Oil stability index correlated with sensory determination of oxidative stability in canola oil

The usefulness of the Oil Stability Index (OSI) as an accelerated oxidative stability test for canola oil was studied by correlating the OSI with the induction period as determined by sensory analysis. Canola oil was treated by holding it for differing times (0, 1, 2, 3, 4, and 6 d) at elevated temperature (60°C) in the dark with agitation. The sensory induction period (SIP) was determined by storing the five treatments of oil and the control at 60°C in the dark with agitation and removing aliquots of oil for a nine-member sensory panel to evaluate over a 9-d period. The time it took for a treatment to reach an average sensory score of 5 (10-point scoring scale) was defined as the treatment’s SIP. OSI values were obtained on day 0 using a heating block temperature of 110°C and an air pressure of 6 psi. The relationship between SIP and OSI had a 0.89 coefficient of determination (r ²). This relationship may be sufficiently strong to warrant use of the OSI in industry applications but may not be ideal for more precise experimental studies of canola oil shelf life.     

Chemical aspects of chlorophyll breakdown products and their relevance to canola oil stability

The production of prooxidant compounds brought about through subjecting chlorophyll a or pheophytin a to laboratory-scale processing in the presence of canola oil or tricapryloylglycerol was investigated. The addition of chlorophyll a (60 ppm) to canola oil prior to processing resulted in an oil of lowered stability. No large contribution to the produced instability by any one processing step was found when pheophytin a was added (60 ppm) to canola oil prior to processing. To isolate the effect of processing on the pigment, tricapryloylglycerol was used in the place of unsaturated canola oil as a carrier for pheophytin a (60 ppm). A control consisted of processed tricapryloylglycerol that had no added pheophytin prior to processing. The subsequent addition of pigment-treated processed tricapryloylglycerol to linseed oil (1:1, w/w) caused a decrease in the stability of the latter, when compared with the control. No differences were observed between the prooxidant tricapryloylglycerol and the control tricapryloylglycerol by methods involving ultraviolet spectroscopy and thin-layer or gas chromatography.     

Oxidative stability of purified canola oil triacylglycerols with altered fatty acid compositions as affected by triacylglycerol composition and structure

Canola oil triacylglycerols from genetically modified canola lines (InterMountain Canola Co., Cinnaminson, NJ) have been evaluated for their photooxidative and autoxidative stabilities, as influenced by their fatty acid compositions and their triacylglycerol compositions and structures. Purified canola oil triacylglycerols were oxidized in duplicate in fluorescent light at 25°C and in the dark at 60°C under oxygen, and their oxidative deterioration with time was monitored by determining colorimetric peroxide values. Also monitored with time, oxidation products were determined by reversed-phase high-performance liquid chromatography with ultraviolet absorbance detection. Total volatiles, generated by thermal decomposition of the oxidized triacylglycerols, were quantitated by static-head-space gas chromatography. These experimental parameters were statistically correlated with predicted oxidizability, fatty acid composition, position of fatty acids on glycerol carbons and triacylglycerol composition. Oxidative deterioration of canola triacylglycerols correlated negatively with oleic acid composition, with oleic acid content at carbon 2 and with trioleoylglycerol content of the oil. Deterioration was positively correlated with the amount of linolenic acid on nonspecific locations on glycerol carbons 1,2 and 3, the amount of linoleic acid on glycerol carbon 2 and withsn-oleoyllinoleoyllinolenoyl glycerol content. Differences in character or quantity of volatile product and triacylglycerol hydroperoxides were low, whether generated during autoxidation or photooxidation of the canola triacylglycerols. Presented at the joint meeting of the American and Japan Oil Chemists' Societies, April 25–28, 1993, Anaheim, California.     

