Antioxidant properties of lipid concomitants in edible oils: A review.

Edible oils are indispensable for human life, providing energy and necessary fatty acids. Nevertheless, they are vulnerable to oxidation via a number of different mechanisms. Essential nutrients deteriorate as well as toxic substances are produced when edible oils are oxidized; thus, they should be retarded wherever possible. Lipid concomitants have a strong antioxidant capacity and are a large class of biologically active chemical substances in edible oils. They have shown remarkable antioxidant properties and were documented to improve the quality of edible oils in varied ways. An overview of the antioxidant properties of the polar, non-polar, and amphiphilic lipid concomitants present in edible oils is provided in this review. Interactions among various lipid concomitants and the probable mechanisms are also elucidated. This review may provide a theoretical basis and practical reference for food industry practitioners and researchers to understand the underlying cause of variations in the quality of edible oils.

Synthesized alkyl ferulates with different chain lengths inhibited the formation of lipid oxidation products in soybean oil during deep frying.

The hydrophilic nature of ferulic acid limits its applications under lipophilic conditions. This study set out to evaluate the antioxidant efficacy of alkyl ferulates with different chain lengths in soybean oil under frying conditions. Ferulic acid was esterified with four unbranched fatty alcohols (C4:0-C16:0), and tert-butylhydroquinone (TBHQ) served as a standard for comparison. The antioxidant effect of alkyl ferulates increased with the alkyl chain length. The addition of antioxidants could inhibit increases in the levels of p-anisidine, total polar compounds, conjugated dienes, conjugated trienes, oxidized triglyceride monomers, triglyceride dimers, triglyceride oligomers, and glycerol core aldehydes efficiently, and the inhibitory effects of hexadecyl ferulate was the strongest. Moreover, hexadecyl ferulate and TBHQ exhibited better inhibitory effects on the generation of n-alkanals, (E)-2-alkenals, and 4-oxo-alkanals determined by 1H nuclear magnetic resonance than others. Hence, the long-chain alkyl ferulates meet the industrial demands for ideal antioxidants with strong antioxidant capacity at high temperatures.

Mechanism, indexes, methods, challenges, and perspectives of edible oil oxidation analysis.

Edible oils are indispensable food components, because they are used for cooking or frying. However, during processing, transport, storage, and consumption, edible oils are susceptible to oxidation, during which various primary and secondary oxidative products are generated. These products may reduce the nutritional value and safety of edible oils and even harm human health. Therefore, analyzing the oxidation of edible oil is essential to ensure the quality and safety of oil. Oxidation is a complex process with various oxidative products, and the content of these products can be evaluated by corresponding indexes. According to the structure and properties of the oxidative products, analytical methods have been employed to quantify these products to analyze the oxidation of oil. Combined with proper chemometric analytical methods, qualitative identification has been performed to discriminate oxidized and nonoxidized oils. Oxidative products are complex and diverse. Thus, proper indexes and analytical methods should be selected depending on specific research objectives. Expanding the mechanism of the correspondence between oxidative products and analytical methods is crucial. The underlying mechanism, conventional indexes, and applications of analytical methods are summarized in this review. The challenges and perspectives for future applications of several methods in determining oxidation are also discussed. This review may serve as a reference in the selection, establishment, and improvement of methods for analyzing the oxidation of edible oil.HighlightsThe mechanism of edible oil oxidation analysis was elaborated.Conventional oxidation indexes and their limited values were discussed.Analytical methods for the determination of oxidative products and qualitative identification of oxidized and non-oxidized oils were reviewed.

Key volatile compound formation of rapeseed oil induced via the Maillard reaction during seed roasting.

This study was designed to investigate the influence of roasting (150 °C for 0-60 min) on key volatile compounds, sensory evaluation, free amino acids, sugars, and Maillard reaction products (MRPs) of five rapeseed varieties and their oils. During the roasting process, key volatile MRPs of fragrant rapeseed oils (FROs) that increased obviously in concentration were mainly pyrazines. After 60 min of roasting, the stronger nutty-like odor in oil from QH was possibly caused by the high levels of 2,5-dimethylpyrazine (21.72 mg/kg) and 3-ethyl-2,5-dimethylpyrazine (5.06 mg/kg). The 5-hydroxymethylfurfural contents and browning indices increased significantly, whereas reducing sugar and free amino acid contents decreased significantly (p < 0.05). This suggested the extent of the Maillard reaction increased with roasting time. Furthermore, the results of Maillard reaction model system demonstrated glycine, lysine, and histidine could react with glucose to generate 2,5-dimethylpyrazine. Hence, 2,5-dimethylpyrazine is identified as one of the important aroma-active MRPs for FRO.

