Synthesis and photophysical properties of new fluorinated benzo[c]xanthene dyes as intracellular pH indicators

被引：119

作者：

Liu, JX

Diwu, ZJ

Leung, WY

机构：

[1] Mol Probes Inc, Eugene, OR 97402 USA

[2] Mol Devices Inc, Sunnyvale, CA 94089 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2001年 / 11卷 / 22期

关键词：

D O I：

10.1016/S0960-894X(01)00595-9

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Two new fluorinated benzo[c]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 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-dependent dual-emission characteristics are well retained. Their cell-permeable esters have been prepared for intracellular applications. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：2903 / 2905

页数：3

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