The DGF Rapeseed Oil Award – A tool to improve the quality of virgin edible rapeseed oil

Virgin cold pressed rapeseed oils are becoming more popular in Germany. They are characterized by their specific taste and smell which resembles asparagus, cabbage or fresh, green vegetables in contrast to the refined oils. The quality of virgin rapeseed oils on the German market is very heterogeneous, resulting in a problem for the consumer to choose an oil with a pleasant taste and smell. The German Society for Fat Science (DGF) created in 2006 the DGF Rapeseed Oil Award for virgin rapeseed oils of excellent flavour in order to highlight good products and to bring the sensory quality of virgin rapeseed oil more into the focus of the producers. The paper describes the reasons, procedure and the performance of the DGF Rapeseed Oil Award and discusses the question whether the medal is suitable to improve the quality of the oils in the market and to thereby strengthen the confidence of the consumer in the product. Additionally the results of the years 2006 and 2007 are shown.     

Why is it so difficult to produce high‐quality virgin rapeseed oil for human consumption?

Virgin rapeseed oil becomes increasingly popular for the consumer because of the pleasant seed‐like and nutty taste and smell. The oils are produced in small and medium‐sized facilities by extraction of rapeseed using only a screw press and purifying the oil by sedimentation or filtration. Thus, the producers have no chance to improve the oil quality if the seed quality is bad. Therefore, it is an art to produce high‐quality virgin rapeseed oil that is accepted by the consumer. The most important step in the production chain of virgin rapeseed oil is the period after harvest until the processing, while extraction of the oilseed and purification has only a minor influence on the oil quality. The paper describes the pitfalls during the production of virgin rapeseed oil which primarily wait for the producer during storage of the seeds. Improper storage conditions result in increased metabolic processes in the seeds and an increase of the populations of microorganisms and insects, which finally leads to the degradation of nutrients and the formation of unpleasant aroma compounds.     

Detection of pressed hazelnut oil in admixtures with virgin olive oil by analysis of polar components

Analysis of the polar fraction from virgin olive oil and pressed hazelnut oil by high-performance liquid chromatography showed marked differences in the chromatograms of the polar components in the two oils. Six commercial samples of pressed hazelnut oil and 12 samples of virgin olive oil (or blended olive oil including virgin olive oil) were analyzed. The phenolic content of the pressed hazelnut oil samples was 161±6 mg·kg⁻¹. Inspection of the chromatograms showed that the pressed hazelnut oil extracts contained a component that eluted in a region of the chromatogram that was clear in the olive oil samples, and consequently this component could be used to detect adulteration of virgin olive oil by pressed hazelnut oil. The component had a relative retention time of 0.9 relative to 4-hydroxybenzoic acid added to the oil as an internal standard. The ultraviolet spectrum of the component showed a maximum at 293.8 nm, but the component could not be identified. Analysis of blends of oils showed that adulteration of virgin olive oil by commercial pressed hazelnut oil could be detected at a level of about 2.5%.     

Detection of Soft‐Deodorized Olive Oil and Refined Vegetable Oils in Virgin Olive Oil Using Near Infrared Spectroscopy and Traditional Analytical Parameters

The European Parliament identifies virgin olive oil (VOO) as one of the foods which are often subject to fraudulent activities. Possibilities of adulteration are the application of illegal soft deodorization of extra virgin olive oil (EVOO) or the commercialization of blends of EVOO with soft‐deodorized EVOO or refined vegetable oils. Despite the search for possibilities to prove the illegal soft deodorization of EVOO or the addition of cheaper vegetable oils to EVOO, suitable methods are still missing. Therefore, the aim of the study is to develop a new analytical and statistical approach addressing detection of mild deodorization or addition of refined foreign oils. For this purpose, VOOs are treated in lab‐scale for 1 h up to 28 days at different temperatures (20, 50, 60, 80,100, 110, and 170 °C) in order to simulate and study the effect of heat treatment on known analytical parameters by near infrared spectroscopy (NIR). A logit regression model enabling the calculation of the probability for a heat treatment is developed. This new methodology allows detecting both soft deodorized olive oils and blends of EVOO with cheaper full refined vegetable oils. Adding only 10% of full refined oil could be detected in extra VOO. Practical Applications: NIR methods combined with chemometrics have become one of the most attractive analytical tools to control quality of food. It is a simple, precise, and rapid method. All relevant analytical parameters of oxidative and thermal fat degradation can be determined in a single run and be used to detect adulterated virgin olive oils (VOOs). The use of a simple equation developed from the logistic regression using peroxide value, K‐values, p‐anisidine value, pyropheophytine, 1,2‐diacylglycerols, total polar compounds and monomeric oxidized triacylglycerols, and other well‐known parameters allows to detect mild deodorized olive oils or also blends of VOO with soft‐deodorized ones or the addition of low amounts of foreign vegetable oils. This technique has potential to be used as a screening method for the detection of adulterated olive oils using both the traditional laboratory methods and the corresponding NIR‐methods.     

