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Article

Interaction of Sulfur Dioxide, Polyphenols, and Oxygen in a Wine-Model System: Central Role of Iron and Copper

John C. Danilewicz
Am J Enol Vitic.  2007  58: 53-60  ; DOI: 10.5344/ajev.2007.58.1.53
John C. Danilewicz
44 Sandwich Road, Ash, Canterbury, Kent CT3 2AF, United Kingdom.
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  • For correspondence: john{at}danilewicz.freeserve.co.uk
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  • Figure 1
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    Figure 1

    The effect of iron and copper and 4-MeC on the reaction rate of SO2 in the wine-model system.

  • Figure 2
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    Figure 2

    The effect of 4-MeC concentration on the reaction rate of SO2 in the presence of Fe (5 mg/L) and Cu (0.15 mg/L) in the wine-model system.

  • Figure 3
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    Figure 3

    The relationship between 4-MeC concentration and the initial rate of SO2 reaction derived from Figure 2.

  • Figure 4
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    Figure 4

    The effect of Fe and Cu concentration on the reaction rate of SO2 in the presence of 4-MeC (1.2 g/L) in the wine-model system.

  • Figure 5
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    Figure 5

    The effect of different polyphenols (9.67x 10−3 M) on the reaction rate of SO2 in the presence of Fe (5 mg/L) and Cu (0.15 mg/L) in the wine-model system.

  • Figure 6
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    Figure 6

    Uptake of SO2 by a red wine (Mouton Cadet, Bordeaux) under the model-wine conditions. Mean of duplicate determinations. The average difference of any determination from the mean was 0.92% with a maximum difference of 1.96%.

  • Scheme 1
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    Scheme 1

    Formation of sulfite radicals: radical chain initiation and redox cycling of iron.

  • Scheme 2
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    Scheme 2

    Radical chain propagation in bisulfite oxidation. One oxygen molecule and a total of two bisulfite ions react on each turn of the cycle.

  • Scheme 3
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    Scheme 3

    Possible mechanism for the reaction of SO2 with hydrogen peroxide.

  • Scheme 4
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    Scheme 4

    Oxidation of a catechol by Fe(III).

  • Scheme 5
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    Scheme 5

    The Fenton reaction: oxidation of ethanol.

  • Scheme 6
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    Scheme 6

    The scavenging of hydrogen peroxide formed by the oxidation of catechols by SO2, so preventing oxidation of ethanol by the Fenton reaction.

  • Scheme 7
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    Scheme 7

    Scavenging of peroxomonosulfate radicals by catechols so preventing radical chain propagation, which results in inhibition of SO2 autoxidation.

  • Scheme 8
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    Scheme 8

    Redox cycling of copper and iron while catalyzing the oxidation of catechols to produce quinones and hydrogen peroxide.

  • Scheme 9
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    Scheme 9

    Possible reactions of bisulfite ions with quinones.

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Interaction of Sulfur Dioxide, Polyphenols, and Oxygen in a Wine-Model System: Central Role of Iron and Copper
John C. Danilewicz
Am J Enol Vitic.  2007  58: 53-60  ; DOI: 10.5344/ajev.2007.58.1.53
John C. Danilewicz
44 Sandwich Road, Ash, Canterbury, Kent CT3 2AF, United Kingdom.
  • Find this author on Google Scholar
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  • Search for this author on this site
  • For correspondence: john{at}danilewicz.freeserve.co.uk

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Interaction of Sulfur Dioxide, Polyphenols, and Oxygen in a Wine-Model System: Central Role of Iron and Copper
John C. Danilewicz
Am J Enol Vitic.  2007  58: 53-60  ; DOI: 10.5344/ajev.2007.58.1.53
John C. Danilewicz
44 Sandwich Road, Ash, Canterbury, Kent CT3 2AF, United Kingdom.
  • Find this author on Google Scholar
  • Find this author on PubMed
  • Search for this author on this site
  • For correspondence: john{at}danilewicz.freeserve.co.uk
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