Effect of Furan Fatty Acids and 3-Methyl-2,4-nonanedione on Light-Induced Off-Odor in Soybean Oil.

Soybean oil is one of the most widely consumed vegetable oils. However, under photooxidative conditions, this oil develops a beany and green off-odor through a mechanism that has not yet been elucidated. Upon photooxidation, 3-methyl-2,4-nonanedione (3-MND) produces a strong aroma. In this study, the effect of furan fatty acids and 3-MND on odor reversion in soybean oil was investigated. Our findings suggest that the observed light-induced off-odor was likely attributable to the furan fatty acids present in the oil through the generation of 3-MND. While 3-MND may not be directly responsible for the development of light-induced off-odor, this compound appears to be involved because off-odor was detected in canola oil samples containing added 3-MND. In addition, in the present work, 3-hydroxy-3-methyl-2,4-nonanedione, which is derived from 3-MND, was identified for the first time in light-exposed soybean oil and shown to be one of the compounds responsible for odor reversion.

Relationship between 3-Methyl-2,4-nonanedione Concentration and Intensity of Light-induced Off-odor in Soy Bean Oil.

A beany and green off-odor is developed in soy bean oil (SBO) under light-induced oxidative conditions. 3-Methyl-2,4-nonanedione (3-MND) was inferred as the compound responsible for the off-odor. In this study, we designed a simple quantification method for 3-MND in SBO, and evaluated the relationship between the 3-MND concentration and the intensity of the off-odor. 3-MND was analyzed by GC/MS with a thermal desorption unit system. By our method, the 3-MND concentration was found to increase with storage days and the SBO content under light exposure, and there was a high correlation between the measured 3-MND concentration and the intensity of the light-induced off-odor in SBO (R = 0.9586).

The Antioxidation Mechanism of Polydimethylsiloxane in Oil.

Strong and stable antioxidation effects of polydimethylsiloxane (PDMS) are widely accepted and utilized in commercial frying oil; however, the mechanism is not fully established. On the other hand, canola oil contains about 700 ppm (mg/kg-oil) of the natural antioxidant, tocopherol. Canola oil containing 0, 1 and 10 ppm added PDMS was heated at 180°C for 1 h under stirring, then left for 2-3 days at room temperature; this treatment was repeated 5 times. Compared to pure canola oil, PDMS-containing canola oil exhibited remarkably lower peroxide, p-anisidine and acid values, a lower decrease in tocopherol content but a higher oxygen content during the heating experiments, implicating low oxygen consumption for the oxidation. While PDMS has not been known to exhibit antioxidative effects at ambient temperatures, the present results show that PDMS prevents autoxidation as well as thermal oxidation. In addition, PDMS, not tocopherols, provided the major antioxidative effect during intermittent heating, and the decrease of tocopherols was significantly inhibited by PDMS. Phase contrast microscopy confirmed that PDMS contained in canola oil was suspended as particles. Also, the oxygen content in standing PDMS-containing canola oil decreased as the depth of oil increased, corresponding to the PDMS distribution, which also decreased as the depth of oil increased. Moreover, PDMS had a higher affinity for oxygen than canola oil in a mixture of canola oil/PDMS, 1:1 v/v. Thus, it is suggested that PDMS restricted the behavior of oxygen dissolved in canola oil by attracting oxygen in and around the PDMS particles, which is wholly different from the radical scavenging antioxidation of tocopherol.

Study on the effect of polydimethylsiloxane from the viewpoint of oxygen content in oil.

It has been reported that polydimethylsiloxane (PDMS) inhibits oxygen dissolution into oil by forming a monolayer on the surface of the oil, thereby reducing thermal oxidation. In the present study, the distribution of PDMS was determined by the inductively coupled plasma atomic emission spectroscopy in standing PDMS-containing canola oil. PDMS did not disperse in the oil uniformly, but there was a tendency that the PDMS concentration decreased as the depth of oil increased, and the concentration of the bottom part was the lowest. When canola oil was covered with PDMS by dropping it gently on the surface of the oil and kept at 60°C, the oxygen content and oxidation of the oil were lower than those of the control canola oil. PDMS-containing canola oil and canola oil were heated with stirring from room temperature to 180°C, and then allowed to stand while cooling. Oxygen contents of both oils increased up to 120°C then dropped abruptly. While cooling, oxygen contents sharply increased at 100°C and approached the saturation content, although the increase for PDMS-containing canola oil was a little slow. Likewise, the thermal treatment of PDMS-containing canola oil and canola oil at 180°C for 1 h under stirring was repeated 5 times with standing intervals for 2-3 days at room temperature. Oxidation of the former was less than that of the latter in spite of its high oxygen content. In conclusion, the oxygen content of oil with/without PDMS addition increased, but oxidation of PDMS-containing canola oil was inhibited both during heating and standing with intermittent heating. It was suggested that PDMS exerted its antioxidative effect regardless of whether it covered the oil or was dispersed in it.