Glyphosate sensing in aqueous solutions by fluorescent zinc(ii) complexes of [9]aneN3-based receptors

• Published in: Dalton transactions : an international journal of inorganic chemistry Vol. 51; no. 22; pp. 8733 - 8742
• Main Authors: Garau, Alessandra, Picci, Giacomo, Bencini, Andrea, Caltagirone, Claudia, Conti, Luca, Lippolis, Vito, Paoli, Paola, Romano, Giammarco Maria, Rossi, Patrizia, Mariano Andrea Scorciapino
• Format: Journal Article
• Language: English
• Published: Cambridge Royal Society of Chemistry 07.06.2022
• Subjects: Aqueous solutions; Binding; Butyric acid; Coordination compounds; Fluorescence; Glycine; Herbicides; Metabolites; NMR; Nuclear magnetic resonance; Receptors; Substrates; Zinc compounds
• ISSN: 1477-9226; 1477-9234
• DOI: 10.1039/d2dt00738j

Herein we describe the binding abilities of Zn(ii) complexes of [12]aneN4- (L1) and [9]aneN3-based receptors (L2, L3) towards the herbicides N-(phosphonomethyl)glycine (glyphosate, H3PMG) and 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid (glufosinate, H2GLU), and also aminomethylphosphonic acid (H2AMPA), the main metabolite of H3PMG, and phosphate. All ligands form stable Zn(ii) complexes, whose coordination geometries allow a possible interaction of the metal center with exogenous anionic substrates. Potentiometric studies evidenced the marked coordination ability of the L2/Zn(ii) system for the analytes considered, with a preferential binding affinity for H3PMG over the other substrates, in a wide range of pH values. 1H and 31P NMR experiments supported the effective coordination of such substrates by the Zn(ii) complex of L2, while fluorescence titrations and a test strip experiment were performed to evaluate whether the H3PMG recognition processes could be detected by fluorescence signaling.