一种在乙醇-水溶液中具有“关-开-关”切换功能的选择性、灵敏性、比色和荧光探针，用于氟离子和 Cu(II) 离子的接力识别。
A selective, sensitive, colorimetric, and fluorescence probe for relay recognition of fluoride and Cu(II) ions with "off-on-off" switching in ethanol-water solution.
机构信息
State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, People's Republic of China.
出版信息
J Org Chem. 2012 Oct 19;77(20):9072-80. doi: 10.1021/jo301548v. Epub 2012 Oct 2.
Anion to cation relay recognition was designed and realized for the first time with sequence specificity (F(-)→Cu(2+)) via a fluorescence "off-on-off" mechanism. Probe 1 was a highly selective, sensitive, and turn-on chemodosimeter for F(-) through a specific cyclization reaction triggered by the strong affinity of fluoride toward silicon with a significant change of fluorescence color in both ethanol and ethanol-water (1:1, v/v) solution. Fluorescence enhancement factors were dramatic: 833-fold in ethanol and 164-fold in ethanol-water (1:1, v/v) solution, respectively. The in situ system generated from the sensing of F(-) showed good relay recognition ability for Cu(2+) via fast fluorescence quenching by the formation of a 1:1 complex in ethanol-water (1:1, v/v) solution. The isolated pure compound 2 also exhibited high selectivity toward Cu(2+) in PBS buffer (pH = 7.0) solution. The origin of this sequence specificity of fluorescence recognition was disclosed through the crystal or optimized structures and DFT calculations of corresponding compounds.
首次通过序列特异性（F(-)→Cu(2+)）设计并实现了阴离子到阳离子的接力识别，通过荧光“关-开-关”机制实现。探针 1 是一种高选择性、高灵敏度的开环化学传感器，用于 F(-)，通过氟化物与硅的强亲和力触发的特定环化反应，在乙醇和乙醇-水（1:1，v/v）溶液中的荧光颜色均发生显著变化。荧光增强因子分别为 833 倍和 164 倍。从 F(-)感应产生的原位体系在乙醇-水（1:1，v/v）溶液中通过形成 1:1 配合物快速荧光猝灭，表现出对 Cu(2+)良好的接力识别能力。分离得到的纯化合物 2 在 PBS 缓冲液（pH = 7.0）溶液中也对 Cu(2+)表现出高选择性。通过相应化合物的晶体或优化结构和 DFT 计算揭示了这种荧光识别序列特异性的起源。
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