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Application of 2-(3,5,6-trifluoro-2-hydroxy-4-methoxyphenyl)benzoxazole and -benzothiazole to fluorescent probes sensing pH and metal cations.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2001 Nov 2
Tanaka, K, Kumagai, T, Aoki, H, Deguchi, M, Iwata, S

2-(3,5,6-Trifluoro-2-hydroxy-4-methoxyphenyl)benzoxazole (3) and benzothiazole analogue (4) are prepared by the two-step procedures from the corresponding 2-(pentafluorophenyl)benzazoles. Benzoxazole 3 is applicable to a fluorescent probe sensing magnesium cation, and 4 is suitable for sensing zinc cation. Both fluorophores 3 and 4 are sensitive to the pH change at pH 7-8, resulting in large fluorescence enhancement under basic conditions. Their high sensitivity to pH and selectivity in metal cations are ascribed to the high acidity of the fluorophenol moiety.

中文翻译:

将2-(3,5,6-三氟-2-羟基-4-甲氧基苯基)苯并恶唑和-苯并噻唑应用于检测pH和金属阳离子的荧光探针。

2-(3,5,6-三氟-2-羟基-4-甲氧基苯基)苯并恶唑(3)和苯并噻唑类似物(4)是通过两步方法由相应的2-(五氟苯基)苯并唑制备的。苯并恶唑3适用于感测镁阳离子的荧光探针,而4适用于感测锌阳离子的荧光探针。荧光团3和4对pH 7-8的pH变化都敏感,因此在碱性条件下荧光增强很大。它们对pH值的高敏感性和在金属阳离子中的选择性归因于氟酚部分的高酸度。
更新日期:2017-01-31
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