State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou 730000, China.
J Org Chem. 2017 Jun 16;82(12):6259-6267. doi: 10.1021/acs.joc.7b00850. Epub 2017 Jun 8.
A series of fluorescence "turn-on" probes (PY, AN, NA, B1, and B2) have been developed and successfully applied to detect cyanide anions based on the Michael addition reaction and FRET mechanism. These probes demonstrated good selectivity, high sensitivity, and very fast recognition for CN. In particular, the fluorescence response of probe NA finished within 3 s. Low limits of detection (down to 63 nM) are also obtained in these probes with remarkable fluorescence enhancement factors. In addition, fluorescence colors of these probes turned to blue, yellow, or orange upon sensing CN. In UV-vis mode, all of them showed ratiometric response for CN. H NMR titration experiments and TDDFT calculations were taken to verify the mechanism of the specific reaction and fluorescence properties of the corresponding compounds. Moreover, silica gel plates with these probes were also fabricated and utilized to detect cyanide.
一系列荧光“开启”探针(PY、AN、NA、B1 和 B2)已经被开发出来,并成功地应用于基于迈克尔加成反应和 FRET 机制的检测氰根阴离子。这些探针表现出良好的选择性、高灵敏度和对 CN 的快速识别能力。特别是探针 NA 的荧光响应在 3 秒内完成。这些探针的检测限也很低(低至 63 nM),具有显著的荧光增强因子。此外,这些探针在检测到 CN 时荧光颜色变为蓝色、黄色或橙色。在紫外可见模式下,它们都对 CN 表现出比率响应。1 H NMR 滴定实验和 TDDFT 计算被用来验证特定反应的机制和相应化合物的荧光性质。此外,还制备了带有这些探针的硅胶板,并用于检测氰化物。