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

1990 Fiscal Year Final Research Report Summary

Development of Molecular Recognition Sensing Systems Using Frmation of Intra- and Inter-moleulcar Excimer

Research Project

Project/Area Number 01470086
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionTohoku University

Principal Investigator

OSA Tetsuo  Tohoku University, Pharmaceutical Institute, Professor, 薬学部, 助教授 (10010753)

Co-Investigator(Kenkyū-buntansha) KOBAYASHI Nagao  Tohoku University, Pharmaceutical Institute, Instractor, 薬学部, 助手 (60124575)
UENO Akihiko  Tohoku University, Pharmaceutical Institute, Associate Professor, 薬学部, 助教授 (50091658)
Project Period (FY) 1989 – 1990
KeywordsMolecular Recognition Sensor / Intramolecular Excimer / Intermolecular Excimer / Modified Cyclodextrin / Pyrene / Naphthalene / Fluorescence / Cholic acid
Research Abstract

We have carried out the following studies to attain our objects of the titled project.
1. We have prepared gamma-cyclodextrin (gamma-CD) derivatives bearing a 1-pyrenebutyric acid (1-PBA) or a 1-pyrenecarboxylic acid (1-PA) moiety at one of primary or secondary hydroxyl groups. Among the gamma-CD derivatives gamma-CDs substituted with 1-PBA at primary hydroxyl side capable of forming a stable association dimer have been applicable to a novel sensing system with which cholic acid derivatives could be detected down to the order of muM, because they showed enormous decrease in excimer emission and increase in monomer emission. The responses for guests were found to be affected theiize, shape, and polarity.
2. We have prepared three and four regioisomers of beta-and gamma-CD derivatives, respectivelty, possessing two naphthalene moieties which can form excimer intramolecularly, and revealed mutual location between the fluorophores and their orientations in and out of the CD cavity. In addition, we have carried out a basic investigation using the compounds as molecular recognizing sensors. The formation of the intramolecular excimers was affected by the addition of guest ; the excimer fluorescence of some of the CD derivatives was increased and, in others cases, the same guest weakened the excimer fluores cence with different intensities. These results suggest that fractional and simultanious detection for the compounds can be realized by using a system in which CD derivatives are involved as multipe sensor elements.
3. We have prepared beta-CD derivatives bearing dansyl and ferrocene moiety acting as a flurorescence and a dichroic probes, respectively, and have revealed that they were applicable to molecular recognizing sensing sensing system. We have also found that azobenzene-modified gamma-CD whose guest binding ability can be changed by photochemical cis-trans isomerization acts as a photoswitchable muiti-response molecular recognizing sensor.

  • Research Products

    (26 results)

All Other

All Publications (26 results)

