pH fluorescent probes: Chlorinated fluoresceins

被引:31
作者
Ge, Feng-Yan [1 ,2 ]
Chen, Li-Gong [3 ]
机构
[1] Donghua Univ, Coll Chem & Chem Engn, Shanghai 201620, Peoples R China
[2] Donghua Univ, Minist Educ, Key Lab Ecotext, Shanghai 201620, Peoples R China
[3] Tianjin Univ, Sch Chem Engn & Technol, Tianjin 300072, Peoples R China
关键词
fluorescent probe; chlorinated fluorescein; synthesis; fluorescent properties; pH-sensitive properties;
D O I
10.1007/s10895-007-0305-y
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A series of regiospecific chlorinated fluoresceins have been synthesized by the reaction of the regiospecific chlorinated resorcinols with chlorinated phthalic anhydride. The regioisomers were successfully separated by chromatography. The photophysical properties of the obtained chlorinated fluoresceins were examined and found their absorption and emission maxima at long wavelength with high fluorescence quantum yield. Especially, pH-dependent properties of chlorinated fluoresceins have been studied in detail. These compounds show strongly pH-sensitive range of 3.5-7.0, and have lower pK(a) values than fluorescein. Furthermore, their fluorescent intensity could reach the maximum in the physiological environment of pH range 6.8-7.4. Due to higher fluorescence quantum yield and lower pK(a) values, chlorinated fluoresceins will be expected to be used as excellent pH fluorescent probes for pH measurement of the acidic cell.
引用
收藏
页码:741 / 747
页数:7
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