Preparing potato starch nanocrystals assisted by dielectric barrier discharge plasma and its multiscale structure, physicochemical and rheological properties.

Non-thermal plasma has increasingly been used for surface modification of various materials as a novel green technology. In this study, we prepared potato starch nanocrystals (SNCs) assisted by dielectric barrier discharge plasma technology and investigated its multiscale structure, physicochemical properties and rheology. Plasma treatment did not change the morphology and crystalline pattern of SNCs but reduced the crystallinity. The amylose content, swelling power, gelatinization temperature, and apparent viscosity of SNCs decreased after the plasma process by depolymerizing the amylopectin branch chains and degrading SNCs molecules. Besides, plasma increased the rapidly digestible starch and resistant starch content. Changes in rheological properties of plasma treated SNCs suggested that the plasma process increased the flowing capacity. The effective structural and functional changes of plasma treated SNCs confirm that plasma technology has great potential for modification of SNCs.

Pullulanase modification of granular sweet potato starch: Assistant effect of dielectric barrier discharge plasma on multi-scale structure, physicochemical properties.

This study explored the potential application of physical combined enzyme treatment to modify starch granules. Starch was modified by exposure to cold plasma (CP) for 1, 3, and 9 min and to pullulanase (PUL) for 12, 24, and 36 h. Individual treatments with CP and PUL somewhat modified starch structure and physicochemical properties. Nevertheless, compared with native starch and individual treatments, CP-PUL combined treatment significantly (p < 0.05) promoted the subsequent structural modification, increased the short-chain ratio and the amylose content, reduce the molecular weight and the relative crystallinity, and disturb the short-range order. CP also improved the properties of PUL-modified starch, including enhanced solubility, thermal properties and resistance to enzymatic hydrolysis but worsened swelling power and peak viscosity properties. This research provides a new perspective for the rational application of CP-PUL co-treated starch in the food industry.

The formation, determination and health implications of polar compounds in edible oils: Current status, challenges and perspectives.

To effectively control the quality of edible oil, polar compounds in edible oils have been studied extensively in the past few decades, particularly in the field of frying. This article critically reviews the formation, determination, and health implications of the polar compounds in edible oils via comprehensive literature research. The challenges and perspectives of polar compounds in edible oils are also discussed. Three chemical reactions, including oxidation, hydrolysis, and polymerization, elaborate polar compound formation. Many techniques are used to determine the total polar compound content of edible oils, with comparative analysis; Fourier transform infrared technique is a relatively ideal method. A major obstacle for nutritional studies focused on polar compounds formed during frying is that few pure compounds have been quantified. To inhibit the formation of the polar compounds effectively, investigations into the applications of enzymatic method in developing new lipophilized antioxidants may be a new direction in research.

Analytical methods for determining the peroxide value of edible oils: A mini-review.

Edible oils are prone to oxidation during processing and storage that may negatively affect the oil quality and human health. Determining the peroxide value (PV) of edible oils is essential because PV is one of the most typically used quality parameters to monitor lipid oxidation and control oil quality. Many approaches have been developed to determine the PV of oils. Among them, iodometric titration is the commonly used method for PV determination. Considering the limitations related to titrimetric methods, such as time and environmental concerns, several instrumental techniques have been considered as reliable alternatives. The advantages and limitations of classical titration and instrumental methods are summarized in this review. The prospects and reformative aspects for the future applications of these approaches in PV determination are also discussed.

Investigation on food packaging polymers: Effects on vegetable oil oxidation.