Characterization of stored regular and low-linolenic canola oils at different levels of consumer acceptance

A ten-member trained sensory panel evaluated regular (RCO) and low-linolenic (LLCO) canola oils that had been stored at 60°C to four levels of consumer acceptance identified in a prior study. These levels were 70, 60, 50, and 40% acceptance for RCO and 80, 70, 60, and 50% acceptance LLCO. Painty odor intensity increased as consumer acceptance decreased. This same trend was found for chemical measurements of peroxide values, total volatiles, total carbonyls, unsaturated carbonyls, and dienals. These chemical indices were significantly correlated with each other, suggesting that they can be used to monitor related changes in oil quality with respect to lipid oxidation. Values for 19 individual volatiles at each consumer acceptance level were also reported. The data collected in this study provide chemical and sensory characterization of stored RCO and LLCO at distinct levels of consumer acceptance. Presented in part at the 84th Annual Meeting of the American Oil Chemists’ Society, Atlanta, Georgia, May 8–12, 1994.     

Possible causes for decreased stability of canola oil processed from green seed

Canola oil extracted from seeds with a high-chlorophyll content can contain chlorophyll derivatives in excess of 30 ppm. When processed, this oil has been observed to be less stable than oil (typically containing 5 to 25 ppm chlorophyll) processed from high-grade seed. Possible causes for this phenomenon were investigated in this study. The effect of initial pheophytin content was examined by mixing fully saturated oil (tricapryloylglycerol) with increasing amounts of pheophytin and then by subjecting the mixtures to processing conditions. When the processed oils were combined with an unsaturated oil (canola oil), the oxidative stabilities decreased as the pre-processing content of pheophytin increased. Examination of the effect of increased bleaching to remove excessive levels of pheophytin showed that oil stability decreased with increasing exposure to bleaching clay. Additionally, processing treatments did not remove secondary autoxidation products from oil that was abused prior to processing. Such a finding revealed the importance of initial oil quality on processed oil stability, i.e., the greater abuse of the crude oil (resulting in greater contents of secondary oxidation products), the lower the stability of the processed oil. Finally, previous reports by other researchers of pheophytin's pro-oxidative effect in oil stored in light were confirmed.     

Sensory and chemical stability of tortilla chips fried in canola oil,corn oil,and partially hydrogenated soybean oil

The effects of canola, corn, partially hydrogenated soy (PHS), partially hydrogenated canola (PHC), and low-linolenate canola (LLC) oils on sensory and chemical attributes of tortilla chips were determined initially, after Schaal storage for 8 and 16 d (S8 and S16), and after practical storage for 16 and 24 wk (P16 and P24). Fresh chips were similar to each other in characteristic and off-odors/flavors, except that PHC chips had the lowest characteristic and highest off-odor/flavor. All S8 chips had similar lower (P<0.001) characteristic and greater off-odor/flavor scores than hidden reference chips, but PHC chips had a more intense off-odor than did LLC chips. After S16, canola chips had the lowest (P<0.001) characteristic and highest off-odor/flavor; all other chips were similar. At P16, canola, PHC, and LLC chips had slightly higher (P<0.001) characteristic odor/flavor scores than other chips. After P16 and P24, all stored tortilla chips had lower characteristic odor/flavor scores than hidden reference chips. Rancid, painty, buttery odor/flavor, and bitter flavor notes were detected in Schaal and practically stored chips. Stored chips from all oils were similar in color and crispness. The peroxide value and thep-anisidine value for oils extracted from Schaal-stored chips tended to support panelist data; results from similar analyses of practically stored chips did not. Peroxide values andp-anisidine values for stored used frying oils and the corresponding sensory data for stored chips generally did not agree. Results indicate considerable potential for increasing use of canola oil products for frying tortilla chips.     

Canola extract as an alternative natural antioxidant for canola oil

The antioxidative activity of ethanolic extracts of canola meal at 100, 200, 500 and 1000 ppm on refined-bleached (RB) canola oil was examined and compared with commonly used synthetic antioxidants, such as butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), BHA/BHT/monoglyceride citrate (MGC) andtert-butyl-hydroquinone (TBHQ). Stability of RB oil was monitored under Schaal oven test conditions at 65°C over a 17-d period. Progression of oxidation was monitored by weight gain, peroxide, conjugated diene, 2-thiobarbituric acid and total oxidation values. Canola extracts at 500 and 1000 ppm were more active than BHA, BHT and BHA/BHT/MGC and less effective than TBHQ at a level of 200 ppm.     

