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Construction of capsule-like coorporative molecular recognizing structures from saccharide-recognizing host molecules

Research Project

Project/Area Number 24350066
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypePartial Multi-year Fund
Section一般
Research Field Functional materials chemistry
Research InstitutionUniversity of Toyama

Principal Investigator

ABE Hajime  富山大学, 大学院医学薬学研究部(薬学), 准教授 (10324055)

Co-Investigator(Renkei-kenkyūsha) INOUYE Masahiko  富山大学, 大学院医学薬学研究部(薬学), 教授 (60211752)
Project Period (FY) 2012-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥18,200,000 (Direct Cost: ¥14,000,000、Indirect Cost: ¥4,200,000)
Fiscal Year 2015: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
Fiscal Year 2014: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2013: ¥5,980,000 (Direct Cost: ¥4,600,000、Indirect Cost: ¥1,380,000)
Fiscal Year 2012: ¥6,890,000 (Direct Cost: ¥5,300,000、Indirect Cost: ¥1,590,000)
Keywords糖認識 / ホスト分子 / カプセル型分子 / 集積構造 / フェノール / ピリジン / 繊維状構造 / トリフェノール / 水素結合 / 自己組織化 / 糖 / ホスト・ゲスト化学 / エチニルピリジン / 大環状化合物 / 薗頭反応
Outline of Final Research Achievements

By applying artificial host molecules as parts, higher-order structures such as capsule-like and fibril structures have been built. Coordinative groups were introduced on the ortho positions of triphenolic host molecules, and the product tridentates were treated with a Pd(II) precursor to give M3L2-type capsule-like complex, which showed host ability. Macrocyclic host molecules consisted of 2,6- and 3,6-pyridylene rings were observed to self-associate by pi-stacking, and AFM images showed fibril structures. Tricationic derivative incorporated melamine with self-aggregate into cotton-like structure.

Report

(5 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Annual Research Report
  • 2013 Annual Research Report
  • 2012 Annual Research Report
  • Research Products

    (34 results)

All 2016 2015 2014 2013 2012

All Journal Article (11 results) (of which Peer Reviewed: 11 results,  Open Access: 1 results) Presentation (23 results) (of which Int'l Joint Research: 1 results,  Invited: 1 results)

  • [Journal Article] Discrete Molecular Recognition Induced Higher-Order Structures: Fibrous Formation Triggered by Melamine Recognition with a Cationic Ethynylpyridine Macrocyclic Host2016

    • Author(s)
      Suzuki, D.; Abe, H.; Inouye, M.
    • Journal Title

      Org. Lett.

      Volume: 18 Issue: 2 Pages: 320-323

    • DOI

      10.1021/acs.orglett.5b03502

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Highly efficient stabilisation of meta-ethynylpyridine polymers with amide side chains in water by coordination of rare-earth metals2015

    • Author(s)
      Makida, H.; Abe, H.; Inouye, M.
    • Journal Title

      Org. Biomol. Chem.

      Volume: 13 Issue: 6 Pages: 1700-1707

    • DOI

      10.1039/c4ob02129k

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Glycosyl-Templated Chiral Helix Stapling of Ethynylpyridine Oligomers by Alkene Metathesis between Inter-Pitch Side Chains2015

    • Author(s)
      Abe, H.; Kayamori, F.; Inouye, M.
    • Journal Title

      Chem. Eur. J.

      Volume: 21 Issue: 26 Pages: 9405-9413

    • DOI

      10.1002/chem.201501102

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Alternating 2,6-/3,5-Substituted Pyridine-Acetylene Macrocycles: π-Stacking Self-Assemblies Enhanced by Intermolecular Dipole-Dipole Interaction2014

    • Author(s)
      Abe, H.; Ohtani, K.; Suzuki, D.; Chida, Y.; Shimada, Y.; Matsumoto, Y.; Inouye, M.
    • Journal Title

      Org. Lett.

      Volume: 16 Issue: 3 Pages: 828-831

    • DOI

      10.1021/ol403579e

    • Related Report
      2014 Annual Research Report 2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Preparation and Spectroscopic Study of Alternate meta-Ethynylpyridine Oligomer Involving 2, 4, 6-Trisubstituted and 3, 5-Disubstituted Pyridine Rings2014

    • Author(s)
      Abe, H.; Suzuki, D.; Shimizu, A.; Inouye, M.
    • Journal Title

      Heterocycles

      Volume: 88 Issue: 1 Pages: 547-557

    • DOI

      10.3987/com-13-s(s)78

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Unexpected Chain Length dependence 〓a Chiral rnemory effect of "meta-ethynylpyridine" oligomers2013

    • Author(s)
      Takashima, S., ' Abe, H. ; Inouye, M.
    • Journal Title

      Tetrahedron Asymmetry

      Volume: (submitted) Issue: 9-10 Pages: 527-531

    • DOI

      10.1016/j.tetasy.2013.03.019

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Stabilization of Chiral Helices for Saccharide-Linked Ethynylpyridine Oligomers Possessing a Conformationally Well-Defined Linkage2013

