Synthesis and photophysical properties of new fluorinated benzo[c]xanthene dyes as intracellular pH indicators. |
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Authors: | J Liu Z Diwu W Y Leung |
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Institution: | Molecular Probes, Inc., 4849 Pitchford Avenue, Eugene, OR 97402, USA. jixiangliu@probes.com |
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Abstract: | Two new fluorinated benzoc]xanthene dyes were synthesized by reaction of fluorinated 1,6-dihydroxynaphthalenes with 2,4- (and 2,5)-dicarboxy-3'-dimethylamino-2'-hydroxybenzophenone. The two critical fluorinated 1,6-dihydroxynaphthalene intermediates were prepared via a regioselective route. The fluorinated benzoc]xanthene dyes exhibit desired lower pK(a) values (6.4 and 7.2, respectively) than their parent compound (pK(a)=7.5) while the pH-dependent dual-emission characteristics are well retained. Their cell-permeable esters have been prepared for intracellular applications. |
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