Three-dimensional structure of the inclusion complex between phloridzin and β-cyclodextrin

Yasuko Ishizuka, Masako Fujiwara, Kenji Kanazawa, Tadashi Nemoto, Ken ichi Fujita, Hiroshi Nakanishi

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

The inclusion of phloridzin into β-cyclodextrin was studied as a model of molecular recognition in membranes. Effects on 1H NMR spectra and NOE correlational peaks between phloridzin and β-cyclodextrin were observed in the complex. Strong NOEs were observed between hydrogens of a phenol group in phloridzin and β-cyclodextrin. The three-dimensional structure of the inclusion complex between phloridzin and β-cyclodextrin was simulated with distance constraints estimated by the intensity of NOE peaks using the DADAS90 programs. Two inclusion possibilities were suggested - the large rim of β-cyclodextrin as an entrance of the inclusion and the small rim of β-cyclodextrin as the entrance. In both cases, the phenol group of phloridzin was included in the hydrophobic space of β-cyclodextrin.

Original languageEnglish
Pages (from-to)1737-1743
Number of pages7
JournalCarbohydrate Research
Volume337
Issue number19
DOIs
Publication statusPublished - 2002 Oct 11

Keywords

  • Distance geometry
  • Inclusion
  • NOE
  • Phloridzin
  • β-cyclodextrin

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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