Detection of small molecular toxins using azacalix[4]arene architecture and its theoretical investigations

0544271 - ÚFCH JH 2022 RIV NL eng J - Článek v odborném periodiku
Dey, S. - Modi, Krunal M. - Panchal, U. - Jain, V. K.
Detection of small molecular toxins using azacalix[4]arene architecture and its theoretical investigations.
Journal of Molecular Liquids. Roč. 337, SEP 2021 (2021), č. článku 116337. ISSN 0167-7322. E-ISSN 1873-3166
Institucionální podpora: RVO:61388955
Klíčová slova: Azacalix[4]arene * Dual responsive probe * Molecular sensor * Monocrotophos * N-methyl-4-nitroaniline
Obor OECD: Physical chemistry
Impakt faktor: 6.633, rok: 2021
Způsob publikování: Omezený přístup

We demonstrate an azacalix[4]arene based bifunctional probe, viz. bisnaphthylated-azacalix[4]arene (BNAC) for the selective recognition of molecular toxins such as monocrotophos (MCP) and N-methyl-4-nitroaniline (MNA). The photophysical properties, especially the emission studies were introduced for monitoring the host–guest complexation. Noteworthy, the emission responses of the host exclusively alter according to the functionalities attached to the guest molecules. For instance, MCP being electron-rich enhances the emission intensity of BNAC upon complexation by donating electrons to the electrophilic sites of the receptor. Inversely, MNA having electron-withdrawing nitro groups readily interacts with the highly conjugated naphthalene rings and suppresses the emission maxima of the receptor through photoinduced electron transfer (PET). Job's plot reveals both MNA and MCP exhibit 1:1 stoichiometry upon complexation with BNAC. Computational studies including molecular docking and DFT calculations were carried out to predict the binding affinity, plausible host–guest interactions and to investigate the binding mechanism.
Trvalý link: http://hdl.handle.net/11104/0321295