Kinetic study for the development of an accelerated oxidative stability test to estimate virgin olive oil potential shelf life

This study proposes an accelerated test performed at mild temperature (40–60 °C) to measure oxidative stability and estimate the potential shelf life of extra‐virgin olive oil (EVOO). The kinetic behavior of normalized oxidation indices (PV, K₂₃₂ and K₂₇₀) and the oxidizing substrate [unsaturated fatty acids (UFA)] during storage of different virgin olive oil samples in darkness and at different temperatures (25–60 °C) is reported for the first time. PV and K₂₃₂ followed an apparent pseudo zero‐order kinetics (R² >0.951) at all the experimental temperatures in all samples, whereas the evolution of K₂₇₀ apparently better fitted a pseudo first‐order kinetics (R² >0.926). The temperature‐dependent kinetics of the oxidation indices and the UFA were well described by the linear Arrhenius equation between 25 and 60 °C (0.960< R² <0.999, p <0.05). The best correlation between loss of PUFA and increase of oxidation product indices was K₂₃₂ (0.581< R² <0.924). The time required to reach the upper limits for PV, K₂₃₂ and K₂₇₀ established for the EVOO category in the current EU legislation correlated well with temperature using a potential equation, making it possible to set up an accelerated stability test at temperatures below 60 °C to estimate the potential shelf life under normal storage temperature conditions.     

Long-term storage stability of biodiesel produced from Karanja oil

Biodiesel is an alternative diesel fuel made from vegetable oil or animal fat. It is more susceptible to oxidation or autoxidation during long-term storage than conventional petrodiesel. Karanja oil methyl ester (KOME) was prepared and stored for a period of 180 days under different storage conditions. The physicochemical parameters, peroxide value (PV) and viscosity (v) of samples were measured at regular interval of time under different storage conditions. The stability of Karanja oil methyl ester (KOME) was studied under different storage conditions. The stability of KOME was improved by adding different antioxidants Tert-Butylated Hydroxy toluene (BHT), Tert-Butylated Hydroxyanisole (BHA), Pyrogallol (PY), Propyl galate (PrG) and Tert-Butyl Hydroxyl Quinone (TBHQ). The effectiveness of three antioxidants BHT, BHA and PrG on Karanja oil methyl ester was examined at varying loading level during the storage period.     

Encapsulated carotenoid preparations from high-carotenoid canola oil and cyclodextrins and their stability

Cyclodextrin complexes were prepared using 1∶1 and 1∶0.5 molar ratios of cyclodextrins and high-carotenoid canola oil. β-Cyclodextrin formed powdered complexes with a molar ratio of 1∶0.5, cyclodextrin/high-carotenoid canola oil. With a 1∶1 molar ratio, the complex was clumpy. In the case of α-cyclodextrin, powdery complexes were formed with either 1∶1 or 1∶0.5 molar ratio. The triglyceride oil present in the complexes varied between 28.87 and 48.2%, and there, was no segregation of the triglyceride oil during complex formation. The stability of carotenoids and tocopherols was also the same in brown bottles whether the complexes were kept under nitrogen or under oxygen. In clear glass vials, the amounts of α-and β-carotene went down, but there was very little change in tocopherols. With respect to sterols, more than 90% of the sterols present in the degummed oil were present in the α-cyclodextrin complexes, thereby indicating a higher affinity of the sterols in the cyclodextrin cavity. Presented in a seminar at Institutionen for livsmedelsvetenskap, Department of Food Science, Swedish University of Agricultural Science, Uppsala, Sweden, on June 13, 2000.     

Efficacy of tertiary butylhydroquinone on the storage and heat stability of liquid canola shortening

The sensory (odor and flavor) and physicochemical characteristics of tertiary butylhydroquinone (TBHQ) treated and butylated hydroxyanisole/toluene (BHA/BHT) treated liquid canola shortenings, subjected to accelerated storage (Schaal oven test at 65°C) and deep fat heating (at 185°C), were determined. Data for the Schaal oven test indicate that TBHQ was effective in retarding oxidative rancidity in liquid canola shortenings. However, addition of the commonly used mixture of BHA/BHT to canola shortenings resulted in only a slight decrease in oxidation during schaal oven storage. The results obtained from deep fat heating of canola liquid shortening show that neither TBHQ nor BHA/BHT was effective in enhancing oxidative and thermal stability of this product.     