Polyethylene (PE), polypropylene (PP), polyamide (PA), and polyethylene terephthalate (PET) surfaces and particles were employed to study effects of polymer materials on linseed oil, peanut oil, rapeseed oil and sunflower seed oil oxidation. The surface types of the materials, hydroperoxide content and volatile in oils were determined by contact angle, Fourier transform infrared spectroscopy and gas chromatography-mass spectrometry. Oils on PP surfaces underwent a more rapid oxidation, followed by PA, PE and PET. Except PP sets, this order was consistent with surface hydrophilicity of polymers. Further study using polymer particles avoiding packaging barrier suggested this was probably due to barrier factors. Although PE surfaces allowed oil to have lower content of hydroperoxides, it can promote oil hydroperoxide decomposition into volatile products. Surface types of polymer materials are correlated with oxidation of contacted oil, and these surfaces can also affect the oil secondary oxidation and the degradation of oxidation products.

Authentication of Eucommia ulmoides Seed Oil Using Fourier Transform Infrared and Synchronous Fluorescence Spectroscopy Combined with Chemometrics.

Eucommia ulmoides is a traditional Chinese herb whose seeds can be used to produce edible oils. Fourier transform infrared (FTIR) and synchronous fluorescence spectroscopic (SyFS) spectra of Eucommia ulmoides seed oil (EUSO) are lacking. The relevant functional and fluorescent groups were determined by FTIR and SyFS techniques for discriminating adulteration of EUSO, respectively. FTIR and SyFS spectra of EUSO and six common-used vegetable oils were recorded from 4000-400 cm-1 and 250-700 nm at wavelength interval of 60 nm, respectively. Principal component analysis (PCA), linear discriminant analysis (LDA), cluster analysis (CA) and partial least square (PLS) regression was used for qualitative and quantitative calibration of EUSO adulteration. The FTIR spectral regions of 1429-1377 cm-1 and 1128-1110 cm-1 based on PCA, LDA, and CA, and the PCA of SyFS spectral regions of 600-700 nm and 300-500 nm were evaluated for qualitative differentiation of EUSO adulteration. The recognition rate of PCA validation was found to be 100% by FTIR regions. PLS calibration was optimal by the spectral normalization vector treatment in the two FTIR spectral regions and SyFS spectra were combined with characteristic absorption peak area, which can achieve quantitative detection of EUSO adulteration. The two techniques are useful for EUSO adulteration detection at levels down to 1% and 0.48% (w/w), respectively. The results indicated that spectral information obtained by FTIR and SyFS of EUSO can be used for qualitative and quantitative analysis of EUSO adulteration with the advantages of high sensitivity, simplicity, and rapidness.

Relationship of Glucosinolate Thermal Degradation and Roasted Rapeseed Oil Volatile Odor.

This study aims to investigate the effect of glucosinolate (GSL) degradation on the volatile odor of rapeseed oil (RO) during roasting. Volatile compounds of RO and individual GSL contents in the seeds were identified and measured during roasting, separately. Total GSL content decreased by 30.47-84.44%. Nitriles were the key volatile compounds that were negatively correlated with GSLs for all samples. Results indicate that GSL degradation significantly affects the volatile odor of RO and tends to produce low-carbon nitriles. Furthermore, the thermal degradation pathways of GSLs were explored according to the structure of individual GSLs and nitriles. These results provide information for the thermal degradation pathways of GSLs and the formation mechanism of nitriles during seed roasting.

A mini review of nervonic acid: Source, production, and biological functions.

Nervonic acid (NA) has attracted considerable attention because of its close relationship with brain development. Sources of NA include oil crop seeds, oil-producing microalgae, and other microorganisms. Transgenic technology has also been applied to improve the sources and production of NA. NA can be separated and purified by urea adduction fractionation, molecular distillation, and crystallization. Studies on NA functionality involved treatments for demyelinating diseases and acquired immunodeficiency syndrome, as well as prediction of mortality due to cardiovascular diseases and chronic kidney disease. This mini review focuses on the sources, production, and biological functions of NA and provides prospective trends in the investigation of NA.

Rapid Determination of Acid Value of Edible Oils via FTIR Spectroscopy Using Infrared Quartz Cuvette.

