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Construction of non-linear chemical information transaction system using allosteric interaction

Research Project

Project/Area Number 11450349
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionKyushu University

Principal Investigator

SHINKAI Seiji  Graduate School of Engineering, Professor, 大学院・工学研究院, 教授 (20038045)

Co-Investigator(Kenkyū-buntansha) FUJITA Norifumi  Graduate School of Engineering, Assistant Professor, 大学院・工学研究院, 助手 (10346819)
TAKEUCHI Masayuki  Graduate School of Engineering, Assistant Professor, 大学院・工学研究院, 助手 (70264083)
池田 篤志  九州大学, 大学院・工学研究院, 助手 (90274505)
Project Period (FY) 1999 – 2002
Project Status Completed (Fiscal Year 2002)
Budget Amount *help
¥10,900,000 (Direct Cost: ¥10,900,000)
Fiscal Year 2002: ¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 2001: ¥5,400,000 (Direct Cost: ¥5,400,000)
Fiscal Year 2000: ¥3,500,000 (Direct Cost: ¥3,500,000)
KeywordsAllosterism / Supramolecular Chemistry / Non-Linear / Molecular information / Molecular Recognition / アリステリズム / 情報伝達 / ポルフィリン / ダブルデッカー型錯体 / アロステリズム / シグナル増幅 / 糖質 / ボロン酸
Research Abstract

The positive homotropic allosterism appears in important information transduction processes where chemical and physical signals are efficiently amplified. The phenomena are ubiquitously seen in nature but the general methodology to design such allosteric systems is not yet established in an artificial system. This article reviews such artificial receptors that can bind guest ions and molecules in a positive allosteric manner and discusses what kinds of factors are indispensable as scaffolds to design this novel class of allosteric systems and what are the common factors to realize the cooperativity. It has been shown that the scaffolds are mostly dynamic and are skillfully combined with the molecular recognition systems so that the subsequent guest binding can occur more favorably than the first guest binding. In addition, it has been suggested that the positive homotropic allosterism can be utilized as a new strategy to attain high guest selectivity and guest affinity which cannot be attained by conventional 1 : 1-type guest binding.

Report

(5 results)
  • 2002 Annual Research Report   Final Research Report Summary
  • 2001 Annual Research Report
  • 2000 Annual Research Report
  • 1999 Annual Research Report
  • Research Products

    (57 results)

All Other

All Publications (57 results)

