Fluorescein diether derivatives are stable masked fluorophores that have been shown to exhibit very low background fluorescence before an unmasking chemical reaction takes place. This makes them ideal candidates as substrates to investigate cytochrome P450 activity, but the derivatives are generally hydrophobic and the enzyme oxidation of the ether moiety can be sluggish. To address these issues, we are synthesizing a library of compounds starting from 2’,7’-dihalogenated 5-carboxyfluoresceins (1). Through a common leuco-dye intermediate (2), we can obtain a variety of diether substrates 3 to investigate cytochrome P450 activity.

Improving the efficiency of fluorescein diether cytochrome P450 substrates

249th National Meeting (2015)

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