Page 104 - 《精细化工》2021年第10期
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第 38 卷第 10 期                            精   细   化   工                                 Vol.38, No.10
             2021 年 10 月                             FINE CHEMICALS                                  Oct.  2021


              功能材料
                                                                                   2+
                               基于 BODIPY 荧光探针对 Cu 和

                                          焦磷酸根的连续识别



                                                        孟宪娇

                                         (山西农业大学  基础部,山西  晋中  030801)

                 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
                                   1
                                           13
                 传感器Ⅰ,通过 FTIR、 HNMR、 CNMR 和 ESI-MS 对其结构进行了表征,利用紫外/荧光分光光度法研究了传
                                                                                2+
                 感器Ⅰ的传感性能。结果表明,在 V(DMF)∶V(水)=1∶4 介质中,传感器Ⅰ对 Cu 表现出明显的荧光猝灭响应,
                                             –8
                                                                   2+
                 猝灭率高达 97.7%,检测限为 5.7×10  mol/L。此外,配合物Ⅰ-Cu 对焦磷酸根(PPi)表现出明显的荧光增强响应,
                                                     2+
                              –8
                 检测限为 1.9×10  mol/L,表明传感器Ⅰ对 Cu 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
                                                    2+
                                                                   2+
                 线和核磁滴定数据分析,得出传感器Ⅰ同 Cu 以及配合物Ⅰ-Cu 对 PPi 的络合物质的量比均为 1∶1。传感器Ⅰ
                      2+
                 对 Cu 和 PPi 测试的有效 pH 范围为 5~9,且循环响应测试可稳定进行 4 次。
                                              2+
                 关键词:氟硼二吡咯;荧光探针;Cu ;焦磷酸根;连续识别;功能材料
                 中图分类号:TQ422+.2;TP212.3;S951.4+2      文献标识码:A      文章编号:1003-5214 (2021) 10-2034-09
                       Fluorescent probe based on BODIPY for sequential recognition
                                                   2+
                                            of Cu  and pyrophosphate
                                                     MENG Xianjiao
                           (Basic Sciences Depart, Shanxi Agricultural University, Jinzhong 030801, Shanxi, China)


                 Abstract: A fluorescent chemical sensor based on fluoroboron dipyrrole (BODIPY) (Ⅰ) was synthesized
                 using 8-hydroxyquinoline-5-carbaldehyde and dimethyl pyridine-2, 6-dicarboxylate as raw materials. The
                                                        13
                                                1
                 structure was characterized by FTIR,  HNMR,  CNMR and ESI-MS. The sensing performance of sensor
                 Ⅰwas studied by UV-Vis/fluorescence spectrophotometry. The results showed that sensorⅠhad obviously
                                                2+
                 “on-off” fluorescence  response to Cu  in  V(DMF)∶V(water)=1∶4 solution.  The  quenching efficiency
                                                                                        –8
                                                                             2+
                 reached a maximum of 97.7%, and the detection limit of sensorⅠto Cu was 5.7×10  mol/L. Moreover,
                             2+
                 complexⅠ-Cu   exhibited  obviously “off-on” fluorescence response to pyrophosphate  (PPi)  with a
                                      –8
                 detection limit of 1.9×10  mol/L, indicating that sensorⅠpossessed high sensitivity and anti-interference
                                                   2+
                                                                        1
                 ability in recognition and detection of Cu  and PPi. Job′s plots and  HNMR titration data revealed that the
                                                   2+
                                                                    2+
                 complexing mole ratios of sensorⅠto Cu  and complexⅠ-Cu  to PPi were 1∶1. The effective pH range
                               2+
                 of sensorⅠto Cu and PPi was in the range from 5 to 9, and the cycle response test could reach 4 times.
                                                              2+
                 Key words: fluoroboron dipyrrole; fluorescent probe; Cu ; PPi; sequential recognition; functional materials
                   2+
                 Cu 作为人体中含量较多的过渡金属,其含量                         症和威尔逊氏病等疾病的发生              [2-3] 。因此,对于 Cu  2+
                                                     [1]
            的多少对生命体的健康起着至关重要的作用 。例                             的识别检测也引起了广泛关注              [4-6] 。PPi 作为三磷酸
                   2+
            如,Cu 含量过低容易引起贫血和骨质疏松症等疾                            腺苷(ATP)主要的水解产物之一,参与着人体内多种
                      2+
            病,而 Cu 含量过高又会导致与神经相关的帕金森                           至关重要的反应过程,异常的含量往往会引发多种

                 收稿日期:2021-05-14;  定用日期:2021-09-23; DOI: 10.13550/j.jxhg.20210493
                 基金项目:山西农业大学科技创新项目(2020BQ18);山西省优秀博士来晋工作奖励(SXYBKY2019046);山西省高等学校创新项目
                 (2020L0140)
                 作者简介:孟宪娇(1987—),女,讲师,E-mail:513091702@qq.com。
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