Abstract

AbstractCholesteryl stearate, oleate, linoleate, linolenate and arachidonate were oxidized in solid form (at 100 C) and in a water dispersion (in the presence of potassium stearate, pH 7.5, 80 C). The unsaponifiable fraction was analyzed by capillary gas liquid chromatography. In the solid state, the oxidation rates of esterified cholesterol were high for stearate and oleate, low for the polyunsaturated esters and very low for free cholesterol. In water dispersion, the rates were reversed, e.g., free cholesterol oxidized more quickly than its stearic and oleic acid esters. The fatty chains in 18∶0 and 18∶1 inhibited the autoxidation of cholesterol. Hydroxylation of the cholesterol side chain only occurred during solid‐state autoxidation as previously observed by others. The 20‐ and 25‐hydroxycholesterols were never detected in the products of micellar reactions, regardless of which surfactant was used for micelle formation.

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