Supramolecules I. Recognition of Mono- and Disaccharides with 1,8-Anilinonaphthalenesulfonic Acid as Fluorescence Probe in Cyclodextrin Cavities.

DOI
  • IMATA Hideo
    Department Industrial Chemistry, Faculty of Engineering, Tokyo Institute of Polytechnics
  • TAKAHASHI Keiko
    Department Industrial Chemistry, Faculty of Engineering, Tokyo Institute of Polytechnics
  • HATTORI Kenjiro
    Department Industrial Chemistry, Faculty of Engineering, Tokyo Institute of Polytechnics

Bibliographic Information

Other Title
  • 超分子I シクロデキストリン包接1,8‐アニリノナフタレンスルホン酸を蛍光プローブとした単糖,二糖の認識

Abstract

1, 8-Anilinonaphthalenesulfonic acid (ANS) was included in various cyclodextrin (CyD) cavities forming 1: 1 complexes in neutral aqueous solution. Addition of excess sucrose or arabinose to the solutions of ANS-CyD complexes changed the fluorescence intensity of ANS. The fluorescence intensity depended on the kind of CyD and saccharide. Decrease in the fluorescence intensity was observed only in the β-CyD-ANS-arabinose system. Remarkable increases were observed in the cases of γ-CyD-ANS-sucrose, β-CyD-ANS-sucrose, and the heptakis- (2, 6-di-O-methyl) -β-CyD-ANS-sucrose system, and slight increase in the γ-CyD-ANS-arabinose system. From the circular dichroism spectra and dependence of fluorescence intensity on saccharide concentration, saccharides seem to stay nearby the rim of the CyD cavity owing to hydrogen bonding between the hydroxyl groups of saccharides and those on the CyD rim, which makes the environment of the ANS molecule more hydrophobic and fluorescence intensity strong.

Journal

  • KOBUNSHI RONBUNSHU

    KOBUNSHI RONBUNSHU 52 (10), 639-643, 1995

    The Society of Polymer Science, Japan

Details 詳細情報について

  • CRID
    1390001206522098176
  • NII Article ID
    130004035048
  • DOI
    10.1295/koron.52.639
  • ISSN
    18815685
    03862186
  • Text Lang
    ja
  • Data Source
    • JaLC
    • Crossref
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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