  • [Publications] A.Sugasaki, M.Ikeda, M.Takeuchi, A.Robertson, S.Shinkai: "Efficient Chirality Transcription Utilizing a Cerium(IV) Double Decker Porphyrin : a Prototype for Development of a Molecular Memory System"J. Chem. Soc., Perkin Trans. 1. 3259-3259 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, M.Takeuchi, A.Sugasaki, A.Robertson, T.Imada, S.Shinkai: "Strong Positive Allostensm which Appears in Molecular Recgnition with Cerium(IV) Double Decker Porphyrins : Correlation between the Number of Binding Sites and Hill Coefficients"Supramol. Chem.. 12. 321-321 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, S.Shinkai, A.Osuka: "Meso-meso-linked Porphyrin Dimer as a novel Scaffold for the Selective Binding of Oliaosaccharides"Chem. Commun.. 1047-1047 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Sugaseki, M.Ikeda, M.Takeuchi, S.Shinkai: "Novel Oligosacchande Binding to Ce^<IV> Bis(porphynnate) Double Decker : Effective Amplification_of a binding Signal through Positive homotropic Allosterism"Angew. Chem., Int. Ed.. 39. 3839-3839 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Sugasaki, M.Ikeda, M.Takeuchi, K.Koumoto.S.Shinkai: "The First Example of Positive Allosterism in an Aqueous Saccharide-Binding System Desioned on a Ce(IV) Bis(porphyrinate) Double Decker Scaffold"Tetrahedron. 56. 4717-4717 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, T.Tanida, M.Takeuchi, S.Shinkai: "Allosteric SiIver(I) Ion binding with Peripheral π Clefts of a Ce(IV) Double Decker Pombyrin"Org. Lett.. 2. 1803-1803 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ayabe, A.Ikeda, Y.Kubo, M.Takeuchi, S.Shinkai: "A Dendritic Porphyrin Receptor for C_<60> Which Features a Profound Positive Allosteric Effect"Angew. Chem. Int. Ed.. 41. 2790-2790 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Kubo, A.Sugasaki, M.Ikeda, K.Sugiyasu, K.Sonoda, A.Ikeda, M.Takeuchi, S.Shinkai: "Cooperative C_<60> Binding to a Porphyrin Tetramer Arranged around a p-Terphenyl Axis in 1:2 Host-Guest Stoichiometry"Org. Lett.. 4. 925-925 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, M.Takeuchi, S.Shinkai, F.Tani, Y.Naruta, S.Sakamoto, K.Ymaguchi: "Allosteric Binding of an Ag^+ Ion to Cerium(IV) Bis(pophynnate)s Enhances the Rotational Activity of Porphyrin Ligands"Chem. Eur. J.. 8. 5541-5541 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Hirata, M.Yamamoto, K.Sugiyasu, Y.Kubo, M.Ikeda, M.Takeuchi, S.Shinkai: "Allosteric Saccharide Sensing by a Phenylboronic-acids-appended 5,15-Bis(triarylethynyl)porphyrin"J. Supramol. Chem. (in press). (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Yamashita, M.Ikeda, M.Takeuchi, S.Shinkai: "Electropolymerization of Bithienyl-Appended Cerium(III) Triple Decker Porphyrin Complex"Chem. Lett.. (in press). (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Takeuchi, M.Ikeda, A.Sugasaki, S.Shinkai: "Molecular Design of Artificial Molecular and Ion Recognition System with Atlosteric Guest Responses"Acc. Chem. Res.. 34. 865-865 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Yamamoto, A.Sugasaki, M.Ikeda, M.Takeuchi, K.Frimat, T.D.James, S.Shinkai: "Efficient Anion Binding to Cerium(IV) Bis(porphyrinate) Double Decker Utilizing Positive Homotropic Allosterism"Chem. Lett.. 520-520 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Robertson, M.Ikeda, M.Takeuchi, S.Shinkai: "Allostenc Binding of K^+ to Crown Ether Macrocycles Appended to a Lanthanum Double Decker System"Bull. Chem. Soc. Jpn.. 74. 883-883 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, M.Takeuchi, S.Shinkai, F.Tani, Y.Naruta: "Synthesis of New Diaryl-Substituted Triple-Decker and Tetraaryl-Substituted Double-Decker Lanthanum(III) Porphyrins and Their Porphyrin Ring Rotational Speed as Compared with that of Double-Decker Cerium(IV) Porphyrins"Bull. Chem. Soc. Jpn.. 74. 739-739 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, A.Sugasaki, Y.Kubo, K.Sugiyasu, M.Takeuchi, S.Shinkai: "Porphyrin polygons : A New Synthetic Strategy for Cyclic Porphyrin Oligomers Utilizina a Porohyrin Double Decker Structure"Chem. Lett.. 1266-1266 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Sugasaki, K.Sugiyasu, M.Ikeda, M.Takeuchi, S.Shinkai: "First Succcessful Molecular Design of an Artificial Lewis Oligosaccharide Binding System Utilizing Positive Homotropic Allosterism"J. Am. Chem. Soc.. 123. 10239-10239 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Kubo, M.Ikeda, A.Sugasaki, M.Takeuchi, S.Shinkai: "Porphyrin Tetramer for Positive Homotropic Allosteric Recognition System : Efficient Binding Information Transduction through Butadiynyl Axis Rotation"Tetrahedron Lett.. 42. 