基于BODIPY荧光探针对Cu2+和焦磷酸根的连续识别

Fluorescent probe based on BODIPY for sequential recognition of Cu2+ and pyrophosphate

摘要:

以8-羟基喹啉-5-甲醛和吡啶-2, 6-二甲酸二甲酯为原料，合成了一种氟硼二吡咯(BODIPY)型荧光化学传感器Ⅰ，并通过FTIR、1HNMR、13CNMR和ESI-MS对其结构进行表征，利用紫外/荧光分光光度法研究了传感器Ⅰ的传感性能。结果表明，在V(DMF)∶V(水)=1∶4的介质中，传感器Ⅰ对Cu2+表现出明显的荧光猝灭响应，猝灭率高达97.7 %，检测限为5.7×10-8 mol/L。此外，配合物Ⅰ-Cu2+对PPi表现出明显的荧光增强响应，检测限为1.9×10-8 mol/L，表明传感器Ⅰ对Cu2+和PPi的识别检测具有较高的灵敏度和抗干扰能力。通过络合曲线和核磁滴定数据分析，得出传感器Ⅰ同Cu2+以及配合物Ⅰ-Cu2+对PPi的络合比均为1∶1。传感器Ⅰ对Cu2+和PPi的有效测试的pH范围是5~9，且循环响应测试可稳定进行4次。

Abstract:

In this study, a fluorescent chemosensor based on fluoroboron dipyrrole (BODIPY) (Ⅰ) has been synthesized using 8-hydroxyquinoline-5-carbaldehyde and dimethyl pyridine-2, 6-dicarboxylate as raw materials, and the structure was characterized by FT-IR, 1H NMR, 13C NMR and ESI-MS. The sensing performance of sensor Ⅰ was studied by UV-vis/fluorescence spectrophotometry. The results showed that: sensor Ⅰ showed an obviously “on-off” fluorescence response toward Cu2+ in V(DMF)∶V(water)=1∶4 solution, and the quenching efficiency reached a maximum of 97.7 %, and the detection limits of sensor Ⅰ toward Cu2+ was 5.7×10-8 mol/L. Moreover, complex Ⅰ-Cu2+ showed an obviously “off-on” fluorescence response toward PPi, and the detection limits was 1.9×10-8 mol/L. It shows that the sensor Ⅰ has high sensitivity and anti-interference ability in the recognition and detection of Cu2+ and PPi. Through Job's plot and 1HNMR titration data analysis, it is concluded that the binding stoichiometry of sensor Ⅰ toward Cu2+ and complex Ⅰ-Cu2+ toward PPi were 1∶1. The effective determination pH range sensor Ⅰ toward Cu2+ and PPi was from 5 to 9, and the cycle response test could reach more than 4 times.