A new strategy for edible vegetable oil production

Consumer preference has changed rapidly from refined oils towards virgin oils in recent years. Virgin oils are edible vegetable oils obtained by mechanical procedures, such as expelling or pressing from oil seeds, and are consumed without being refined. Such oils are considered as specialty oils, because only small and medium size mills produce them in small amounts for gourmet and health markets from very different oil seeds. To meet consumer demands, bulk production of virgin oils should be accomplished from commodity oil seeds, such as rapeseeds, at reasonable prices. For this purpose two challenges have to be solved: production of high quality oil seeds, and production of virgin oils with a higher oil yield. In this article we focus on the pre‐treatment processes of oil seeds to increase oil yield, and describe a new alternative process, ultrasound‐assisted alcoholic treatment of oil seeds.     

Quality differences between pre‐pressed and solvent extracted rapeseed oil

Most seed oils are obtained by pre‐pressing the crushed seeds followed by solvent extraction of oil from the press cake. The prepressed oil will contain no solvent residues, and is moreover expected to contain more nutritionally valuable compounds, which can in turn enhance the oxidative stability of the oil. However, reports on differences between extracted and pressed oils are scarce. Therefore, in this study, for a case study on rapeseed oil, the composition and quality were systematically compared between pre‐pressed and solvent extracted oil. In the extracted oil, solvent residues and a clear sensory difference were detected, which disappeared almost completely during refining. The crude oils had a high content in free fatty acids and in primary and secondary oxidation products, which were higher in the extracted than in the pressed oil. However, surprisingly, also the content of minor compounds was slightly higher in the extracted oil than in the pressed oil. This can be explained by a selective extraction of those compounds into the solvent. During refining, a difference between pressed and extracted oils still existed but was less pronounced. The slight difference in antioxidants content might explain the higher oxidative stability of extracted over pressed oils. Practical applications : Traditionally, high yields of vegetable oils are obtained by pre‐pressing the seeds, followed by solvent extraction of the residual oil from the press cake. The solvent extraction leads to higher oil yields, but is expected to affect the composition and quality of the oil, and has moreover negative environmental impacts. In this study, the solvent extracted oil contained slightly higher levels of tocopherols and phytosterols, and had slightly higher oxidative stability, which are desirable quality aspects. In contrast, the solvent extracted oil contained also higher levels of undesirable phospholipids, as well as solvent residues, which were, however, removed during degumming and deodorization, respectively. These results suggest that the final quality of refined pre‐pressed and solvent extracted oils is comparable from nutritional and safety point of view. A choice for pressing instead of solvent extraction will, therefore, rather be driven by sustainability concerns than by nutritional aspects.     

The Contents of Lignans in Sesame Seeds and Commercial Sesame Oils of China

In this study, the concentrations of three lignans in 100 sesame seeds and 56 sesame oils were determined using a newly developed method based on high‐performance liquid chromatography coupled with a UV/Vis detector. Total lignan contents in sesame seed and oil samples ranged from 2.52 to 12.76 and 3.38 to 11.53 mg/g, respectively. Black sesame seeds showed higher sesamin content (range 1.98–9.41 mg/g, mean 4.34 mg/g) and sesamolin content (range 1.06–3.35 mg/g, mean 1.92 mg/g) than the other three varieties of sesame seeds. Black sesame oils had higher contents of lignans than the white sesame oils, although remarkable differences were not observed. Hot pressed and small mill sesame oils expressed higher contents of sesamol, sesamin, and total lignans than the cold pressed and refined sesame oils. The results revealed that there is extensive variability in lignan concentration in sesame oils and seeds.     

