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Cyclic peroxides and the thiobarbituric assay

N A Porter, J Nixon, R Isaac

    Biochimica Et Biophysica Acta
    |September 27, 1976
    PubMed
    Summary
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    Cyclic and acyclic peroxides react in the thiobarbituric acid test, forming a 532 nm absorbing species. A transient 450 nm intermediate is observed for all tested peroxidic compounds.

    Area of Science:

    • Analytical Chemistry
    • Organic Chemistry
    • Biochemistry

    Background:

    • Peroxides are reactive oxygen species implicated in various biological processes.
    • The thiobarbituric acid (TBA) test is a common assay for detecting lipid peroxidation products.
    • Understanding peroxide reactivity in assays is crucial for accurate biochemical analysis.

    Purpose of the Study:

    • To investigate the reactivity of various monocyclic and acyclic peroxides in the thiobarbituric acid test.
    • To characterize the spectral properties of reaction products and intermediates.
    • To elucidate the reaction mechanism of peroxide detection by TBA.

    Main Methods:

    • Testing of monocyclic peroxide compounds and acyclic hydroperoxides.
    • Spectrophotometric analysis of reaction products at 450 nm and 532 nm.

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  • Assay of autoxidation product mixtures of gamma-linolenic acid.

    • Main Results:

    • Cyclic peroxides with beta dioxygen functionality on non-tertiary carbons yielded positive TBA tests at 532 nm.
    • Acyclic unsaturated hydroperoxides from gamma-linolenic acid also tested positive.
    • All tested peroxidic compounds exhibited a transient 450 nm absorption, indicating a reaction intermediate, which converts to the 532 nm species.
    • Ferric ion addition enhanced the 532 nm absorbance for cyclic peroxides.

    Conclusions:

    • The thiobarbituric acid test detects specific peroxide structures, particularly cyclic peroxides with beta dioxygen functionality.
    • A common transient intermediate absorbing at 450 nm is formed during the TBA reaction with various peroxides.
    • This study provides insights into the reaction mechanism of the TBA assay for peroxides.