  • [Publications] Akihiko Ueno: "Association Dimers,Excimers,and Inclusion Complexes of PyreneーAppnded γーCyclodextrins" J.Am.Chem.Soc.111. 6391-6397 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Akihiko Ueno: "HostーGuest Sensory System for Detecticting a Variety of Organic Compounds by Variations in Pyrene Excimer Fluorescence Intensities" Chem.Lett.1059-1062 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Iwao Suzuki: "Marked Differences in Molecular Association Behavior between Two Regioisomers of γーCyclodextrin Derivatives Bearing a Pyrenecarbonyl Moiety at Cー2 and Cー3" Chem.Lett.2013-2016 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Akihiko Ueno: "HostーGuest Sensory System of DansylーModified βーCyclodextrin for Detecting Steroidal compounds by Dansyl Fluorescence" Chem.Lett.605-608 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Akihiko Ueno: "Inclusion Complexes and EーZ photoisomerization of βーCyclodextrin Bearing an Azobenzene Pendant" J.Chem.Soc.,Perkin trans.2. 1067-1072 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Akihiko Ueno: "Supra Molecules and Molecular Recognition" Kagaku to Kogyo. 43. 1226-1230 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Akihko Ueno: "HostーGuest Sensory Systems for Detecting Organic Compounds by Pyrene Excimer Fluorescence" Anol.Chem.62. 2461-2466 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Mitsuru Fukushima: "Photocontrol of Molecular Association attained by Azobenzeneーmodified Cyclodextrin." J.Chem.Soc.,Chem.Commun.,. 15-17 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Shingo Minato: "Detection of Neutral Organic Compounds by Excimerーforming Bichromophoric γーCyclodextrins" J.Chem.Soc.,Chem.Commun.107-108 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Qiang Cheng: "Detection of Steroidal Compounds by Guest Induced Circular Dichroism Variations of Ferroceneーmodified βーCyclodextrin" Makromol.Chem.,Rapid.Commun.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Shingo Minato: "Intramolecular Excimer Formation and Molecular Recognition of Modified Cyclodextrins Appended by Two Naphthalene Rings" Photochem.Photobiol.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Mitsuru Fukushima: "Photoswitchable Multiーresponse sensor of Azobenzenemodified γーCyclodextrin for Detecting Organic compounds" Chem.Lett.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 上野 昭彦,長 哲郎: "修飾シクロデキストリンのホスト・ゲスト化学 「包接化合物の基礎と応用」第1章" エヌ・ティ-・エス, 34 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A. Ueno, I. Suzuki, and T. Osa: "Association Dimers, Excimers, and Inclusion Complexes of Pyrene-Appended gamma-Cyclodextrins" J. Am. Chem. Soc.111. 6391-9397 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Ueno, I. Suzuki, and T. Osa: "Host-Guest Sensory System for Detecting a Variety of Organic Compounds by Variations in Pyrene Excimer and Monomer Fluorescence Intensities" Chem. Lett.,. 1059-1062 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] I. Suzuki, A. Ueno, and T. Osa: "Marked Differences in Molecular Association Behavior between Two Regioisomers of gamma-Cyclodextrin Derivatives Bearihg a Pyrenecarbonyl Moiety at C-2 and C-3" Chem. Lett.2013-2016 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Ueno, S. Minato, I. Suzuki, M. Fukushima, M. Ohkudo, T. Osa, F. Hamada, and K. Murai: "Host-Guest Sensory System of Dansy-Modified beta-Cyclodextrin for Detecting Steroidal Compounds by Dansyl Fluorescence" Chem. Lett.,. 605-608 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Ueno, M. Fukushima, and T. Osa: "Inclusion Complexes and E-Z Phtoisomerization of betaーCycloextrin Bearing an Azobenzene Pendant" J. Chem. Sos. Perkin Trans. 2. 1067-1072 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Ueno: "Supra Molecules and Molecular Recognition" Kagaku to Kogto,. 43. 1226-1230 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Ueno, I. Suzuki, and T. Osa: "Host-Guest Sensory Systems for Detecting Organic Compounds by Pyrene Excimer Fluorescence" Anal. Chem.,. 62. 2461-2466 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Fukushima, T. Osa, and A. Ueno: "Photocontrol of Molecular Association attained by Azobenzene-modified Cylodextrin" J. Chem. Soc. Chem. Commun.,. 15-17 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Minato, T. Osa, and A. Ueno: "Detection of Neutral Organic Compounds by Excimer-forming Bichromophric gamma Cyclodextrins" J. Chem. Soc. Chem. Commun.,. 107-108 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Q. Cheng, I. Suzuki, A. Ueno, and T. Osa: "Detection of Steroidal Compounds by Guest Induced Circular Dichroism Variations of Ferrocene-modified beta-Cyclodextrin" Makromol. Chem., Rapid. Commun.,.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Minato, T. Osa, M, morita, A. Nakamura, H. Ikeda, and F. Toda: "Intramolecular Excimer Formation and Molecular Recognition of Modified Cyclodextrins Appended by Two Naphthalene Rings" Photochem. Photobiol.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Fukushima, T. Osa, and A. Ueno: "Photoswitchable Multi-response Sensor of Azobenzene-modified gamma-Cyclodextrin for Detecting Organic Compounds" Chem. Lett.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Ueno and T. Osa: NTS,. Host-Guest Chemistry of Modified Cyclodextrins in Hosetsukagaku no kiso to Oyou, Edited by F. Toda, Chapter 1, (1989)

    • Description
      「研究成果報告書概要(欧文)」より

URL: 

Published: 1993-08-12  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi