Development of supramolecular saccharide sensors based on cyclodextrin complexes and self-assembling systems

Yuji Tsuchido, Shoji Fujiwara, Takeshi Hashimoto, Takashi Hayashita

Research output: Contribution to journalReview article

12 Citations (Scopus)

Abstract

Cyclodextrins (CDs) are water-soluble host compounds having nano-size hydrophobic cavities that enable them to incorporate organic molecules in water. Optically inert CDs can be efficiently combined with various types of chromoionophores and fluoroionophores. In this study, using diverse combinations of phenylboronic acid fluorescent sensors and azoprobes with CDs, the unique saccharide recognition functions of CD, chemically modified CD, and CD gel complexes based on their synergistic function are clarified, thereby confirming their use as supramolecular saccharide sensors. To realize novel supramolecular chirality, the twisted structure of two ditopic azoprobes inside the γ-CD chiral cavity is controlled by multi-point recognition of guest ions in water. As different types of supramolecular saccharide sensors, phenylboronic acidbased self-assembling systems are also reviewed.

Original languageEnglish
Pages (from-to)318-325
Number of pages8
JournalChemical and Pharmaceutical Bulletin
Volume65
Issue number4
DOIs
Publication statusPublished - 2017 Jan 1
Externally publishedYes

Keywords

  • Cyclodextrin (CD)
  • Phenylboronic acid
  • Saccharide recognition
  • Self-assembling system
  • Supramolecular chirality
  • Supramolecular sensor

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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