7435-7435 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] S.Shinkai, M.Ikeda, A.Sugasaki, M.Takeuchi: "Positive Allosteric Systems Designed on Dynamic Supramotecular Scaffolds : Toward Swiching and Amplification of Guest Affinity and Selectivity"Acc. Chem. Res.. 34. 494-494 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Sugasaki, M.Ikeda, M.Takeuchi, A.Robertson, S.Shinkai: "Efficient Chirality Transcription Utilizing a Cerium(IV) Double Decker Porphyrin : a Prototype for Development of a Molecular Memory System"J.Chem.Soc., Perkin Trans.. 1. 3259 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, M.Takeuchi, A.Sugasaki, A.Robertson, T.Imada, S.Shinkai: "Strong Positive Allosterism which Appears in Molecular Recognition with Cerium(IV) Double Decker Porphyrins : Correlation between the Number of Binding Sites and Hill Coefficients"Supramol.Chem.. 12. 321 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, S.Shinkai, A.Otsuka: "Meso-meso-linked Porphyrin Dimer as a novel Scaffold for the Selective Binding of Oligosaccharides"Chem.Commun.. 1047 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Sugasaki, M.Ikeda, M.Takeuchi, S.Shinkai: "Novel Oligosaccharide Binding to Ce^<IV> Bis(porphyrinate) Double Decker : Effective Amplification of a binding Signal through Positive Homotropic Allosterism"Andrew.Chem., Int.. 39. 3839 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Sugasaki, M.Ikeda, M.Takeuchi, K.Koumoto, S.Shinkai: "The First Example of Positive Allosterism in an Aqueous Saccharide-Binding System Designed on a Ce(IV) Bis(porphyrinate) Double Decker Scaffold"Tetrahedron,. 56.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, T.Tanida, M.Takeuchi, S.Shinkai: "Allosteric Silver(I) Ion binding with Peripheral π Clefts of a Ce(IV) Double Decker Porphyrin"Org.Lett.,. 2. 1803 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Yamamoto, A.Sugasaki, M.Ikeda, M.Takeuchi, K.Frimat, T.D.James, S.Shinkai: "Efficient Anion Binding to Cerium(IV) Bis(porphyrinate) Double Decker Utilizing Positive Homotropic Allosterism"Chem.Lett.. 520. (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Robertson, M.Ikeda, M.Takeuchi, S.Shinkai: "Allosteric Binding of K^+ to Crown Ether Macrocycles Appended to a Lanthanum Double Decker System"Bull.Chem.Soc.. 74. 883 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, M.Takeuchi, S.Shinkai, F.Tani, Y.Naruta: "Synthesis of New Diaryl-Substituted Triple-Decker and Tetraaryl-Substituted Double-Decker Lanthanum(III) Porphyrins and Their Porphyrin Ring Rotational Speed as Compared with that of Double-Decker Cerium(IV) Porphyrins"Bull.Chem.Soc.. 74. 739 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, A.Sugasaki, Y.Kubo, K.Sugiyasu, M.Takeuchi, S.Shinkai: "Porphyrin polygons : A New Synthetic Strategy for Cyclic Porphyrin Oligomers Utilizing a Porphyrin Double Decker Structure"Chem.Lett.. 1266. (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Sugasaki, K.Sugiyasu, M.Ikeda, M.Takeuchi, S.Shinkai: "First Successful Molecular Design of an Artificial Lewis Oligosaccharide Binding System Utilizing Positive Homotropic Allosterism"J.Am.Chem.Soc.. 123. 10239 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Kubo, M.Ikeda, A.Sugasaki, M.Takeuchi, S.Shinkai: "Porphyrin Tetramer for Positive Homotropic Allosteric Recognition System : Efficient Binding Information Transduction through Butadiynyl Axis Rotation"Tetrahedron Lett.. 42. 7435 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ayabe, A.Ikeda, Y.Kubo, M.Takeuchi, S.Shinkai: "A Dendritic Porphyrin Receptor for C_<60> Which Features a Profound Positive Allosteric Effect"Chem.Int.. 41.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Kubo, A.Sugasaki, M.Ikeda, K.Sugiyasu, K.Sonoda, A.Ikeda, M.Takeuchi, S.Shinkai: "Cooperative C_<60> Binding to a Porphyrin Tetramer Arranged around a p-Terphenyl Axis in 1: 2 Host-Guest Stoichiometry"Org.Lett.. 4. 925 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Ikeda, M.Takeuchi, S.Shinkai, F.Tani, Y.Naruta, S.Sakamoto, K.Ymaguchi: "Allosteric Binding of an Ag^+ Ion to Cerium(IV) Bis(pophyrinate)s Enhances the Rotational Activity of Porphyrin Ligands"Chem.Eur.J.. 8. 5541 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] O.Hirata, M.Yamamoto, K.Sugiyasu, Y.Kubo, M.Ikeda, M.Takeuchi, S.Shinkai: "Allosteric Saccharide Sensing by a Phenylboronic-acids-appended 5, 15-Bis(triarylethynyl)porphyrin"J.Supramol.Chem.. in press.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Yamashita, M.Ikeda, M.Takeuchi, S.Shinkai: "Electropolymerization of Bithienyl-Appended Cerium(III) Triple Decker Porphyrin Complex"Chem.Lett.. in press.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Takeuchi, M.Ikeda, A.Sugasaki, S.Shinkai: "Molecular Design of Artificial Molecular and Ion Recognition System with Allosteric Guest Responses"Acc.Chem.Res.. 34. 