A novel benzothiophene incorporated Schiff base acting as a ?turn-on? sensor for the selective detection of Serine in organic medium

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, 1H NMR, 13C 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 x 10-8 M to 3 x 10- 7 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 lambda = 393 nm which other coexisting species did not. The information about the arrangement and the features of the system and the HOMOLUMO 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.

Automated summary

A novel fluorogenic sensor BTMPD was synthesized and characterized by spectroscopic methods. The sensor showed high selectivity, sensitivity, and low detection limit for the sensing of amino acid Serine. The detection range was linear and the detection limit was found to be 1.74+/- 0.02 nM under optimal conditions. The theoretical calculations using DFT provided information about the system arrangement and features, which was in good agreement with experimental results. The practical applicability of BTMPD in fluorescence sensing and real sample analysis was demonstrated.