Utilization of green seed canola oil for in situ epoxidation

Green seed canola oil is underutilized for edible purposes due to its high chlorophyll content, which makes it more susceptible to photo‐oxidation and ultimately reduces the oxidation stability. The present work is an attempt to compare the kinetics of epoxidation of crude green seed canola oil (CGSCO) and treated green seed canola oil (TGSCO) with peroxyacids generated in situ in presence of an Amberlite IR‐120 acidic ion exchange resin (AIER) as catalyst. Among the two oxygen carrier studied, acetic acid was found to be a better carrier than the formic acid, as it gives 8% more conversion of double bond than the formic acid. A detailed process developmental study was then performed with the acetic acid/AIER combination. For the oils under investigation parameters optimized were temperature (55°C), hydrogen peroxide to double bond molar ratio (2.0), acetic acid to double bond molar ratio (0.5), and AIER loading (15%). An iodine conversion of 90.33, 90.20%, and a relative epoxide yield of 90, 88.8% were obtained at the optimum reaction conditions for CGSCO and TGSCO, respectively. The formation of the epoxide product of CGSCO and TGSCO was confirmed by Fourier Transform IR Spectroscopy (FTIR) and NMR (1H NMR) spectral analysis.     

Frying stability of canola oil in presence of pumpkin seed and olive oils

Frying performance of canola oil (CO) was investigated in the presence of 5, 10, and 15% levels of virgin olive oil (VOO) and pumpkin seed oil (PSO) during frying of potatoes at 180°C. Acid value, carbonyl value, total polar compounds content, and total tocopherols content of the oil samples were determined during the frying process. VOO and PSO addition improved the frying stability of the CO. Frying performance of the CO increased more in the presence of PSO than in the presence of the VOO. The PSO levels higher than 5% exerted pro‐oxidant effects, indicating the necessity of investigation at lower levels. The better antioxidative effect of PSO was attributed to its probably different phenolic composition.     

Effect of roasting oil composition on the stability of roasted high-oleic peanuts

Off-flavor due to lipid degradation is an important factor in the shelf life of peanut products. The use of recently developed peanuts with high-oleic acid/linoleic acid (O/L) ratio has the potential to significantly extend the shelf life of roasted peanuts. To determine the full potential for shelf-life improvement of oil-roasted high-O/L peanuts, a study was conducted to examine the effects of roasting high-O/L peanuts (O/L=30) in high-O/L (O/L=23.2) or conventional (O/L=1.5) peanut oil. Peanuts were roasted at 177°C to Hunter L values of 49±1. Roasted peanuts were stored at 30°C for 20 wk. Samples were taken at regular intervals to determine PV, oxidative stability index (OSI), moisture content, and water activity. The O/L ratio of high-O/L roasted peanuts was 27.9 vs. 13.6 for the conventional oil-roasted peanuts. After 20 wk of storage, PV of conventional oil-roasted peanuts was 10.8 compared to 5.3 for the high-O/L-roasted peanuts. OSI values were 88.5 and 52.4 immediately after roasting for the high-O/L-roasted vs. conventional oil-roasted peanuts. OSI for both decreased, but differences remained similar throughout the storage period. Shelf life of high-O/L peanuts decreased when roasted in conventional O/L-peanut oil vs. high-O/L peanut oil.     

A multistage hydrocyclone/stirred-tank system for countercurrent extraction of canola oil

Ground canola seed containing 46.9% oil (A) and partially extracted meal, similar to pre-pressed meal containing 13.7% oil (B), were ground in a methanol/ammonia/water solution, filtered to remove antinutrients and extracted countercurrently with hexane in a multistage hydrocyclone/stirred-tank extraction unit. An empirical model was developed for predicting the yield (i.e., oil recovery) from the process. Based on the model calculations, a six-stage unit operating at a hexane-to-meal ratio (R) of 6.2 L/kg was required for processing meal A. The calculated oil recovery was 98.3%, resulting in a meal containing 0.7% residual oil. Meal B required a five-stage unit operating at R=5.7 L/kg. The calculated oil recovery was 99.2% with 0.6% residual oil in the meal. The calculations were confirmed experimentally with two- and four-stage crosscurrent extraction processes.     

