Mechanistic evaluation of hematin action as a horseradish peroxidase biomimetic on the 4-aminoantipyrine/phenol oxidation reaction

Córdoba, Agostina; Alasino, Noelia; Asteasuain, Mariano; Magario, Ivana; Ferreira, Marı́a Luján

doi:10.1016/j.ces.2015.02.031

Cited by 15 publications

(11 citation statements)

References 41 publications

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“…Quinoneimide formation catalyzed by hematin at neutral pH was already demonstrated in a prior work [46]. As suspected, hematin also showed peroxidase activity in borate buffer of pH 8.…”

Section: Catalatic and Peroxidatic Activitiessupporting

confidence: 71%

“…The influence of the solvent in the peroxidatic activity of metal complexes was evaluated through the phenol/4-aminoantipyrine/H 2 O 2 reaction at room temperature in plastic cuvettes [46]. The reaction started by the one-time addition of H 2 O 2 , the cuvette was capped and inverted three times before being placed in the cup holder.…”

Section: Peroxidatic Activity Testmentioning

confidence: 99%

“…On the other hand, peroxidatic action was inhibited in these solvents' mixtures with hematin as catalyst. The dielectric constants of the applied mixtures of solvents are lower in comparison to aqueous solution, thus promoting homolytic cleavage of the O-O of H 2 O 2 [73] however, according to the peroxidatic mechanism, an heterolytic cleavage is required to give the oxoperferryl π-cation radical Fe(IV)=O (i.e., mimicked compound I) responsible of the hydrogen abstraction of the phenol molecule [46]. Fig.…”

Section: Catalatic and Peroxidatic Activitiesmentioning

confidence: 99%

“…On the other hand, peroxidase activity of a metal complex can be simply checked by the straightforward and well established 4-aminoantypirine/phenol test, in which a purple quinoneimide adduct, is built on phenoxy and 4-aminoantypirine radicals pairing [46]. The evolution of peaks at 330 nm and 510 nm in UV/visible spectra of a reacting system are used to identify the quinoneimide adduct.…”

Section: Introductionmentioning

confidence: 99%

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Application of metal complexes as biomimetic catalysts on glycerol oxidation

Parodi

Merlo

Córdoba

et al. 2020

Molecular Catalysis

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“…Quinoneimide formation catalyzed by hematin at neutral pH was already demonstrated in a prior work [46]. As suspected, hematin also showed peroxidase activity in borate buffer of pH 8.…”

Section: Catalatic and Peroxidatic Activitiessupporting

confidence: 71%

Section: Peroxidatic Activity Testmentioning

confidence: 99%

Section: Catalatic and Peroxidatic Activitiesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Application of metal complexes as biomimetic catalysts on glycerol oxidation

Parodi

Merlo

Córdoba

et al. 2020

Molecular Catalysis

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“…Therefore, the main interest in the compounds synthesized in this study is their behavior in the oxidizing environment and whether hydrogen peroxide can be activated through the oxidation of phenolic compounds and aromatic amines. In nature, many reactions involving the activation of hydrogen peroxide for the oxidation of organic substrates are triggered by enzymes called peroxidases . Despite the efficiency of these enzymes in oxidizing phenolic or amine compounds, they present some limitations, including denaturation and high costs …”

Section: Introductionmentioning

confidence: 99%

Peroxidase activity of new mixed‐valence cobalt complexes with ligands derived from pyridoxal

Fontana

Siqueira

Ceolin

et al. 2019

Applied Organom Chemis

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New mixed‐valence cobalt complexes with ligands derived from pyridoxal were synthesized and characterized, and their application as mimetics of the peroxidase enzyme was investigated. Single‐crystal X‐ray diffraction was used to analyze all complex structures in the solid state and their electrochemical behavior was investigated. A reactivity pattern was observed in the complex synthesis regarding the cobalt compounds from which analogous zwitterionic derivatives were obtained. The importance of these compounds lies in understanding their behavior in an oxidizing environment and evaluating whether they can activate hydrogen peroxide to oxidize phenolic compounds. In nature, enzymes called peroxidases, which efficiently oxidize phenolic compounds, trigger many reactions involving the activation of hydrogen peroxide to oxidize organic substrates. However, these enzymes present several disadvantages, including denaturation and elevated costs. Therefore, these limitations can be overcome by expanding research into the study of synthetic catalysts for the oxidation of phenolic compounds using hydrogen peroxide, which is a highly relevant field of bioinorganic chemistry.

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