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Kinetic study of the quenching reaction of singlet oxygen by biological hydroquinones and related compounds

Biochimica et Biophysica Acta (BBA) - Bioenergetics, ISSN: 0005-2728, Vol: 1183, Issue: 2, Page: 323-326
1993
  • 22
    Citations
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  • 7
    Captures
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Metrics Details

  • Citations
    22
    • Citation Indexes
      22
  • Captures
    7

Article Description

The rate of quenching of 1 O 2 by 5 kinds of biological hydroquinone, such as ubiquinol-10 ( 1 ), ubiquinol-0 ( 2 ), α-, β- and γ-tocophenol hydroquinones (plastoquinol model) ( 3–5 ) and six structurally related hydroquinones has been measured spectrophotometrically in ethanol at 35°C. The result indicates that the overall rate constants, k Q ( k Q = k q + k r hysical quenching + chemical reaction), increase as the total electron-donating capacity of the alkyl substituents on the aromatic ring increases. The log of the rate constants, k Q, was found to correlate with their peak oxidation potentials, E p ; the hydroquinones which have smaller E p values show higher reactivities. The rates ( k Q ) of quenching of 1 O 2 by biological hydroquinones 1–5 were found to be 23–55% smaller than that by α-tocopherol, which has the highest antioxidant activity among natural tocophenols and related phenols. However, the difference in the rate constants is less than one order of magnitude. The result suggests that these biological hydroquinones may relate to the quenching of the singlet oxygen in biological systems.

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