Enzymatic methylation of canola oil deodorizer distillate

Methylation of canola oil deodorizer distillate catalyzed by a nonspecific lipase was investigated. The conversion of fatty acids to methyl esters has been optimized by using a statistical design. Up to 96.5% conversion of fatty acids to their methyl esters has been achieved without the aid of vacuum or any water-removing agent. The effects of temperature, ratio of the reactants (methanol: fatty acids in the deodorizer distillate) and enzyme concentration on the equilibrium conversion were studied. The temperature and ratio of the reactants showed a significant effect on the conversion of fatty acids to methyl esters and they exhibited a strong interactive effect. Enzyme concentration in the range of 2.7% to 4.3% did not show a significant effect on the equilibrium conversion of fatty acids. Greater than 95% conversion of fatty acids to methyl esters was achieved at temperatures around 50°C and at a ratio of the reactants between 1.8 and 2.0. The inhibitory effect of hydrophilic methanol on the enzyme activity was largely reduced by working at the lower temperature range (around 50°C).     

Development of a method for chlorophyll removal from canola oil using mineral acids

Because of the high level of chlorophyll-type compounds found in canola oil, bleaching is an important and critical step in the canola oil refining process. In this study, a new method for reducing the chlorophyll-type impurities prior to the bleaching step was developed. This method is based on precipitating the chlorophyll compounds with mineral acids. Concentrations of chlorophyll-type compounds of up to 30 ppm could be reduced to amounts of less than 0.01 ppm by mixing the crude canola oil with a 0.4 wt% mixture of phosphoric and sulfuric acids (2:0.75, vol/vol) for 5 min at 50°C. Centrifugation and filtration also were examined as two main methods for separating the chlorophyll precipitates. The results showed that filtration by a precoated textural filter with filter-aid clay could separate the precipitates as well as the centrifugation method.     

Solvent effects on phase transition behavior of canola oil sediment

Differential scanning calorimetry (DSC) was used to study the melting and crystallization behavior of waxy sediment in canola oil and in mixtures (1:1, w/w) of oil and acetone or hexane under dynamic heating/cooling regimes. In the presence of a solvent, the DSC melting peak of sediment shifted to lower temperatures, suggesting that sediment was more soluble in the solvent/oil systems than in oil alone. This effect was greater with hexane than with acetone. The influence of a solvent on crystallization was more complex. With inclusion of hexane, the crystallization temperature of sediment was always lower than that in oil. With acetone, however, the crystallization temperature of sediment was slightly lower at high sediment content, but higher at low sediment content than in oil alone. The differences in melting and crystallization behavior of sediment in canola oil and the solvent/oil systems were attributed to solubility and viscosity effects. Variation in the crystalline solid structures of sediment was not evident from the melting enthalpies associated with the phase transformation.     

Formation and partial characterization of canola oil sediment

The occasional development of a haze in canola oil represents a problem to the quality and acceptability of this oil. The present study examined the formation of sediment in bottled canola oil during storage at 2, 6 and 12°C over a 4-d period. Oils stored at 2°C showed the highest rate of sediment formation, followed by storage at 6°C. Removal of sediment from canola oil prior to storage by cold precipitation and filtration did not eliminate this phenomenon, which still developed rapidly at 2°C. Chemical composition and thermal properties of canola oil sediment were compared to sediment obtained from commercial winterization of this oil. The thermal properties of the purified winterization sediment (melting temperature, 74.9°C) closely resembled those of the sediment from bottled canola oil. Saponification of both sediments yielded large amounts of long-chain fatty acids and alcohols, which were identified by gas chromatography-mass spectrometry. Sediment from commercial winterization contained higher amounts of fatty acids and alcohols with more than 24 carbon atoms in the chain. Presented in part at the AOCS meeting in Toronto, Ontario, May 1992.