Supramolecular association of dopamine with immobilized fluorescent probes

Françisco M. Raymo, Mabel A. Cejas

Research output: Contribution to journalArticle

26 Scopus citations

Abstract

We have designed a two-step procedure to coat silica particles with fluorescent 2,7-diazapyrenium dications. The electron-deficient character of the dications encourages the association of dopamine at the particle/water interface. The supramolecular event produces a significant decrease in the fluorescence intensity. Model binding studies with catechol and propylamine revealed that the interfacial complexation of dopamine is dominated by the interaction of its electron-rich dioxyarene fragment with the electron-deficient fluorophore in neutral aqueous environments.

Original languageEnglish (US)
Pages (from-to)3183-3185
Number of pages3
JournalOrganic letters
Volume4
Issue number19
DOIs
StatePublished - Sep 19 2002

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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