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A detailed identification study on high-temperature degradation products of oleic and linoleic acid methyl esters by GC-MS and GC-FTIR.

Chemistry and physics of lipids (2012-03-20)
Olivier Berdeaux, Stéphanie Fontagné, Etienne Sémon, Joaquin Velasco, Jean Louis Sébédio, Carmen Dobarganes
ABSTRACT

GC-MS and GC-FTIR were complementarily applied to identify oxidation compounds formed under frying conditions in methyl oleate and linoleate heated at 180°C. The study was focused on the compounds that originated through hydroperoxide scission that remain attached to the glyceridic backbone in fats and oils and form part of non-volatile molecules. Twenty-one short-chain esterified compounds, consisting of 8 aldehydes, 3 methyl ketones, 4 primary alcohols, 5 alkanes and 1 furan, were identified. In addition, twenty non-esterified volatile compounds, consisting of alcohols, aldehydes and acids, were also identified as major non-esterified components. Furanoid compounds of 18 carbon atoms formed by a different route were also identified in this study. Overall, the composition of the small fraction originated from hydroperoxide scission provides a clear idea of the complexity of the new compounds formed during thermoxidation and frying.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Methyl oleate, 99%
Sigma-Aldrich
Methyl linoleate, ≥98% (GC)
Supelco
Methyl oleate, analytical standard
Supelco
Methyl linoleate, analytical standard
Sigma-Aldrich
Methyl oleate, technical grade, 70%
Sigma-Aldrich
Methyl elaidate, ≥99% (capillary GC)
Supelco
cis-9-Octadecenoic acid methyl ester, certified reference material, 10 mg/mL in heptane
Supelco
trans-9,12-Octadecadienoic acid methyl ester, certified reference material, 10 mg/mL in heptane
Sigma-Aldrich
Methyl linolelaidate, ≥99% (GC), liquid
Supelco
Methyl elaidate, analytical standard
Supelco
Methyl linolelaidate, analytical standard
Supelco
cis-9,cis-12-Octadecadienoic acid methyl ester, certified reference material, 10 mg/mL in heptane