Borage and evening primrose oil

The paper gives a short overview about the production and composition of borage (Borago officinalis) and evening primrose (Oenothera biennis) oil considering special aspects of the production as cold‐pressed oil. Both oils are characterized by a remarkable amount of γ‐linolenic acid, which has some nutritional advantages. The fatty acid composition of evening primrose oil is dominated by linoleic acid with about 72% and about 13% γ‐linolenic acid, while borage oil consists of twice the amount of γ‐linolenic acid and only 38% linoleic acid. The amount of saturated fatty acids is higher in borage oil. The tocopherol composition of both oils is dominated by γ‐tocopherol, with borage oil containing twice the amount compared to evening primrose oil.     

Characterization of olive paste volatiles to predict the sensory quality of virgin olive oil

One of the main challenges that virgin olive oil producers face today is an accurate prediction of the sensory quality of the final product prior to the milling of the olives. The possibility that olive paste aroma can be used as a predictive measurement of virgin olive oil quality is studied in this paper. The study was centered on distinguishing the aroma of olive pastes that produced virgin olive oils without sensory defects from the aroma of olive pastes the virgin olive oils of which showed sensory defects. Olive pastes were analyzed by solid‐phase microextraction‐gas chromatography and a sensor system based on metal oxide sensors. Forty‐four volatile compounds were identified in olive pastes, all of them being also present in virgin olive oil. Six volatile compounds – acetic acid, octane, methyl benzene, (E)‐2‐hexenal, hexyl acetate and 3‐methyl‐1‐butanol – distinguished both kinds of pastes with only five misclassified samples. Five metal oxide sensors were able to classify the olive pastes with only two erroneous classifications.     

Virgin grape seed oil: Is it really a nutritional highlight?

In comparison to refined grape seed oil which is neutral in taste and smell, the virgin oil is characterized by a pleasant vinous and fruity aroma, which also reminds of raisins if high‐quality raw material is used for the production. Difficulties arise from the susceptibility of the raw material to microbial and enzymatic deterioration as a result of the high moisture content after pressing the juices from the grapes. Grape seed oil has a high content (70%) of linoleic acid, whereas the total part of unsaturated fatty acids amounts to about 90%. In comparison to other edible oils, the oil contains, in addition to tocopherols, antioxidant‐effective tocotrienols. During the oil pressing process, only a small amount of phenolic compounds is transferred into the oil (0.01 mg/g), while most of these nutritionally interesting components remain in the press cake. Here, the content of phenolic compounds is about 2000 times higher. During storage of virgin grape seed oil, the pleasant sensory attributes change, and more and more degradation products like ethyl acetate, acetic acid or ethanol are detectable. Parts of the seed material, which come into the oil during pressing, result in a faster impairment of the oil.     

Analysis of carotenoids and vitamin E in selected oilseeds,press cakes and oils

Carotenoids and vitamin E in oils from the market – 6 rapeseed and 6 sunflower oils, half of each cold pressed and refined – and in the oils of rape, sunflower, flax and safflower as well as the respective seeds and press cakes from a local oil mill were quantified by HPLC. Furthermore, a photometric determination of carotenoid content was tested and checked against the chromatographic method. In the cold pressed oils minor amounts of xanthophylls (all‐E)‐lutein and (all‐E)‐zeaxanthin were determined. With exception of traces of (all‐E)‐β‐carotene in cold‐pressed rapeseed oil this provitamin A active compound did not occur. Cold pressed rapeseed oils contained 0.5–1.5 mg total carotenoids/100 g which was manifold the content of the further oils. Vitamin E was found in all vegetable oils at plant‐typic tocopherol patterns. The photometric determination of carotenoids resulted in significantly higher concentrations compared to the HPLC. This overestimation bases on the carotenoid pattern which was validated by comparison with known high‐carotenoid materials, i.e. maize flour with an abundant amount of xanthophylls and carrots with an abundant amount of carotenes.     

