Department of Applied Chemistry, Cochin University of Science and Technology, Kochi 22, Kerala, India.
Department of Chemistry, Saint Berchmans College, Changanassery, Kerala, India.
Bioorg Chem. 2023 Jul;136:106525. doi: 10.1016/j.bioorg.2023.106525. Epub 2023 Apr 6.
A novel fluorogenic sensor N-benzo[b]thiophen-2-yl-methylene-4,5-dimethyl-benzene-1,2-diamine (BTMPD) was synthesized and characterized by using spectroscopic methods including UV-visible, FT-IR, H NMR, C NMR, and mass spectrometry. The designed fluorescent probe, owing to its remarkable properties, behaves as an efficient turn-on sensor for the sensing of amino acid Serine (Ser). Also, the strength of the probe enhances upon the addition of Ser via charge transfer, and the renowned properties of the fluorophore were duly found. The sensor BTMPD shows incredible execution potential with respect to key performance indicators such as high selectivity, sensitivity, and low detection limit. The concentration change was linear ranging from 5 × 10 M to 3 × 10 M, which is an indication of the low detection limit of 1.74 ± 0.02 nM under optimal reaction conditions. Interestingly, the Ser addition leads to an increased intensity of the probe at λ = 393 nm which other co-existing species did not. The information about the arrangement and the features of the system and the HOMO-LUMO energy levels was found out theoretically using DFT calculations which is fairly in good agreement with the experimental cyclic voltammetry results. The fluorescence sensing using the synthesized compound BTMPD reveals the practical applicability and its application in real sample analysis.
一种新型的荧光传感器 N-苯并[b]噻吩-2-亚甲基-4,5-二甲基-苯-1,2-二胺(BTMPD)被合成并通过包括紫外可见光谱、傅里叶变换红外光谱、氢核磁共振、碳核磁共振和质谱在内的光谱方法进行了表征。所设计的荧光探针由于其显著的性质,表现出对氨基酸丝氨酸(Ser)的高效开环传感器。此外,通过电荷转移,探针的强度增强,并且荧光团的著名性质也得到了充分的体现。该传感器 BTMPD 在关键性能指标方面具有令人难以置信的执行潜力,例如高选择性、灵敏度和低检测限。在最佳反应条件下,浓度变化呈线性,范围从 5×10-6 M 到 3×10-6 M,这表明检测限低至 1.74±0.02 nM。有趣的是,丝氨酸的加入导致探针在 λ=393nm 处的强度增加,而其他共存物质则没有。使用 DFT 计算得出了关于系统的排列和特征以及 HOMO-LUMO 能级的信息,这与实验循环伏安法结果相当吻合。使用合成化合物 BTMPD 进行荧光传感显示了其实用性及其在实际样品分析中的应用。