Supramolecular association of dopamine with immobilized fluorescent probes.
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.
Raymo
Françisco M
FM
Center for Supramolecular Science, Department of Chemistry, University of Miami, Coral Gables, Florida 33146-0431, USA. fraymo@miami.edu
Cejas
Mabel A
MA
D001665:Binding Sites; D015374:Biosensing Techniques; D004298:Dopamine / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D017640:Silicates / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013499:Surface Properties
D005456:Fluorescent Dyes; D017640:Silicates; D004298:Dopamine