Determination of trans fatty acids in cold pressed oils and in dried seeds

The adulteration of cold pressed oils (CPO) by refining or by blending with refined oils leads to an increase in their trans fatty acid (TFA) contents. The regulations of the European Union (EU) lay down strict processing conditions without any steam treatment for native olive oils and provide limits for TFA. However, German regulations allow a “steam washing” for CPO other than native olive oil and do not limit TFA. Thus, the TFA contents of such oils might exceed the limits for native olive oil. Modern capillary GLC serves as a quick tool for the detection of TFA. However, care should be taken to avoid the formation of TFA as artefacts during analysis. We evaluated the TFA contents in several oils labelled as “cold pressed” and the formation of TFA during “steam washing” and deodorization. Analysis of some seeds indicates that preliminary drying of the seeds may also contribute to TFA content.     

Determination of sterols by capillary column gas chromatography. Differentiation among different types of olive oil: Virgin,refined, and solvent-extracted

Compositional analysis of the sterol fraction of olive oil can be used to assess the degree of purity of the oil and the absence of admixture with other plant oils. This determination also permits characterization of the type of olive oil in question: virgin, refined, or solvent-extracted. In the present work, 130 samples of olive oil were analyzed, the sterol fractions were separated from the unsaponifiable fraction by silica gel plate chromatography, and later they were analyzed as the trimethylsilyl ether derivatives by capillary column gas chromatography. From the results obtained, it was concluded that this methodology is able to differentiate among virgin, refined, and solvent-extracted olive oils. Stigmasterol, clerosterol, Δ5-avenasterol, Δ7-stigmasterol, and Δ7-avenasterol permit the differentiation of the three types of oil from one another. Campesterol, Δ5, 23-stigmastadienol, β-sitosterol, and Δ5,24-stigmastadienol permit the differentiation of only two oils from each other but confirm the conclusions obtained for other sterols. Correlations between the different sterols of virgin, refined, and solven-extracted olive oil also have been obtained.     

Evaluation of MALDI-TOF/MS Technology in Olive Oil Adulteration

Adulteration of extra virgin olive oil (EVOO) by addition of other vegetable oils or lower-grade olive oils is a common problem of the oil market worldwide. Therefore, we developed a fast protocol for detection of EVOO adulteration by mass spectrometry fingerprinting of triacylglycerol (TAG) profiles based on MALDI-TOF/MS. For that purpose, EVOO TAG profiles were compared with those of edible sunflower oil and olive oil composed of refined olive oil and virgin olive oils. Adulteration of EVOO was simulated by addition of sunflower and mixture of refined olive oil and virgin olive oils at 1, 10 and 20% w/w. Results of mass spectrometry TAG profiling were compared with routinely assessed K values for identification of adulteration. MALDI-TOF/MS technology coupled with statistical analysis was proven as useful for detection of adulteration in EVOO at a rate down to 1%. In contrast, standard spectrophotometric methods failed to identify minor adulterations. In addition, the ability of MALDI-TOF/MS in detection of adulteration was tested on EVOO samples from different geographical regions. Results demonstrated that MALDI-TOF/MS technology coupled with statistical analysis is able to distinguish adulterated oils from other EVOO.     

A laboratory study of the bleaching process in stigmasta-3,5-diene concentration in olive oils

The bleaching effect was simulated in pilot plant by measuring the influence of temperature (40, 50, 60, 70, 80, and 90°C), time (5, 10, 15, 20, 25, and 30 min), and concentration of solid adsorbent [1.5 and 8% (w/w) of Tonsil supreme NFF] on stigmasta-3,5-diene (STIG) obtained by dehydration of steroidal compounds. Conditions were chosen to simulate those used in industrial operations. The presence of refined oils in extra virgin olive oil can be detected by these newly formed steroid hydrocarbons. Experimental results indicated that STIG did not exceed an imposed limit of 0.15 mg/kg in extra virgin olive oil, when oils were bleached with 1.5% earth at temperatures ≤80°C for 30 min in admixed to oils sold as virgin. A large proportion of the adulterations were not detectable by the official methods. Color determinations (CIE-1931) chromatic coordinates) were replicated on a refined oil and in admixed extra virgin olive oil. Color of olive oil was not significantly affected by mixing with refined oil (≤20%).     

