Autor según el artículo: 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;
Departamento: Química Analítica i Química Orgànica
Autor/es de la URV: Boqué Martí, Ricard
Palabras clave: “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
Resumen: 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.
Áreas temáticas: 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
Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 02632241
Direcció de correo del autor: ricard.boque@urv.cat
Identificador del autor: 0000-0001-7311-4824
Fecha de alta del registro: 2023-02-22
Versión del articulo depositado: info:eu-repo/semantics/acceptedVersion
Enlace a la fuente original: https://www.sciencedirect.com/science/article/abs/pii/S0263224119311315
Referencia al articulo segun fuente origial: Measurement. 151 (107267):
Referencia de l'ítem segons les normes 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
URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
DOI del artículo: 10.1016/j.measurement.2019.107267
Entidad: Universitat Rovira i Virgili
Año de publicación de la revista: 2020
Tipo de publicación: Journal Publications
Repositori URV