Bioorganic Compounds Research Group, Department of Chemistry, Universidad de los Andes, Carrera 1 No. 18A-10, Bogotá, Colombia.
Bioorganic Compounds Research Group, Department of Chemistry, Universidad de los Andes, Carrera 1 No. 18A-10, Bogotá, Colombia; Escuela de Ciencias Químicas, Facultad de Ciencias, Universidad Pedagógica y Tecnológica de Colombia UPTC, Avenida Central del Norte, Tunja, Colombia.
Talanta. 2020 Aug 1;215:120905. doi: 10.1016/j.talanta.2020.120905. Epub 2020 Mar 6.
Novel dual-mode colorimetric/fluorometric probes based on 3-dicyanovinylpyrazolo[1,5-a]pyrimidines for cyanide (CN) sensing have been developed (DPPa-c). These probes displayed high selectivity and sensitivity toward CN over other interfering anions, with a detection limit (LOD) as low as 610/170 nmol L (absorption/emission) for some of the prepared probes. After a reaction with CN, low-fluorescent DPPa-c showed a significant decrease of the intramolecular charge transfer (ICT) bands at approximately 390 nm (color changes from yellow to colorless) and exhibited up to an 82-fold fluorescence enhancement at approximately 465 nm (strong blue-light emission). The successive introduction of 4-anisyl (4-MeOPh) groups on periphery of the heterocyclic core had a dramatic influence on both the photophysical properties and CN detection capability. The number of channels for CN quantification in the absorption spectra increased from 1 in DPPa to 3 in DPPc. Moreover, the fluorescence emission LOD decreased from 300 nmol L in DPPa to 170 nmol L in DPPc. Finally, the selectivity toward CN demonstrated a notable improvement when the probe had three 4-anisyl groups in its periphery (i.e., DPPc).
基于 3-二氰基乙烯基吡唑并[1,5-a]嘧啶的新型双通道比色/荧光氰化物（CN）探针（DPPa-c）已被开发出来。这些探针对 CN 具有高选择性和灵敏度，相对于其他干扰阴离子，检测限（LOD）低至 610/170 nmol L（吸收/发射）对于一些制备的探针。与 CN 反应后，低荧光 DPPa-c 在大约 390 nm 处显示出强的分子内电荷转移（ICT）带的显著减少（颜色从黄色变为无色），并在大约 465 nm 处表现出高达 82 倍的荧光增强（强蓝光发射）。在杂环核的外围连续引入 4-甲氧基苯基（4-MeOPh）基团对光物理性质和 CN 检测能力都有很大的影响。在吸收光谱中用于 CN 定量的通道数从 DPPa 的 1 个增加到 DPPc 的 3 个。此外，荧光发射 LOD 从 DPPa 的 300 nmol L 降低到 DPPc 的 170 nmol L。最后，当探针在其外围具有三个 4-甲氧基苯基时，对 CN 的选择性有了显著提高（即 DPPc）。
