XLI.—The constitution of a new dibasic acid, resulting from the oxidation of tartaric acid

Fenton, H. J. H.

doi:10.1039/ct8966900546

Cited by 39 publications

(17 citation statements)

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“…In addition, wine is generally stored in the dark or in darkened bottles to prevent photooxidation. Fenton indicates that the colorimetric response from this fundamental reaction does not appreciably happen without light [11], however with current spectrophotometric instruments, the reaction can be followed without the acceleration from light. The work presented here will also explore a special condition where Fe(II) is equimolar to oxygen, 265 μM, which leads a deeper understanding of the chemical reaction, component limitation and the underlying kinetics.…”

Section: Autoxidation and Kinetics Of Tartaric Acidmentioning

confidence: 99%

The Kinetics of Autoxidation in Wine

Coleman¹,

Stuchebrukhov²,

Boulton³

2022

Recent Advances in Chemical Kinetics

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The kinetics of autoxidation in wine begins with Fenton (1876) who observed that tartaric acid could be oxidized in the presence of iron without peroxide if left in air. Rodopulo (1951) demonstrated that iron tartrate complexes added to wine promoted more extensive oxygen consumption than the molar equivalent of inorganic ferrous or ferric salts. The role of iron complexes in the activation of oxygen, the formation of reactive oxygen species and the initiation of autoxidation are crucial for understanding wine oxidation kinetics. Mechanisms based on hydroxyl radicals versus the ferryl species are likely to have different oxidation products of wine components based on pH effects. The ferryl ion, hydroxyl radical, and tartaric acid radical are proposed as key intermediates in the proposed general mechanism for hydrogen peroxide formation and the autoxidation of wine components. A quantitative kinetic description is presented for the autoxidation of tartaric acid and extended to other acid components as potential ligands. This chapter explores the theoretical considerations of iron complexes formation, oxygen activation, an autoxidative mechanism, and experimental measurements of tartaric acid oxidation as the basis of autoxidation in wine.

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Section: Autoxidation and Kinetics Of Tartaric Acidmentioning

confidence: 99%

The Kinetics of Autoxidation in Wine

Coleman¹,

Stuchebrukhov²,

Boulton³

2022

Recent Advances in Chemical Kinetics

View full text Add to dashboard Cite

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“…In the vast majority of living organisms, decreased iron acquisition due to low iron concentration or impaired uptake limits growth and fitness. In contrast, an excess of iron can have detrimental effects associated with the production of toxic free radicals through the Fenton-Haber Weiss reaction (Fenton, 1896;Haber and Weiss, 1932). In plants and animals, excessive free iron also increases vulnerability to pathogens (Bullen et al, 1991;Jones and Wildermuth, 2011), and for this reason, iron sequestration is considered a universal innate antimicrobial defense (Dellagi et al, 2005;Hood and Skaar, 2012;Kieu et al, 2012).…”

Section: Introductionmentioning

confidence: 92%

Intracellular siderophore but not extracellular siderophore is required for full virulence in Metarhizium robertsii

Donzelli

Gibson

Krasnoff

2015

Fungal Genetics and Biology

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“…Specifically, Fenton- and Haber-Weiss-type reactions generate reactive oxygen species (ROS), which attack proteins and cause them to undergo iron-catalyzed, oxidative damage. The hydroxyl radical (HO•), superoxide radical anion (O 2 • − ), and hydrogen peroxide (H 2 O 2 ) can all be produced in aqueous solutions of iron salts (2, 3), depending on the absence, presence and identity of chelating ligands. Even metalloenzymes that normally perform redox reactions can “misfire” producing ROS.…”

Section: Introductionmentioning

confidence: 99%

A mutant light-chain ferritin that causes neurodegeneration has enhanced propensity toward oxidative damage

Baraibar

Barbeito

Muhoberac

et al. 2012

Free Radical Biology and Medicine

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Intracellular inclusion bodies (IBs) containing ferritin and iron accumulation are hallmarks of hereditary ferritinopathy (HF). This neurodegenerative disease is caused by mutations in the coding sequence of the ferritin light chain (FTL) gene that generate FTL polypeptides with a C-terminus that is altered in amino acid sequence and length. Previous studies of ferritin formed with p.Phe167SerfsX26 mutant FTL (Mt-FTL) subunits found disordered 4-fold pores, iron mishandling, and pro-aggregative behavior, as well as a general increase in cellular oxidative stress when expressed in vivo. Herein we demonstrate that Mt-FTL is also a target of iron-catalyzed oxidative damage in vitro and in vivo. Incubation of recombinant Mt-FTL ferritin with physiological concentrations of iron and ascorbate resulted in shell structural disruption and polypeptide cleavage not seen with the wild type, as well as a 2.5-fold increase in carbonyl group formation. However, Mt-FTL shell disruption and polypeptide cleavage were completely inhibited by addition of the radical trap 5,5-dimethyl-1-pyrroline N-oxide. These results indicate an enhanced propensity of Mt-FTL toward free radical-induced, oxidative damage in vitro. We also found evidence of extensive carbonylation in IBs from a patient with HF together with isolation of a C-terminal Mt-FTL fragment, which are both indicative of oxidative ferritin damage in vivo. Our data demonstrate an enhanced propensity of mutant ferritin to undergo iron-catalyzed, oxidative damage and support this as a mechanism causing disruption of ferritin structure and iron mishandling that contributes to the pathology of HF.

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XLI.—The constitution of a new dibasic acid, resulting from the oxidation of tartaric acid

Cited by 39 publications

References 0 publications

The Kinetics of Autoxidation in Wine

The Kinetics of Autoxidation in Wine

Intracellular siderophore but not extracellular siderophore is required for full virulence in Metarhizium robertsii

A mutant light-chain ferritin that causes neurodegeneration has enhanced propensity toward oxidative damage

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