    • Author(s)
      Kayamori, F.; Abe, H.; Inouye, M
    • Journal Title

      Eur. J. Org. Chem

      Volume: 2013 Issue: 9 Pages: 1677-1682

    • DOI

      10.1002/ejoc.201201376

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Improvement of Helix-Forming Ability of Mannoside-Linked Ethynylpyridine Oligomers Constructed by Convergent Synthesis2012

    • Author(s)
      Abe, H., Makida, H., and Inouye, M
    • Journal Title

      Heterocycles

      Volume: 86 Issue: 2 Pages: 955-963

    • DOI

      10.3987/com-12-s(n)97

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Formation of Higher-Order Structures of Chiral Poly(ethynylpyridine)s Depending on Size, Temperature, and Saccharide Recognition2012

    • Author(s)
      Abe, H., Okada, K., Makida, H., and Inouye, M.
    • Journal Title

      Org. Biomolg. Chem

      Volume: 10 Issue: 34 Pages: 6930-6936

    • DOI

      10.1039/c2ob25816a

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Concentration- and Time-Dependent Eccentric Changes in Circular Dichroism of Saccharide-Linked Ethynylpyridine Oligomer with Copper(II) Ions2012

    • Author(s)
      Abe, H., Ohishi, Y., and Inouye, M
    • Journal Title

      J. Org. Chem

      Volume: 77 Issue: 11 Pages: 5209-5214

    • DOI

      10.1021/jo300735j

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of Convergent Synthetic Method for Saccharide-Linked Ethynylpyridine Foldamers by Huisgen Reaction2012

    • Author(s)
      Abe, H., Makida, H., and Inouye, M
    • Journal Title

      Tetrahedron

      Volume: 68 Issue: 23 Pages: 4353-4361

    • DOI

      10.1016/j.tet.2012.02.069

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Presentation] トリフェノール性ホスト分子を誘導化した三座配位子を重ねるかご状錯体の合成と分子認識機能2016

    • Author(s)
      阿部肇・橋川大介・増田賢太郎・井上将彦
    • Organizer
      第14回ホスト・ゲスト化学シンポジウム
    • Place of Presentation
      高知
    • Year and Date
      2016-06-04
    • Related Report
      2015 Annual Research Report
  • [Presentation] 配位部位としてピリジル基を用いた疎水性ならびに親水性かご型金属錯体 M3L2 の合成と糖認識能評価2016

    • Author(s)
      橋川 大介・増田 賢太郎・阿部 肇・井上 将彦
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      京田辺
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] キノリル基を配位部位にもつねじれかご型錯体M3L2 の合成と糖認識による円二色性の誘起2016

    • Author(s)
      増田 賢太郎・橋川 大介・阿部 肇・井上 将彦
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      京田辺
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] らせん分子・大環状分子による糖質の分子認識2015

    • Author(s)
      阿部肇
    • Organizer
      平成27年度錯体化学若手の会 北陸支部勉強会
    • Place of Presentation
      金沢
    • Year and Date
      2015-11-21
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] D3h-Symmetric Cage Complexes with Inward-Directing Six Phenol Rings2015

    • Author(s)
      Hajime Abe, Daisuke Hashikawa, Kohei Ohtani, Kentaro Masuda, Masahiko Inouye
    • Organizer
      The 13th International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      京都
    • Year and Date
      2015-11-09
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 剛直な平面骨格を有する大環状エチニルピリジンオリゴマーの自己集合2014

    • Author(s)
      鈴木大貴・阿部肇・井上将彦
    • Organizer
      リング・チューブ超分子研究会シンポジウム
    • Place of Presentation
      東工大大岡山C(東京都大田区)
    • Year and Date
      2014-10-27 – 2014-10-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] 剛直・高対称な大環状有機分子による分子認識と超分子形成2014

    • Author(s)
      阿部肇
    • Organizer
      平成26年度生命融合科学教育部シンポジウム
    • Place of Presentation
      富山大学(富山市五福)
    • Year and Date
      2014-10-23
    • Related Report
      2014 Annual Research Report
  • [Presentation] ナノファイバー型自己集合体を構築するピリジレンエチニレン大環状分子2014

    • Author(s)
      鈴木大貴・阿部肇・井上将彦
    • Organizer
      平成26年度有機合成化学北陸セミナー 2014/10/3-4
    • Place of Presentation
      港のホテル(福井県坂井市)
    • Year and Date
      2014-10-03 – 2014-10-04
    • Related Report
      2014 Annual Research Report
  • [Presentation] ピリジレンエチニレン骨格を主調とする大環状ホスト分子の開発2014

    • Author(s)
      阿部 肇・鈴木 大貴・湯元 隆太・米田 哲大・井上 将彦
    • Organizer
      第44回複素環化学討論会
    • Place of Presentation
      札幌市民ホール(札幌市)
    • Year and Date
      2014-09-10 – 2014-09-12
    • Related Report
      2014 Annual Research Report
  • [Presentation] 水素結合性エチニルピリジン大環状分子の分子認識とπ-スタッキングによる集合体形成2014

