- Synthesis of novel fluorinated coumarins: Excellent UV-light excitable fluorescent dyes
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Two new fluorinated fluorescent dyes, 6,8-difluoro-7-hydroxy-4- methylcoumarin (Marina Blue(TM)) and 3-carboxy-6,8-difluoro-7- hydroxycoumarin (Pacific Blue(TM)), exhibit excellent photophysical properties among a series of novel fluorinated 7-hydroxycoumarins. Most of these fluorinated coumarins have quantum yields (0.63 to 0.89) equal to or higher than that of the parent compound (0.63), which, in combination with their lower pK(a)S and higher photostability, make them superior fluorescent dyes for use as reporter molecules in biological systems.
- Sun, Wei-Chuan,Gee, Kyle R.,Haugland, Richard P.
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- A Practical Synthesis of 6,8-Difluoro-7-hydroxycoumarin Derivatives for Fluorescence Applications
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A practical synthesis for 6,8-difluoro-7-hydroxycoumarin-3-carboxylic acid - one of the most widely used coumarin fluorescence imaging dye for bioconjugation - is reported. The synthesis was optimized for a preparative scale to obtain 14 g of the fluoresc
- Kerkovius, Jeff K.,Menard, Frederic
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p. 1622 - 1629
(2016/05/24)
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- Derivatives of 6,8-difluoro-7-hydroxycoumarin
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The present invention comprises 6,8-difluoro-7-hydroxycoumarins and derivatives of 6,8-difluoro-7-hydroxycoumarins, including reactive dyes, dye-conjugates and enzyme substrates. These fluorine-substituted fluorescent dyes typically possess greater photostability and lower pH sensitivity in the physiological pH range than their nonfluorinated analogs, exhibit less fluorescence quenching when conjugated to a substance, possess absorption and emission spectra that closely match those of their nonfluorinated analogs, and also exhibit higher quantum yields than their nonfluorinated analogs.
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