Author, as appears in the article.: Ashraf, Abida; Khizar, Misbah; Islam, Muhammad; Hameed, Abdul; Moin, Syed Tarique; Yaqub, Muhammad; Rauf, Waqar; Naseer, Muhammad Moazzam; Ahsan, Muhammad Tayyeb; Shafiq, Zahid; Hussain, Javid; Al-Harrasi, Ahmed; Boque, Ricard; Jabeen, Farah; Mabood, Fazal;
Department: Química Analítica i Química Orgànica
URV's Author/s: Boqué Martí, Ricard
Keywords: “turn off” fluorescent Turn off fluorescent Substituent effect Sensor Selective detection Recognition Receptor Pyridopyrimidines Naked-eye detection Molecule Fluoride-ion Fluoride ion sensors Colorimetric Chemistry Binding Ability
Abstract: The synthesis of 2-hydroxybenzoyl pyridopyrimidines (M1-M4) has been carried out with 3-formyl chrome derivatives and 6-amino-1-methyluracil to employ them as anion chemosensors. Pyridopyrimidine-based compounds were studied as colorimetric and fluorescent receptors for anion sensing. The observations with naked eye and the data obtained by UV-visible, fluorescence and H-1 NMR spectroscopy demonstrated selectivity for fluoride, acetate and cyanides among the pool of different anions. However, the spectral data involving fluoride anion showed particularly sharp and strong interactions. In sensing process, the binding of pyridopyrimidine amino (NH) and hydroxyl groups (OH) via hydrogen bonding F center dot center dot center dot center dot H-N/-O induced the colorimetric and turn off fluorescent response. The binding mode of action was further studied by H-1 NMR titrations that supported gradual deprotonation mechanism. The fluoride ion detection limit was in the range of 3.51 x 10(-8) M to 1.77 x 10(-6) M for probes M1-M4 and were lower than the maximum permissible concentration of F- ion in drinking water (5.3 x 10(-3) M) set by World Health Organization (WHO) that was found to be influenced by the nature of aromatic substituents. Theoretical study of receptor interactions with fluoride anion via O-H and N-H groups was also carried out at the quantum mechanical level. (C) 2019 Elsevier Ltd. All rights reserved.
Thematic Areas: Statistics and probability Química Psicología Medicina iii Materiais Interdisciplinar Instruments & instrumentation Instrumentation Geociências Farmacia Engineering, multidisciplinary Engenharias iv Engenharias iii Engenharias ii Electrical and electronic engineering Education Condensed matter physics Ciências biológicas ii Ciências ambientais Ciência da computação Biotecnología Astronomia / física Applied mathematics Administração pública e de empresas, ciências contábeis e turismo
licence for use: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 02632241
Author's mail: ricard.boque@urv.cat
Author identifier: 0000-0001-7311-4824
Record's date: 2023-02-22
Papper version: info:eu-repo/semantics/acceptedVersion
Link to the original source: https://www.sciencedirect.com/science/article/abs/pii/S0263224119311315
Papper original source: Measurement. 151 (107267):
APA: Ashraf, Abida; Khizar, Misbah; Islam, Muhammad; Hameed, Abdul; Moin, Syed Tarique; Yaqub, Muhammad; Rauf, Waqar; Naseer, Muhammad Moazzam; Ahsan, Muha (2020). Synthesis of sensitive novel dual Signaling pyridopyrimidine-based fluorescent "turn off" chemosensors for anions determination. Measurement, 151(107267), -. DOI: 10.1016/j.measurement.2019.107267
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Article's DOI: 10.1016/j.measurement.2019.107267
Entity: Universitat Rovira i Virgili
Journal publication year: 2020
Publication Type: Journal Publications
Repositori URV