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2021 年度 実績報告書

Enantio-selective transportation of natural small chiral molecules via discrete access-controllable nanotubes based on pillararene

研究課題

研究課題/領域番号 21K14612
研究機関京都大学

研究代表者

FA SHIXIN  京都大学, 工学研究科, 特定助教 (40835922)

研究期間 (年度) 2021-04-01 – 2022-03-31
キーワードPillar[5]arene / Chirality / Molecular Tube / Ionic Interaction / Assembly
研究実績の概要

Selectively transporting hydrophilic natural molecules with chirality through artificial channels is of crucial importance. However, this work is challenging due to the sophisticated molecular design and standing low efficiency. To achieve this goal, the construction of channels with chiral information is the primary task.
Taking advantage of the controllable planar-chiral properties of pillar[n]arenes, we started the project with a rim-differentiated pillar[5]arene bearing stereogenic centers on one rim and benzoic acids on the other rim. An diastereomeric excess of the pillar[5]arene was produced through the host-guest interaction with achiral linear guests. The trimeric nanotubes with specific helicity and stability were synthesized through the ionic interaction of the pre-regulated rim-differentiated pillar[5]arene with an amino pillar[5]arene.
Another strategy on construction of helical trimeric nanochannels was also practiced. An acidic rim-differentiated pillar[5]arene without stereogenic centers was isolated into two enantiomers firstly, and interacted with the amino pillar[5]arene to produce enantiomeric nanochannels. The constructed channels possessed pure left- and right-handed helicity.
These trimeric nanotubes were expected to work as artificial channels enabling enantio-selective transportation of natural small chiral molecules, because previous work has revealed the enantio-selective recognition of pillar[5]arenes.

  • 研究成果

    (6件)

すべて 2021 その他

すべて 国際共同研究 (1件) 雑誌論文 (3件) (うちオープンアクセス 1件) 学会発表 (1件) 備考 (1件)

  • [国際共同研究] University of Montpellier(フランス)

    • 国名
      フランス
    • 外国機関名
      University of Montpellier
  • [雑誌論文] Pre-regulation of the planar chirality of pillar[5]arenes for preparing discrete chiral nanotubes2021

    • 著者名/発表者名
      Fa Shixin、Adachi Keisuke、Nagata Yuuya、Egami Kouichi、Kato Kenichi、Ogoshi Tomoki
    • 雑誌名

      Chemical Science

      巻: 12 ページ: 3483~3488

    • DOI

      10.1039/D1SC00074H

    • オープンアクセス
  • [雑誌論文] Reversible “On/Off” Chiral Amplification of Pillar[5]arene Assemblies by Dual External Stimuli2021

    • 著者名/発表者名
      Fa Shixin、Mizobata Masayuki、Nagano Shusaku、Suetsugu Kota、Kakuta Takahiro、Yamagishi Tada-aki、Ogoshi Tomoki
    • 雑誌名

      ACS Nano

      巻: 15 ページ: 16794~16801

    • DOI

      10.1021/acsnano.1c06975

  • [雑誌論文] Discrete and Continuous One-Dimensional Channels Based on Pillar[n]arenes2021

    • 著者名/発表者名
      Kato Kenichi、Ohtani Shunsuke、Fa Shixin、Ogoshi Tomoki
    • 雑誌名

      Bulletin of the Chemical Society of Japan

      巻: 94 ページ: 2319~2328

    • DOI

      10.1246/bcsj.20210243

  • [学会発表] Planar chirality induction of pillararenes and chiral nanotube formation2021

    • 著者名/発表者名
      Shixin Fa, Kouichi Egami, Suzu Akama, Kenichi Kato, Shigehisa Akine, Tomoki Ogoshi
    • 学会等名
      18th Symposium on Host-Guest and Supramolecular Chemistry
  • [備考] Lab Homepage

    • URL

      http://www.sbchem.kyoto-u.ac.jp/ogoshi-lab/index_en.html

URL: 

公開日: 2022-12-28  

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