Effect of processing on the oxidative stability of low erucic acid turnip rapeseed (Brassica rapa) oil

The effect of various processing conditions on the composition and the oxidative stability of mechanically pressed (90–95°C) rapeseed oil was investigated. The five different rapeseed oils included crude (nondegummed), superdegummed, steam stripped (at 140°C for 4h, nondegummed), physically refined (degummed, bleached and deodorized at 240°C), and cold pressed (40°C) oils. Oils were autoxidized in the dark at 60°C and under light at 25°C. Oxidation was followed by measuring changes in the peroxide values (PV) and the consumption of tocopherol and carotenoid was measured. In the dark the oils reached PVs of 10 meq/kg in the order: cold pressed > superdegummed > steam stripped ≅ crude > refined. However, under light conditions the order changed as follows: cold pressed > crude ≅ steam stripped > superdegummed > refined. Processing had no effect on fatty acid composition nor α-tocopherol content of the oils. Superdegumming and steam stripping decreased the carotenoid content of the oils while cold pressing and refining reduced also chlorophyll, γ-tocopherol and phosphorus content of the oils.     

Low molecular weight polypeptides in virgin and refined olive oils

Twenty-eight virgin olive oils—from different regions of Spain and prepared from olive drupes of different varieties—and six refined olive oils were analyzed to determine the presence of proteins in these oils. All oils studied showed the presence of proteins in the range of 7–51 μ/100 g of oil. There were no significant differences in protein content in oils from different varieties or between virgin or refined oils. In addition, all oils exhibited analogous amino acid patterns, suggesting a similarity among protein fractions obtained from different oils. A polypeptide with an apparent M.W. of 4600 Da was common to the isolated protein fractions. These results suggest that this polypeptide is a previously unknown minor component in olive oils. No clear influence of this component on oil stability was observed when oil stabilities were estimated as a function of phenol, tocopherol, phosphorus, and protein contents of the oils.     

On the importance of total polar phenols to monitor the stability of Greek virgin olive oil

A large number of virgin olive oil samples obtained from different areas in Greece were analyzed for various quality parameters. The work focuses on the colorimetric determination of total phenols with the Folin‐Ciocalteu reagent and its importance in predicting shelf life of virgin olive oil. The results indicate a good correlation of total polar phenol content with the stability of the oil. Colorimetric determination of ortho‐diphenol content does not seem to be a better means for predicting virgin olive oil stability. RP‐HPLC quantification of hydroxytyrosol and tyrosol in their free form gives poor results in the case of freshly extracted oils. It is concluded that until an easy‐to‐manage HPLC method will be available, which will quantify accurately both free and bound forms of hydroxytyrosol and other phenolics, the colorimetric method for the determination of total polar phenols remains a good practical means to evaluate the stability of virgin olive oil.     

Evaluation of Castor Oil Samples for Potential Toxin Contamination

Castor oil and its derivatives are widely used as a chemical feedstock for production of lubricants and greases, engineering plastics, plasticizers and surfactants. It also has wide application in consumer goods such as lipstick, deodorants and medicinal uses. Due to concerns about the possible presence of the ricin toxin in the oil, we have tested a collection of castor oils processed using different approaches, including cold‐pressed, US Pharmaceutical (USP) grade, and neutralized oils. Water soluble proteins were extracted from oil samples into phosphate‐buffered saline containing 0.05 % bovine serum albumin (PBSB) and analyzed for potential ricin contamination by ELISA. Our results indicate that only the cold‐pressed castor oil contained measurable levels of the toxin, estimated to be 35 ± 13 μg/l. A normal oral dose of castor oil for laxative use is 14 ml, so even cold‐pressed castor oil would be well below the toxic level of 1–5 μg/kg body weight. However, the presence of the toxin indicates that other soluble proteins, including allergens, may be present in cold‐pressed castor oil.