Monocyclic saturated fatty acids formed from oleic acid in heated sunflower oils

✍ Scribed by Gary Dobson; William W. Christie; Jean Louis Sebedio

• Book ID: 103038457
• Publisher: Elsevier Science
• Year: 1996
• Tongue: English
• Weight: 531 KB
• Volume: 82
• Category: Article
• ISSN: 0009-3084
• DOI: 10.1016/0009-3084(96)02567-4

✦ Synopsis

Fractions of saturated cyclic fatty acids, formed from oleic acid in normal and high-oleate sunflower oils during small-scale frying operations, were isolated by silver ion high-performance liquid chromatography. By means of gas chromatography of the methyl esters and gas chromatography/mass spectrometry of the dimethyloxazoline derivatives, eight monocyclic saturated fatty acids, comprising four basic structures, were identified: cyclopentyl fatty acids with rings from C 5 to C-9 and C-10 to C-14, and cyclohexyl fatty acids with rings from C 4 to C-9 and C-10 to C 15 of the original fatty acid chain. Each structure was represented by two components corresponding to cis and trans ring isomers. The cyclopentyl fatty acids were twice as abundant as those with a cyclohexane ring. Possible mechanisms for formation of the cyclic fatty acids via radical intermediates are discussed.