Characterization and catechole oxidase activity of a family of copper complexes coordinated by tripodal pyrazole-based ligands

Marion, Ronan; Zaarour, Moussa; Qachachi, N. A.; Saleh, Nidal; Justaud, Frédéric; Floner, Didier; Lavastre, Olivier; Geneste, Florence

doi:10.1016/j.jinorgbio.2011.07.020

Cited by 25 publications

(31 citation statements)

References 37 publications

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“…Figure 4 The curve is nonlinear, as previously observed with a Bis(2,2'-bipyridil) copper(II) chloridemodified electrode [27]. The kinetics behavior of the catalyst that is of Michaelis-Menten type [17] can explain the shape of the calibration curve. As expected the reaction rate rapidly increased with the concentration of dopamine leading to an increase of the electrochemical signal and grows more slowly when the substrate/catalyst ratio is too high, limiting the formation of quinone in the vicinity of the electrode surface.…”

Section: Calibration Curve and Detection Limitsupporting

confidence: 60%

“…It involves the formation of a copper(II)catecholate complex [17]. The reaction of these species with dioxygen results in the two-electron reduction of O 2 and release of H 2 O 2 and a quinone molecule.…”

Section: Methodsmentioning

confidence: 99%

“…was prepared as previously reported [17]. All solutions were prepared with ultrapure water (18.2 MΩ, Millipore Simplicity).…”

Section: Reagents and Materialsmentioning

confidence: 99%

“…We have previously developed a simple synthetic method to prepare mononuclear copper complexes based on N-tripodal ligands for biomimetic catalysis of catechol oxidase [16,17].…”

Section: Introductionmentioning

confidence: 99%

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Monocopper complex based on N-tripodal ligand immobilized in a Nafion® film for biomimetic detection of catechols: Application to dopamine

Boulkroune

Lemaire

Chibani

et al. 2016

Electrochimica Acta

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complex based on Ntripodal ligand immobilized in a Nafion® film for biomimetic detection of catechols: Application to dopamine. Electrochimica Acta, Elsevier, 2016, 221, pp.80-85 AbstractA complex based on bis-pyrazolyl N-tripodal ligand known to present a good catalytic activity for the oxidation of 3,5-di-tert-butylcatechol is used to prepare a novel biomimetic sensor for the determination of catechol derivatives. The modified electrode prepared by encapsulation of the complex in a Nafion ® film leads to an electrochemical signal 4.4 times higher than with a glassy carbon electrode for dopamine detection in pH 7 medium. After optimization of the conditions used to immobilize the catalyst on the electrode surface, a calibration curve was obtained with linearity in the range of 30 to 320 mol L -1 and a detection limit of 8 mol L -1 .The sensor was not affected by ascorbic acid and uric acid in similar concentrations to dopamine and its electrochemical response was stable after 40 determinations. The biomimetic sensor can also be used for the detection of other catechol derivatives.

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Section: Calibration Curve and Detection Limitsupporting

confidence: 60%

Section: Methodsmentioning

confidence: 99%

“…was prepared as previously reported [17]. All solutions were prepared with ultrapure water (18.2 MΩ, Millipore Simplicity).…”

Section: Reagents and Materialsmentioning

confidence: 99%

“…We have previously developed a simple synthetic method to prepare mononuclear copper complexes based on N-tripodal ligands for biomimetic catalysis of catechol oxidase [16,17].…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Monocopper complex based on N-tripodal ligand immobilized in a Nafion® film for biomimetic detection of catechols: Application to dopamine

Boulkroune

Lemaire

Chibani

et al. 2016

Electrochimica Acta

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“…[4][5][6][7] Numerous model compounds for this enzyme have been reported. 4,[8][9][10][11][12][13] All over these works, the effect of various structural factors on the catecholase activity has been analyzed, but up to now there are no concluding results that could recognize the structural features that enhance catalytic activity. One of the ways to understand the nature of the multicopper enzymes is the construction and characterization of model compounds.…”

Section: -3mentioning

confidence: 99%

Tetrameric Self-Assembly of a Cu(II) Complex Containing Schiff-Base Ligand and Its Unusually High Catecholase-like Activity

Sarkar¹,

Lee²,

Hong³

et al. 2013

Bulletin of the Korean Chemical Society

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We report a new tetrameric supramolecular Cu(II) complex (Cu 4 L 4 = tetrakis(N,N'-bis(salicylidene)-2,2'-ethylenedianiline)Copper(II)) with a Schiff-base ligand (H 2 L = N,N'-bis (salicylaldimine)-1,2-ethylenediamine) containing two N,O-bidentate chelate groups. Though the copper sites of Cu 4 L 4 are non-coupled, the complex exhibits a unsually high catecholase-like activity (k cat = 935 h −1 ) when the Cu 4 L 4 solution is treated with 3,5-di-tert-butylcatechol (3,5-DTBC) at basic condition in the presence of air. Combined information obtained from UV-VIS and EPR measurements could lead the suggestion of the reaction pathway in which the substrate may bind to Cu(II) ions by anti-anti didentate bridging mode.

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Copper(II) and Sodium(I) Complexes based on 3,7‐Diacetyl‐1,3,7‐triaza‐5‐phosphabicyclo[3.3.1]nonane‐5‐oxide: Synthesis, Characterization, and Catalytic Activity

Mahmoud

Silva

Śliwa

et al. 2018

Chemistry An Asian Journal

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The reaction of 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane (DAPTA) with metal salts of Cu or Na /Ni under mild conditions led to the oxidized phosphane derivative 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane-5-oxide (DAPTA=O) and to the first examples of metal complexes based on the DAPTA=O ligand, that is, [Cu (μ-CH COO) (κO-DAPTA=O)] (1) and [Na(1κOO';2κO-DAPTA=O)(MeOH)] (BPh ) (2). The catalytic activity of 1 was tested in the Henry reaction and for the aerobic 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO)-mediated oxidation of benzyl alcohol. Compound 1 was also evaluated as a model system for the catechol oxidase enzyme by using 3,5-di-tert-butylcatechol as the substrate. The kinetic data fitted the Michaelis-Menten equation and enabled the obtainment of a rate constant for the catalytic reaction; this rate constant is among the highest obtained for this substrate with the use of dinuclear Cu complexes. DFT calculations discarded a bridging mode binding type of the substrate and suggested a mixed-valence Cu /Cu complex intermediate, in which the spin electron density is mostly concentrated at one of the Cu atoms and at the organic ligand.

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Characterization and catechole oxidase activity of a family of copper complexes coordinated by tripodal pyrazole-based ligands

Cited by 25 publications

References 37 publications

Monocopper complex based on N-tripodal ligand immobilized in a Nafion® film for biomimetic detection of catechols: Application to dopamine

Monocopper complex based on N-tripodal ligand immobilized in a Nafion® film for biomimetic detection of catechols: Application to dopamine

Tetrameric Self-Assembly of a Cu(II) Complex Containing Schiff-Base Ligand and Its Unusually High Catecholase-like Activity

Copper(II) and Sodium(I) Complexes based on 3,7‐Diacetyl‐1,3,7‐triaza‐5‐phosphabicyclo[3.3.1]nonane‐5‐oxide: Synthesis, Characterization, and Catalytic Activity

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