865 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] S.Shinkai, M.Ikeda, A.Sugasaki, M.Takeuchi: "Positive Allosteric Systems Designed on Dynamic Supramolecular Scaffolds : Toward Switching and Amplification of Guest Affinity and Selectivity"Acc.Chem.Res.. 34. 494 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Kubo et al.: "Cooperative C_<60> Binding to a Porphyrin Tetramer Arranged around a p-Terphenyl Axis in 1:2 Host-Guest Stoichiometry"Organic Letters. 4. 925 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Ayabe et al.: "A Dendritic Porphyrin Receptor for C_<60> Which Features a Profound Positive Allosteric Effect"Angewndte Chemie International Editiom. 41. 2790 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Yamamoto et al.: "Oligosaccharide binding to a boronic-acid-appended phenanthroline・Cu(I) complex which creates superstructural helicates and catenates"Tetrahedron. 58. 7258 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Ikeda et al.: "Allosteric Binding of Ag^+ Ion to Cerium(IV) Bis(pophyrinate)s Enhances the Rotational Activity of Porphyrin Ligands"Chemistry A European Journal. 8. 5541 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 池田 将: "分子機械を利用した非線形応答化学システムの構築"有機合成化学協会誌. 60. 1201 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Ikeda et al.: "Synthesis of New Diaryl-Substituted Triple-Decker and Tetraaryl-Substituted Double-Decker Lanthanum(III) Porphyrins and Their Porphyrin Ring Rotational Speed as Compared with that of Double-Decker Cerium(IV) Porpyrins"Bulletin of Chemical Society of Japan. 74. 739-746 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] A.Sugasaki et al.: "First Successful Molecular Design of an Artificial Lewis Oligosaccharide Binding System Utilizing Positive Homotropic Allosterism"Journal of American Chemical Society. 133. 10239-10244 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] M.Takeuchi et al.: "Molecular Design of Artificial Molecular and Ion Recognition System with Allosteric Guest Responses"Accounts of Chemical Research. 34. 865-873 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] S.Shinkai et al.: "Positive Allosteric Systems Designed on Dynamic Supramolecular Scaffolds : Toward Switching and Amplification of Guest Affinity and Selectivity"Accounts of Chemical Research. 34. 494-503 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Y.Kubo et al.: "Porphyrin Tetramer for Positive Homotropic Allosteric Recognition System : Efficient Binding Information Transduction through Butadiynyl Axis Rotation"Tetrahedron Letters. 42. 7435-7438 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] M.Ikeda et al.: "Allosteric Silver (I) Ion Binding with Peripheral π Clefts of a Ce (IV) Double Decker"Organic letters. 2. 1803-1805 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] M.Ikeda et al.: "Strong Positive Allosterism Which Appears in Molecular Recognition with Cerium (IV) Double Decker Porphyrins : Correlation between the Number of Binding Sites and Hill Coefficients"Supramolecular Chemistry. 11(In press). (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] A.Sugasaki et al.: "The First Example of Positive Allosterism in an Aqueous Saccharide-Binding System Designed on a Ce (IV) Bis (porphyrinate) Double Decker Scaffold"Tetrahedoron. 56. 4717-4723 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] A.Sugasaki et al.: "Novel Oligosaccharide Binding to Ce^N Bis (porphyrinate) Double Decker : Effective Amplification of Binding Signal through Positive Homotropic Allosterism"Angewandte Chemie International Edition. 39. 3839-3842 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 竹内 正之: "Uger Bulding-Block as a Fine-Tunable Link for Electron-Donor・Electrn-Ac-ceptor Couples"Bio.Med.Chem.Lett. 9・19. 3745-3748 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 水野 稔久: "Suger Sensing Using Chiral Salen-Co(II)Complex"Tetrahedron. 55・31. 9455-9468 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 木村 太郎: "Super-structures Can Be Constructed in Organogels from Combination of a Co-rnic-acid appended Bolaamphiphile with Chiral Diols"Tetrahedron Lett.. 40・36. 6631-6634 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 木嶋 秀臣: "Exploitation of a Novel'On-Off'Photoinduced Ekectron-Transfer(PET)Sensor against Conventional'Off-On'Pet Sensors"Chem.Commun.. -・19. 2011-2012 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 菅崎 敦司: "Effcient Chirality Transcription Utilizing a Cerium(IV)Double Decher Porphyrin:a Prototype for Development of a Mplecular Memory System"J.Chem.Soc.,Perkin Trans.1. -・22. 3259-3264 (1999)

    • Related Report
      1999 Annual Research Report

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