リン酸・トリアゾール連結RNAキメラ:合成とRNA干渉2015

    • Author(s)
      古樫加奈子, 藤野智子, 岡田滉大, 鈴木建, 安元研一, 十川和博, 磯部寛之
    • Organizer
      第5回CSJ化学フェスタ2015
    • Place of Presentation
      東京
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] トリアゾール連結RNAと天然RNAのキメラ型多量体の合成2015

    • Author(s)
      古樫加奈子,藤野智子,岡田滉大,Martin Mattarella,鈴木建,安元研一,十川和博,磯部寛之
    • Organizer
      第50回天然物化学談話会
    • Place of Presentation
      岩沼市
    • Year and Date
      2015-07-01
    • Related Report
      2015 Annual Research Report
  • [Presentation] トリアゾール連結RNAを活用した翻訳用mRNAの合成2015

    • Author(s)
      鈴木建,岡田滉大,藤野智子,磯部寛之
    • Organizer
      第50回天然物化学談話会
    • Place of Presentation
      岩沼市
    • Year and Date
      2015-07-01
    • Related Report
      2015 Annual Research Report
  • [Presentation] トリアゾール連結型核酸の合成と機能2015

    • Author(s)
      藤野智子, 山﨑直美, 安元研一, 羽染愛, 十川和博, 磯部寛之
    • Organizer
      日本ケミカルバイオロジー学会第10回年会
    • Place of Presentation
      仙台市
    • Year and Date
      2015-06-10
    • Related Report
      2015 Annual Research Report
  • [Presentation] トリアゾール連結RNAと天然RNAのキメラ型多量体の合成2015

    • Author(s)
      古樫加奈子,藤野智子,山﨑直美,磯部寛之
    • Organizer
      日本ケミカルバイオロジー学会第10回年会
    • Place of Presentation
      仙台市
    • Year and Date
      2015-06-10
    • Related Report
      2015 Annual Research Report
  • [Presentation] トリアゾール連結RNAと天然RNAのキメラ型多量体合成法の開発2014

    • Author(s)
      古樫加奈子,藤野智子,Martin Mattarella,山﨑直美,磯部寛 之
    • Organizer
      第25回基礎有機化学討論会
    • Place of Presentation
      東北大学川内キャンパス・萩ホール
    • Year and Date
      2014-09-07 – 2014-09-09
    • Related Report
      2014 Research-status Report
  • [Presentation] クリック化学を利用したオリゴチオフェン自在配列法の開発2014

    • Author(s)
      鈴木建,藤野智子,磯部寛之
    • Organizer
      第25回基礎有機化学討論会
    • Place of Presentation
      東北大学川内キャンパス・萩ホール
    • Year and Date
      2014-09-07 – 2014-09-09
    • Related Report
      2014 Research-status Report
  • [Book] クリックケミストリー –基礎から実用まで- 「クリック伸長による人工オリゴヌクレオチドの合成」2014

    • Author(s)
      藤野智子,磯部寛之
    • Total Pages
      9
    • Publisher
      シーエムシー出版
    • Related Report
      2014 Research-status Report
  • [Remarks] 有機化学第二研究室ホームページ

    • URL

      http://www.orgchem2.chem.tohoku.ac.jp/Main/Top.html

    • Related Report
      2015 Annual Research Report
  • [Patent(Industrial Property Rights)] トリアゾール連結型オリゴリボヌクレオチドを含むオリゴリボヌクレオチド類縁体を用いるポリペプチドの製造方法2015

    • Inventor(s)
      磯部寛之,藤野智子,岡田滉大,鈴木建
    • Industrial Property Rights Holder
      磯部寛之,藤野智子,岡田滉大,鈴木建
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2015-011356
    • Filing Date
      2015-01-27
    • Related Report
      2014 Research-status Report
  • [Patent(Industrial Property Rights)] アジド基を有するリボクレオシド類縁体及びその製造方法、並びに該類縁体から形成されるトリアゾール連結型オリゴリボヌクレオチドを含むキメラ型オリゴリボヌクレオチド類縁体2015

    • Inventor(s)
      磯部寛之,藤野智子,古樫加奈子
    • Industrial Property Rights Holder
      磯部寛之,藤野智子,古樫加奈子
    • Industrial Property Rights Type
      特許
    • Filing Date
      2015-02-25
    • Related Report
      2014 Research-status Report
    • Overseas

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Published: 2014-04-04   Modified: 2017-05-10  

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