Trans-cis Photoisomerization of 1-Methyl-4-(4′-hydroxystyryl)pyridinium in inclusion complexes of β-cyclodextrin and its derivatives

Keita Hamasaki, Asao Nakamura, Akihiko Ueno, Fujio Toda

研究成果: Article査読

4 被引用数 (Scopus)

抄録

The effects of β-cyclodextrin (β-CyD), heptakis(2,6-di-O-methyl)-β-cyclodextrin (DMβCyD) and heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin (TMβCyD) on trans-cis photoisomerization of 1-ethyl-4-(4′-hydroxystyryl)pyridinium (POH) have been studied in aqueous solutions. The ratio of [cis]/[trans] for POH in the photostationary state at pH 8.54 was remarkably reduced by the presence of βCyD or DMβCyD. The reduction of the [cis]/[trans] ratio in the photostationary state was explained in terms of the shift of the equilibrium of POH+trans ⇌ POtrans + H- toward POtrans formation. The binding constants of βCyD and DMβCyD for POtrans were 2.00- and 1.36-fold larger than those for POH+trans, respectively. The binding constants of TMβCyD for both species are much smaller than those of βCyD and DMβCyD. This result indicates that POtrans, which has a betain structure, forms stable complexes with βCyD and DMβCyD with its hydrophobic parts inside and the charged parts outside the CyD cavities.

本文言語English
ページ(範囲)349-359
ページ数11
ジャーナルJournal of Inclusion Phenomena and Molecular Recognition in Chemistry
13
4
DOI
出版ステータスPublished - 1992 8 1
外部発表はい

ASJC Scopus subject areas

  • 食品科学
  • 化学 (全般)
  • 凝縮系物理学

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