Evaluation of Heat Treated Fryig Oils. III. : Components in Subfractions of Polar Fatty Acid Methyl Esters from Heat Treated Soybean Oil.

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Polar fractions of fatty acid methyl esters (PFA) prepared from soybean oil heated 30 h by frying whale meat (Wh) and potato (Po) were subjected to fractionation by TLC and silicagel column chromatography (CC), monitoring each fraction for its UV-absorbance (at 233 nm). Highly UV-active fractions were analyzed by GLC and GC-MS to compare with the chromatographic patterns obtained from Wh and Po and to comprehend the nature of UV-active components. The fractions with Rƒ in a range of 0.230.96 by TLC (developed with petroleum ether-diethyl ether-ethanol 50 : 50 : 2) contributed nearly 90% of the total UV-absorption of PFA and amounted 5669%(on the weight basis) of PFA. These fractions showed strong intensities of absorption at 790795 and 765770 cm-1 in the IR region. The chromatograms obtained from both samples were quite similar, indicating similar nature of components being involved in both samples. The most remarkable UV-active subfractions obtained by CC (Rƒ 0.810.96) as well as five subsequent fractions (Rƒ up to 0.73) were found to be composed of short chain esters, chiefly C11C15, having UV-active conjugated systems such as diene, enal (or enone), and formylenol. Compounds having a carbonyl or a hydroxyl group in their mid-chains were also detected in GLC fractions eluted at high temperatures. On the other hand, a subfraction with its Rƒ 0.590.67 was found to be composed of chiefly C18 compounds either in an normal chain or cyclohexyl form having the conjugated systems as mentioned above and also a keto or hydroxyl group. Other compounds found were 8-phenyloctanal, C6 and C8-esters carring in their molecules the 5-oxo-1-cyclopentenyl residue, and dioctyl phthalate.
社団法人日本油化学会の論文

Evaluation of Heat Treated Fryig Oils. III. : Components in Subfractions of Polar Fatty Acid Methyl Esters from Heat Treated Soybean Oil.

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