Tautomerization of lumichrome promoted by supramolecular complex formation with cucurbit[7]uril

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28 Citations (Scopus)

Abstract

Addition of cucurbit[7]uril to an aqueous solution of lumichrome led to the formation of a new red-shifted band in both the absorption and fluorescence spectra indicating that binding to this rigid macrocyclic host facilitated the partial transformation into isoalloxazine-type structure. Global analysis of the results of spectrophotometric and spectrofluorometric titrations provided log K = 3.92 ± 0.06 for the logarithm of the equilibrium constant of 1:1 association. The dual fluorescence of the complex was quenched by protons in a diffusion-controlled process. Cucurbit[7]uril was found to exert negligible effect on the deprotonation of lumichrome in basic solution.

Original languageEnglish
Pages (from-to)47-51
Number of pages5
JournalJournal of Photochemistry and Photobiology A: Chemistry
Volume207
Issue number1
DOIs
Publication statusPublished - Sep 5 2009

Keywords

  • Fluorescence
  • Host-guest binding
  • Inclusion complex
  • Self-assembly
  • Tautomerization

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Physics and Astronomy(all)

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