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Water-Soluble Sulfonate Schiff-Base Ligands as Fluorescent Detectors for Metal Ions in Drinking Water and Biological Systems.

ABSTRACT: The ability to detect and selectively identify trace amounts of metal ions is of major importance for drinking water identification and biological studies. Herein, we report a series of water-soluble Schiff-base ligands capable of being fluorescent and colorimetric sensors for metal ions. Upon coordination of the metal ion to the ligand, quenching of fluorescence is observed, typically in a 1:1 ratio. The selectivity of metal ions Cu²⁺, Ni²⁺, Cr₃₊, and Co₂₊ is exhibited via fluorescence quenching accompanied by colorimetric changes, whereas that of Ag⁺ and Co²⁺ is observed through colorimetric changes alone. Additionally, pH sensing studies were performed for the potential use of these ligands in biological applications.

SUBMITTER: Reimann MJ

PROVIDER: S-EPMC6649234 | biostudies-literature | 2019 Feb

REPOSITORIES: biostudies-literature

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Water-Soluble Sulfonate Schiff-Base Ligands as Fluorescent Detectors for Metal Ions in Drinking Water and Biological Systems.

Reimann Meredith J MJ Salmon Duncan R DR Horton Jacqueline T JT Gier Eric C EC Jefferies Latisha R LR

ACS omega 20190208 2

The ability to detect and selectively identify trace amounts of metal ions is of major importance for drinking water identification and biological studies. Herein, we report a series of water-soluble Schiff-base ligands capable of being fluorescent and colorimetric sensors for metal ions. Upon coordination of the metal ion to the ligand, quenching of fluorescence is observed, typically in a 1:1 ratio. The selectivity of metal ions Cu2+, Ni2+, Cr3+, and Co2+< ...[more]

PMID: 31459517

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Project description:A new family of dicopper(I) complexes [CuI2RL](X)2 (R=H, 1X, R=tBu, 2X and R=NO2, 3X, X=CF3SO3, ClO4, SbF6, or BArF, BArF=[B{3,5-(CF3)2C6H3}4]-), where RL is a Schiff-base ligand containing two tridentate binding sites linked by a xylyl spacer, has been prepared and characterized, and its reaction with O2 has been studied. The complexes were designed with the aim of reproducing structural aspects of the active site of type 3 dicopper proteins; they contain two three-coordinate copper sites and a rather flexible podand ligand backbone. The solid-state structures of 1ClO4, 2CF3SO3, 2ClO4, and 3BArF.CH3CN have been established by single-crystal X-ray diffraction analysis. 1ClO4 adopts a polymeric structure in the solid state while 2CF3SO3, 2ClO4, and 3BArF.CH3CN are monomeric. The complexes have been studied in solution by means of 1H and 19F NMR spectroscopy, which put forward the presence of dynamic processes. 1-3BArF and 1-3CF3SO3 in acetone react rapidly with O2 to generate metaestable [CuIII2(mu-O)2(RL)]2+ 1-3(O2) and [CuIII2(mu-O)2(CF3SO3)(RL)]+ 1-3(O2)(CF3SO3) species, respectively, that have been characterized by UV-vis spectroscopy and resonance Raman analysis. Instead, reaction of 1-3BArF with O2 in CH2Cl2 results in intermolecular O2 binding. DFT methods have been used to study the chemical identities and structural parameters of the O2 adducts, and the relative stability of the CuIII2(mu-O)2 form with respect to the CuII2(mu-eta2:eta2-O2) isomer. The reaction of 1X, X = CF3SO3 and BArF, with O2 in acetone has been studied by stopped-flow UV-vis exhibiting an unexpected very fast reaction rate (k=3.82(4)x10(3) M-1 s-1, DeltaH=4.9+/-0.5 kJ.mol-1, DeltaS=-148+/-5 J.K-1.mol-1), nearly 3 orders of magnitude faster than in the parent [CuI2(m-XYLMeAN)]2+. Thermal decomposition of 1-3(O2) does not result in aromatic hydroxylation. The mechanism and kinetics of O2 binding to 1X (X=CF3SO3 and BArF) are discussed and compared with those associated with selected examples of reported models of O2-processing copper proteins. A synergistic role of the copper ions in O2 binding and activation is clearly established from this analysis.

Dataset Information

Water-Soluble Sulfonate Schiff-Base Ligands as Fluorescent Detectors for Metal Ions in Drinking Water and Biological Systems.

Publications

Water-Soluble Sulfonate Schiff-Base Ligands as Fluorescent Detectors for Metal Ions in Drinking Water and Biological Systems.

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