Effect of binding and conformation on fluorescence quenching in new 2',7'-dichlorofluorescein derivatives.
[structure: see text] Symmetrical and unsymmetrical 2',7'-dichlorofluorescein (DCF) derivatives have been synthesized by means of Mannich reactions and an aromatic Claisen rearrangement. NMR and fluorescence spectroscopic studies reveal the correlation between the conformations, the photoinduced electron transfer mechanism, and fluorescent intensities of these DCF derivatives. Two quenching nitrogen atoms cooperatively and reversibly suppress the fluorescence of the chromophore.
Sparano
Brian A
BA
Department of Chemistry, University of Pittsburgh, 219 Parkman Avenue, Pittsburgh, Pennsylvania 15260, USA.
Shahi
Shatrughan P
SP
Koide
Kazunori
K
D001665:Binding Sites; D004579:Electron Transport; D005452:Fluoresceins / Q000138:chemical synthesis*; D005453:Fluorescence; D015394:Molecular Structure; D010777:Photochemistry; D013050:Spectrometry, Fluorescence / Q000379:methods
D005452:Fluoresceins; C037631:2',7'-dichlorofluorescein