    • Author(s)
      鈴木大貴・阿部肇・井上将彦
    • Organizer
      第25回基礎有機化学討論会
    • Place of Presentation
      東北大学川内北キャンパス(仙台市)
    • Year and Date
      2014-09-07 – 2014-09-09
    • Related Report
      2014 Annual Research Report
  • [Presentation] トリフェノール性ホスト分子を基本構造とするかご型錯体の開発2014

    • Author(s)
      阿部肇・橋川大介・大谷航平・井上将彦
    • Organizer
      第25回基礎有機化学討論会
    • Place of Presentation
      東北大学川内北キャンパス(仙台市)
    • Year and Date
      2014-09-07 – 2014-09-09
    • Related Report
      2014 Annual Research Report
  • [Presentation] Development of 2,6- and 3,5-Pyridylene-Ethynylene Alternating Macrocycles2014

    • Author(s)
      Hajime Abe, Daiki Suzuki, Yuta Shimada, Shinya Matsumoto, Masahiko Inouye
    • Organizer
      the 9th International Symposium on Macrocyclic and Supramolecular Chemistry (9-ISMSC)
    • Place of Presentation
      Shanghai Institute of Organic Chemistry, Shanghai, China
    • Year and Date
      2014-06-07 – 2014-06-14
    • Related Report
      2014 Annual Research Report
  • [Presentation] トリフェノール性ホスト分子に基づくかご型金属錯体の開発と糖認識2014

    • Author(s)
      阿部肇・大谷航平・橋川大介・井上将彦
    • Organizer
      第12回ホスト・ゲスト化学シンポジウム 2014/5/31-6/1
    • Place of Presentation
      東工大大岡山C(東京都大田区)
    • Year and Date
      2014-05-31 – 2014-06-01
    • Related Report
      2014 Annual Research Report
  • [Presentation] 6 個のヒドロキシ基を内側に持つ配位性カプセル分子の合成とホスト特性2014

    • Author(s)
      大谷航平・阿部肇・井上将彦
    • Organizer
      日本化学会第94春季年会(2014)
    • Place of Presentation
      名古屋
    • Related Report
      2013 Annual Research Report
  • [Presentation] 空孔内での分子認識をトリガーとして分子集合体を形成するトリピリジニウム大環状ホスト分子2014

    • Author(s)
      鈴木大貴・大谷航平・阿部肇・井上将彦
    • Organizer
      日本化学会第94春季年会(2014)
    • Place of Presentation
      名古屋
    • Related Report
      2013 Annual Research Report
  • [Presentation] 3次元的な “inward” フェノール構造を有する配位性カプセル分子の構築と糖認識能2013

    • Author(s)
      大谷航平・阿部肇・井上将彦
    • Organizer
      平成25年度有機合成化学北陸セミナー
    • Place of Presentation
      金沢
    • Related Report
      2013 Annual Research Report
  • [Presentation] 2,6-/3,5-交互置換ピリジン大環状オリゴマーの分子認識に連動する分子集合体の形成2013

    • Author(s)
      鈴木大貴・大谷航平・島田裕太・松本真哉・阿部肇・井上将彦
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      東京
    • Related Report
      2013 Annual Research Report
  • [Presentation] 対称性トリフェノール分子を部品としたカプセル型分子の開発2013

    • Author(s)
      大谷航平・阿部肇・井上将彦
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      東京
    • Related Report
      2013 Annual Research Report
  • [Presentation] 鈴木大貴・大谷航平・島田裕太・松本真哉・阿部肇・井上将彦2013

    • Author(s)
      2,6-/3,5-交互置換型エチニルピリジン大環状分子の合成とその自己集合
    • Organizer
      第10回ホスト・ゲスト化学シンポジウム
    • Place of Presentation
      和歌山
    • Related Report
      2013 Annual Research Report
  • [Presentation] D3h対称性を有する大環状エチニルピリジンオリゴマーの合成とその物性評価2013

    • Author(s)
      大谷航平、鈴木大貴、島田裕太、松本真哉、阿部肇、井上将彦
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわ湖草津キャンパス(滋賀県)
    • Related Report
      2012 Annual Research Report
  • [Presentation] 水素結合性エチニルピリジン分子とその糖認識作用2012

    • Author(s)
      阿部肇
    • Organizer
      第44回 構造有機化学若手の会
    • Place of Presentation
      定山渓万世閣ホテルミリオーネ(札幌)(招待講演)
    • Related Report
      2012 Annual Research Report
  • [Presentation] D3h対称性を有する大環状エチニルピリジンオリゴマーの合成と機能開発2012

    • Author(s)
      大谷航平、鈴木大貴、島田裕太、松本真哉、阿部肇、井上将彦
    • Organizer
      第23回基礎有機化学討論会
    • Place of Presentation
      京都テルサ(京都)
    • Related Report
      2012 Annual Research Report
  • [Presentation] 水素結合性大環状エチニルピリジンオリゴマーによる糖認識2012

    • Author(s)
      阿部肇、河濟悠生、大谷航平、井上将彦
    • Organizer
      第9回ホスト・ゲスト化学シンポジウム
    • Place of Presentation
      北海道大学(札幌)
    • Related Report
      2012 Annual Research Report

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Published: 2012-04-24   Modified: 2019-07-29  

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