Departamento de Sistemas Físicos, Químicos y Naturales, Universidad Pablo de Olavide, Ctra. Utrera km. 1, 41013 Seville, Spain.
LAQV-REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, 4169-007 Porto, Portugal.
Molecules. 2023 Jan 5;28(2):568. doi: 10.3390/molecules28020568.
We report the use of a carboxylated pyrrolidine-fused chlorin (TCPC) as a fluorescent probe for the determination of glutathione (GSH) in 7.4 pH phosphate buffer. TCPC is a very stable, highly emissive molecule that has been easily obtained from meso-tetrakis(4-methoxycarbonylphenyl) porphyrin (TCPP) through a 1,3-dipolar cycloaddition approach. First, we describe the coordination of TCPC with Hg(II) ions and the corresponding spectral changes, mainly characterized by a strong quenching of the chlorin emission band. Then, the TCPC-Hg complex exhibits a significant fluorescence turn-on in the presence of low concentrations of the target analyte GSH. The efficacy of the sensing molecule was tested by using different TCPC:Hg concentration ratios (1:2, 1:5 and 1:10) that gave rise to sigmoidal response curves in all cases with modulating detection limits, being the lowest 40 nM. The experiments were carried out under physiological conditions and the selectivity of the system was demonstrated against a number of potential interferents, including cysteine. Furthermore, the TCPC macrocycle did not showed a significant fluorescent quenching in the presence of other metal ions.
我们报告了使用羧基化吡咯烷并氯（TCPC）作为荧光探针在 7.4 pH 磷酸盐缓冲液中测定谷胱甘肽（GSH）的方法。TCPC 是一种非常稳定、高发光的分子，可通过 1,3-偶极环加成方法从间四（4-甲氧基羰基苯基）卟啉（TCPP）中轻松获得。首先，我们描述了 TCPC 与 Hg(II)离子的配位及其相应的光谱变化，主要表现为叶绿素发射带的强烈猝灭。然后，在低浓度目标分析物 GSH 的存在下，TCPC-Hg 配合物表现出显著的荧光开启。通过使用不同的 TCPC:Hg 浓度比（1:2、1:5 和 1:10）测试了传感分子的功效，所有情况下都得到了类正弦响应曲线，检测限最低为 40 nM。实验在生理条件下进行，并证明了该系统对包括半胱氨酸在内的许多潜在干扰物的选择性。此外，TCPC 大环在存在其他金属离子时没有表现出明显的荧光猝灭。
