• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

クリックケミストリーを活用した自己複製・増幅能を有するナノバイオシステムの創製

Research Project

Project/Area Number 21655059
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeSingle-year Grants
Research Field Chemistry related to living body
Research InstitutionTohoku University

Principal Investigator

和田 健彦  東北大学, 多元物質科学研究所, 教授 (20220957)

Project Period (FY) 2009 – 2011
Project Status Completed (Fiscal Year 2010)
Budget Amount *help
¥3,200,000 (Direct Cost: ¥3,200,000)
Fiscal Year 2010: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 2009: ¥2,100,000 (Direct Cost: ¥2,100,000)
Keywordsナノバイオ / ケミカルバイオロジー / 自己増殖 / 人工PCR / クリックケミストリー / 自己複製 / 人工核酸 / 分子認識 / 光反応 / 生体高分子 / 環境調和型プロセス / 不斉合成 / 超分子化学 / 超分子光不斉光化学 / 血清アルブミン / グリーンケミストリー
Research Abstract

本研究で提案する、従来にはない人工核酸を活用した自己複製・増幅システムを検討する場合、二官能性モノマーを用いた機能性分子やオリゴマー合成における本質的副反応である"自己反応によるポリマーや環状化合物生成"を抑制する必要がある。本研究では、我々が報告してきたモノマーにおいてさえ高い塩基配列認識性とテンプレート鎖への結合特性を有するペプチドリボ核酸(PRNA)やペプチド核酸(PNA)モノマーの活用している。
具体的には1.アジド基を有するヌクレオシド誘導体を用いた自己複製系の構築、2.アジド基とアセチレン基を両末端に有する新規ペプチドリボ核酸・ペプチド核酸系での自己複製・増幅反応の検討、3.天然DNA/RNA類似構造を有する自己複製・増幅系の構築、の3項目を論理的にかつ効率的に推進する。
本年度は、まずターゲット鎖に対して高い認識性・結合特性を有し、モノマーの自己会合・自己反応を抑制する低モノマー濃度条件下でも反応進行が期待される、ヌクレオシドの5'位にアジド基を導入した新規PRNAモノマーの設計・合成を検討した。
テンプレート鎖に相補的なPRNAオリゴマーの一塩基として、アセチレンを有するモノマーを導入し、主鎖にアセチレン部を有するクリックケミストリー適用オリゴマーの設計・合成を検討した。当初モノマー構造としては5'位にアジド基を、3'位にエチニル基の導入を検討した。しかし、このモノマーと相補的テンプレート鎖間ではほとんど相互作用が観測されなかった。この結果を踏まえ、ペプチド主鎖を用い、側鎖にエチニル基を導入した新規モノマー系を設計・合成を検討した。この系では相補的テンプレートとの相互作用が観測されることが明らかとなった。

Report

(2 results)
  • 2010 Annual Research Report
  • 2009 Annual Research Report
  • Research Products

    (20 results)

All 2010 2009 Other

All Journal Article (15 results) (of which Peer Reviewed: 14 results) Presentation (2 results) Book (1 results) Remarks (2 results)

  • [Journal Article] Active control by external factors of DNA recognition behavior of α-peptide ribonucleic acids containing basic amino acid residues2010

    • Author(s)
      Wada, Takehiko; Sawa, Nobuya; Sato, Hirofumi; Kikkawa, Mayuko; Onodera, Keiko; Sakamoto, Seiji; Inoue, Yoshihisa
    • Journal Title

      Chem.Lett.

      Volume: 39 Pages: 112-113

    • NAID

      10027177113

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Diastereodifferentiating the [2+2] Photocycloaddition of Ethylene to Arylmenthyl Cyclohexenonecarboxylates : Stacking-Driven Enhancement of the Product Diastereoselectivity That Is Correlated with the Reactant Ellipticity2010

    • Author(s)
      Tsutsumi, Ken; Yanagisawa, Yuuki; Furutani, Akinori; Morimoto, Tsumoru; Kakiuchi, Kiyomi; Wada, Takehiko; Mori, Tadashi; Inoue, Yoshihisa
    • Journal Title

      Chemistry-A European Journal

      Volume: 16 Pages: 7448-7455

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Design and preparation of split-GFP for sensing of caspase-3 activities2010

    • Author(s)
      Sakamoto, Seiji; Terauchi, Mika; Araki, Yasuyuki; Wada, Takehiko
    • Journal Title

      Peptide Science

      Volume: 46 Pages: 343-344

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis, properties and complexation behavior of positively charged peptide ribonucleic acids with amino linkages in the backbone structure (aza-PRNA)2010

    • Author(s)
      Sawa, Nobuya; Sakamoto, Seiji; Yang, Cheng; Fukuhara, Gaku; Mori, Tadashi; Inoue, Yoshihisa; Wada, Takehiko
    • Journal Title

      Peptide Science

      Volume: 46 Pages: 321-324

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Bio-supramolecular photochirogenesis with molecular chaperone : enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate mediated by prefoldin2010

    • Author(s)
      Bando, Kazuki; Zako, Tamotsu; Maeda, Mizuo; Wada, Takehiko; Nishijima, Masaki; Pace, Tamara C.S.; Bohne, Cornelia; Inoue, Yoshihisa
    • Journal Title

      Photochemical & Photobiological Sciences

      Volume: 9 Pages: 655-660

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Molecular imprinting of cyclodextrin to physiologically active oligopeptides in water2010

    • Author(s)
      Song, Shi-Hui; Shirasaka, Kazumi; Hirokawa, Yasuhito; Asanuma, Hiroyuki; Wada, Takehiko; Sumaoka, Jun; Komiyama, Makoto
    • Journal Title

      Supramolecular Chemistry

      Volume: 22 Pages: 149-155

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The effect of atomic nitrogen on the C60 cage2010

    • Author(s)
      Nikawa, Hidefumi; Araki, Yasuyuki; Akasaka, Takeshi; Wada, Takehiko; Ito, Osamu; Dinse; Ata, Masafumi; Kato, Tatsuhisa; Nagase, Shigeru
    • Journal Title

      Chemical Communications

      Volume: 46 Pages: 631-633

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and DNA-recognition behavior of a novel peptide ribonucleic acid with a serine backbone (oxa-PRNA)2010

    • Author(s)
      Sawa, Nobuya; Wada, Takehiko; Inoue, Yoshihisa
    • Journal Title

      Tetrahedron

      Volume: 66 Pages: 344-349

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Catalytic Enantiodifferentiating Photocyclodimerization of 2-Anthracenecarboxylic Acid Mediated by a Non-Sensitizing Chiral Metallosupramolecular Host2009

    • Author(s)
      Ke, Chenfeng; Yang, Cheng; Mori, Tadashi; Wada, Takehiko; Liu, Yu; Inoue, Yoshihisa
    • Journal Title

      Angew.Chem.,Int.Ed. 48

      Pages: 6675-6677

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Supramolecular complexation and enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid with 4-aminoprolinol derivatives as chiral hydrogen-bonding templates2009

    • Author(s)
      Kawanami, Yuko; Pace, Tamara C.S.; Mizoguchi, Jun-ichi; Yanagi, Toshiharu; Nishijima, Masaki; Mori, Tadashi; Wada, Takehiko; Bohne, Comelia; Inoue, Yoshihisa
    • Journal Title

      J.Org.Chem. 74

      Pages: 7908-7921

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Photophysical Studies on the Supramolecular Photochirogenesis for the Photocy clodimerization of 2-Anthracenecarboxylate within Human Serum Albumin2009

    • Author(s)
      Pace, Tamara C.S.; Nishijima, Masaki; Wada, Takehiko; Inoue, Yoshihisa; Bohne, Cornelia
    • Journal Title

      J.Phys.Chem.B 113

      Pages: 10445-10453

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Photophysical and Photovoltaic Properties of Porphyrin-Furan and -Thiophene Alternating Copolymers2009

    • Author(s)
      Umeyama, Tomokazu; Takamatsu, Takeshi; Tezuka, Noriyasu; Matano, Yoshihiro; Araki, Yasuyuki; Wada, Takehiko; Yoshikawa, Osamu; Sagawa, Takashi; Yoshikawa, Susumu; Imahori, Hiroshi.
    • Journal Title

      J.Phys.Chem.C 113

      Pages: 10798-10806

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Molecular imprinting of cyclodextrin to physiologically active oligopeptides in water2009

    • Author(s)
      Shi-Hui Song; Kazumi Shirasaka; Yasuhito Hirokawa; Hiroyuki Asanuma; Takehiko Wada; Jun Sumaoka; Makoto Komiyama
    • Journal Title

      Supramolecular Chemistry 21

      Pages: 1029-10478

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] High-sensitivity HPLC quantification of nonfluorescent but photolabile analyte through photoreversion in fluorescence detector2009

    • Author(s)
      Nishijima, Masaki; Wada, Takehiko; Nagamori, Koushi; Inoue, Yoshihisa
    • Journal Title

      Chem.Lett 38

      Pages: 726-727

    • NAID

      10025124381

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article]2009

    • Author(s)
      和田健彦
    • Journal Title

      超分子サイエンス&テクノロジー(NTS出版)

      Pages: 930-939

    • Related Report
      2009 Annual Research Report
  • [Presentation] The invention of intracellular environmental response artificial nucleic acid (PRNA) and its applications to cancer cell specific oligonucleotide ther apeutics2010

    • Author(s)
      T.Wada
    • Organizer
      The 1^<st> Asian Chemical Biology Conference (ACBC2010)
    • Place of Presentation
      Seoul, Korea
    • Year and Date
      2010-06-25
    • Related Report
      2010 Annual Research Report
  • [Presentation] Studies on the effects of arginine residues introduced to peptide ribonucleic acids(PRNA)on thecomplex stability with RNA and the cell membrane permeability2009

    • Author(s)
      Takehiko Wada
    • Organizer
      The 73th PRAGUE MEETINGS ON MACROMOLECULES
    • Place of Presentation
      Prague, Czech Republic
    • Year and Date
      2009-07-08
    • Related Report
      2009 Annual Research Report
  • [Book] 「酵素活用ハンドブック」,第5章バイオ超分子第4編酵素を創るII-化学的改変と人工酵素第5章人工酵素(小宮山真監修)2010

    • Author(s)
      和田健彦
    • Publisher
      NTS出版
    • Related Report
      2010 Annual Research Report
  • [Remarks]

    • URL

      http://www.tagen.tohoku.ac.jp/labo/wada/index-j.html

    • Related Report
      2010 Annual Research Report
  • [Remarks]

    • URL

      http://db.tagen.tohoku.ac.jp/php/db/view-personal.php?pserial=591

    • Related Report
      2009 Annual Research Report

URL: 

Published: 2009-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi