Host-guest interactions of coumarin-based 1,2-pyrazole using analytical and computational methods: Paper strip-based detection, live cell imaging, logic gates and keypad lock applications
Department of Chemistry, National Institute of Technology-Tiruchirappalli, Tamil Nadu, 620015, India
Sabeel M. Basheer
Department of Chemistry, National Institute of Technology-Tiruchirappalli, Tamil Nadu, 620015, India; Dr. Sabeel M Basheer, Department of Chemistry, School of Advanced Sciences, VIT-AP University, 522 237, Andhra Pradesh, India
Jebiti Haribabu
ATACAMA-OMICS, Facultad de Medicine, Universidad de, Los Carreras 1579, 1532502, Copiapo, Chile; Chennai Institute of Technology (CIT), Chennai 600069, India
K.N. Aneesrahman
Department of Chemistry, National Institute of Technology-Tiruchirappalli, Tamil Nadu, 620015, India
Vipin Manakkadan
Department of Chemistry, National Institute of Technology-Tiruchirappalli, Tamil Nadu, 620015, India
Department of Chemistry, National Institute of Technology-Tiruchirappalli, Tamil Nadu, 620015, India
Nattamai Bhuvanesh
Department of Chemistry, Texas A & M University, College Station, TX 77842, USA
Cesar Echeverria
ATACAMA-OMICS, Facultad de Medicine, Universidad de, Los Carreras 1579, 1532502, Copiapo, Chile
Juan F. Santibanez
Institute for Medical Research, National Institute of the Republic of Serbia, University of Belgrade, Belgrade, Serbia; Integrative Center for Biology and Applied Chemistry (CIBQA), Bernardo O'Higgins University, Santiago, Chile
Anandaram Sreekanth
Department of Chemistry, National Institute of Technology-Tiruchirappalli, Tamil Nadu, 620015, India; Corresponding author.
A novel Coumarin-based 1,2-pyrazole, HCPyTSC is synthesised and characterized. The chemosensor has been shown to have efficient colourimetric and fluorescence sensing capabilities for the quick and selective detection of fluoride and copper ions. At 376 and 430 nm, the HCPyTSC exhibits selective sensing for Cu2+ and F− ions. By examining the natural bond orbital (NBO) analysis and the potential energy curve (PES) of the ground state for the function of the C–H bond, it has been determined from the theoretical study at hand that the deprotonation was taken from the ‘CH’ proton of the pyrazole ring. For F− and Cu2+, the HCPyTSC detection limits were 4.62 nM and 15.36 nM, respectively. Similarly, the binding constants (Kb) for F− and Cu2+ ions in acetonitrile medium were found to be 2.06 × 105 M−1 and 1.88 × 105 M−1. Chemosensor HCPyTSC with and without F− and Cu2+ ions have an emission and absorption response that can imitate a variety of logic gates, including the AND, XOR, and OR gates. Additionally, a paper-based sensor strip with the HCPyTSC was created for use in practical, flexible F− sensing applications. The paper-based sensor was more effective in detecting F− than other anions. The effectiveness of HCPyTSC for the selective detection of F− in living cells as well as its cell permeability were examined using live-cell imaging in T24 cells.
