Recently a new assay method that can quantify the singlet oxygen absorption capacity (SOAC) of antioxidants (AOs) and food extracts was proposed. Singlet oxygen (1O2) quenching rates (kQ) and the relative SOAC values were measured for many carotenoids and phenolic AOs in ethanol/chloroform/D2O (50 : 50 : 1, v/v/v) solution at 35oC using UV-vis spectrophotometry. It has been clarified that the SOAC method is useful to evaluate the 1O2-quenching activity of lipophilic and hydrophilic AOs having 5 orders of magnitude different rate constants (kQ). Measurements of the kQ and SOAC values were also performed for 39 kinds of food extracts. The results indicate that the SOAC method is useful to evaluate the 1O2-quenching activity of food extracts having two orders of magnitude different kQ values. Further, the kQ values for the reaction of 1O2 with 8 carotenoids and 8 vitamin E homologues were measured in an aqueous Triton X-100 (5.0 wt %) micellar solution (pH 7.4). Results obtained demonstrate that the kQ values of AOs in homogeneous and heterogeneous solutions vary notably depending on (i) polarity (dielectric constant (e)) of the reaction field between AOs and 1O2, (ii) local concentration of AOs, and (iii) mobility of AOs in solution. Measurements of kQ and SOAC values in a micellar solution may be useful for evaluating the 1O2-quenching activity of AOs in biological systems. Furthermore, measurements of the SOAC values were performed for 32 kinds of food extracts using a microplate reader. The SOAC assay method was validated by inter-laboratory validation study due to 14 laboratories.

/pdf/antioxidant-activity-of-foods-development-of-singlet-oxygen-3meifyydoh.pdf

Antioxidant Activity of Foods: Development of Singlet Oxygen Absorption Capacity (SOAC) Assay Method

Recently, singlet-oxygen (1O2) quenching and aroxyl-radical (ArO·) scavenging rates (kQ and kS, respectively) of eight vegetable oils were measured in the ethanol/chloroform/D2O solution. Furthermore, the kQ and kS values and concentrations of four tocopherols and four tocotrienols contained in the vegetable oils were measured. In this study, the concentrations of nine fatty acids (including stearic, oleic, linoleic, and linolenic acids) comprising the above-mentioned eight vegetable oils were determined by gas chromatography. The kQ and kS values for ethyl stearate, ethyl oleate, ethyl linoleate, methyl linolenate, and glyceryl trioleate in the ethanol/chloroform/D2O solution were measured by UV-vis spectrophotometry. Based on the results obtained for the above-mentioned fatty acid esters, the kQ and kS values were estimated for nine fatty acids. Furthermore, comparisons of kQ values observed for the vegetable oils with the sum of the product {∑kQAO-i [AO-i]} of the kQAO-i values obtained for each antioxidant-i (AO-i) and the concentrations ([AO-i]) of AO-i (i.e., four tocopherols (& four tocotrienols) and nine fatty acids) contained in vegetable oils were performed. Based on the results, a detailed comparison of the contributions of the tocopherols (and tocotrienols) and the fatty acids to the 1O2-quenching rate constants (kQ) was performed. This indicated that both the tocopherols (and tocotrienols) and the fatty acids contribute to the 1O2- quenching. A similar comparison was conducted for the ArO· -scavenging rate constants (kS). The results suggested that only the tocopherols (and tocotrienols) contained in the oils contributed to the ArO· -scavenging, with negligible contribution from the fatty acids.

Kinetic Study of Singlet-Oxygen Quenching and Aroxyl-Radical Scavenging Activities of Vitamin E Homologs and Fatty Acids Present in Vegetable Oils.

A kinetic study of the reaction of singlet oxygen (1O2) with eight vegetable oils 1-8 containing different concentrations of tocopherols (Tocs) and tocotrienols (Toc-3s) was performed. The second-order rate constants (kQ) for the reaction of 1O2 with vegetable oils 1-8 (rice bran, perilla, rape seed, safflower, grape seed, sesame, extra virgin olive, and olive oils) were measured in ethanol/chloroform/D2O (50:50:1, v/v/v) solution at 35°C using UV-vis spectrophotometry. Furthermore, comparisons of kQ values determined for the above oils 1-8 with the sum of the product {∑kQAO-i [AO-i]/105} of the kQAO-i values obtained for each antioxidant (AO-i) and concentration (in mg/100 g) ([AO-i]/105) of AO-i (Tocs and Toc-3s) contained in the oils 1-8 were performed. The observed kQ values were not reproduced by the kQ values calculated using only the concentrations of the four Tocs and Toc-3s. These results suggest that the contribution of fatty acids contained in the oils 1-8 is also necessary to fully explain the kQ values. Recently, the second-order rate constants (kS) for the reaction of aroxyl radical (ArO・) with the same vegetable oils 1-8 were measured in the same solvent at 25℃ using stopped-flow spectrophotometry (Ref. 23). The kS values obtained could be well explained as the sum of the product {Σ kSAO-i [AO-i]/105} of the kSAO-i and the [AO-i]/105 of AO-i (Tocs and Toc-3s) contained in the vegetable oils.

Kinetic Study of the Quenching Reaction of Singlet Oxygen by Eight Vegetable Oils in Solution

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Kinetic Study of the Quenching Reaction of Singlet Oxygen by Eight Vegetable Oils in Solution