Jx. Liu et al., Synthesis and photophysical properties of new fluorinated benzo[c]xanthenedyes as intracellular pH indicators, BIOORG MED, 11(22), 2001, pp. 2903-2905
Two new fluorinated benzo[c]xanthene dyes were synthesized by reaction of f
luorinated 1,6-dihydroxynaphthalenes with 2,4- (and 2,5)-dicarboxy-3'-dimet
hylamino-2'-hydroxybenzophenone. The two critical fluorinated 1,6-dihydroxy
naphthalene intermediates were prepared via a regioselective route. The flu
orinated benzo[c]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-de
pendent dual-emission characteristics are well retained. Their cell-permeab
le esters have been prepared for intracellular applications. (C) 2001 Elsev
ier Science Ltd. All rights reserved.