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Water‐Soluble Nile Blue Derivatives: Syntheses and Photophysical Properties
Author(s) -
Jose Jiney,
Ueno Yuichiro,
Burgess Kevin
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200801104
Subject(s) - fluorescence , nile blue , aqueous solution , chemistry , nile red , absorption (acoustics) , photochemistry , dimethylformamide , water soluble , biomolecule , nuclear chemistry , organic chemistry , materials science , physics , biochemistry , quantum mechanics , solvent , composite material
Four water‐soluble 2‐hydroxy‐Nile Blue derivatives, 1 a , 1 b , 2 a , and 2 b , were prepared by condensation reactions performed under relatively mild conditions (90 °C, N , N ‐dimethylformamide with no added acid). These fluorescent probes had more favorable fluorescence characteristics than two known water‐soluble Nile Blue derivatives. Specifically, they were superior to the known dyes with respect to their quantum yields in aqueous media and the sharpness of their fluorescence emissions. Concentration‐dependant UV absorption and fluorescence emission studies indicated that the dyes did not aggregate in aqueous solution at concentrations of less than 1–4 μ M . The new water‐soluble materials 1 a , 1 b , 2 a , and 2 b emit in a desirable region of the fluorescence spectrum ( λ =670–675 nm). Overall they are potentially interesting for labeling biomolecules in aqueous environments.