Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 15, Issue 20, Pages 5096-5103Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200802751
Keywords
charge transfer; fluorescence spectroscopy; fluorescent probes; ketones; thiols
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Funding
- Chinese Ministry of Education [108167]
- National Science Foundation of China [20872032]
- Scientific Research Foundation for the Returned Overseas Chinese Scholars
- State Education Ministry
- Hunan University research funds
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Compound 1 was designed and synthesized as a new fluorescent thiol probe. Probe 1 was constructed on the basis of the conjugate 1,4-addition of thiols to alpha,beta-unsaturated ketones. Notably, probe 1 has suitable water solubility, which allows the sensing assay to be performed in water. Probe I is highly sensitive for thiols with a 211-fold fluorescence dynamic range and a low detection limit of 9.25 x 10(-7) M. The major features of probe 1 also include a high selectivity for thiols over other relevant biological species, excitation and emission in the visible region, rapid functioning at pH 7.4, and a good linear relationship between the fluorescence signal and the thiol concentration. Accordingly, these desirable characteristics may render probe 1 as potentially useful for biological applications.
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