A Fourier transform infrared (FTIR) spectroscopy with infrared quartz cuvette (IQC) as spectral accessory method was developed to determine acid value (AV) of edible oils. The absorption peak at 5680 cm-1/5487 cm-1 ascribed to the C-H stretching band was a substitute for the peak of an internal standard. Partial least square (PLS) regression was used for AV calibration, and samples were validated by titrated method. Results showed dilution calibration was feasible for randomly dilution among 6-13:1 (CCl4: oils, v/v). PLS calibration was optimal by a spectral wavenumber (3603 cm-1-3250 cm-1) as the first derivative treatment. Correlation coefficient and root mean square error of calibration were 0.9967 and 0.135, respectively. Calibrated validation, blind sample validation and precision analysis presented a good correlation between IQC-FTIR and titrated methods. Based on the dilution calibration, randomly diluted oil samples can be employed by IQC-FTIR.

An Improved Method for Determination of Cyanide Content in Bitter Almond Oil.

An improved colorimetric method for determination of cyanide content in bitter almond oil was developed. The optimal determination parameters were as follows: volume ratio of hydrochloric acid to bitter almond oil (v/v), 1.5:1; holding time for hydrolysis, 120 min; and volume ratio of distillation solution to bitter almond oil (v/v), 8:1. Analytical results showed that the relative standard deviations (SDs) of determinations were less than 10%, which satisfies the test requirements. The results of high-performance liquid chromatography and measurements exhibited a significant correlation (R = 0.9888, SD = 0.2015). Therefore, the improved colorimetric method can be used to determine cyanide content in bitter almond oil.

Simple Synthesis Hydrogenated Castor Oil Fatty Amide Wax and Its Coating Characterization.

A simple method for incorporating amine groups in hydrogenated castor oil (HCO) to produce wax for beeswax or carnauba wax substitution in packaging and coating was developed. From the conversion rate of the products, HCO was reacted with ethanolamine at 150°C for 5 h, and the molar ratio of HCO and ethanolamine was 1:4. The hardness of the final product was seven times higher than that of beeswax, the cohesiveness of the final product was 1.3 times higher than that of beeswax and approximately one half of that of carnauba wax, and the melting point of the final product is 98°C. The Fourier transform Infrared spectroscopy showed that the amide groups were incorporated to form the amide products. In coating application, the results showed that the force of the final product coating cardboard was higher than that of beeswax and paraffin wax and less than that of carnauba wax. After 24 h soaking, the compression forces were decreased. HCO fatty acid wax can be an alternative wax for carnauba wax and beeswax in coating applications.

Efficient salt-aided aqueous extraction of bitter almond oil.

BACKGROUND: Salt-aided aqueous extraction (SAAE) is an inexpensive and environmentally friendly method of oil extraction that is influenced by many factors. In the present study, we investigated the effect of SAAE on bitter almond oil yield. RESULTS: This study used sodium bicarbonate solution as extraction solvent and the optimal extraction parameters predicted by Box-Behnken design (i.e., concentration of sodium bicarbonate, 0.4 mol L-1 ; solvent-to-sample ratio, 5:1; extraction temperature, 84 °C; extraction time, 60 min), for oil recovery of 90.9%. The physiochemical characteristics of the extracted oil suggest that the quality was similar to that of the aqueous enzymatic extracted oil. Moreover, the content of hydrocyanic acid (HCN) in bitter almond oil was found to be less than 5 mg kg-1 , which was lower compared to that obtained by other reported methods. Results of microanalysis indicated that SAAE led to significant improvement in oil yield by allowing the release of oil and decreasing the emulsion fraction. Therefore, extraction of bitter almond oil by SAAE is feasible. CONCLUSION: These results demonstrate that extraction of bitter almond oil by SAAE based on the salt effect is feasible on a laboratory scale. © 2017 Society of Chemical Industry.

A novel method for qualitative analysis of edible oil oxidation using an electronic nose.

An electronic nose (E-nose) was used for rapid assessment of the degree of oxidation in edible oils. Peroxide and acid values of edible oil samples were analyzed using data obtained by the American Oil Chemists' Society (AOCS) Official Method for reference. Qualitative discrimination between non-oxidized and oxidized oils was conducted using the E-nose technique developed in combination with cluster analysis (CA), principal component analysis (PCA), and linear discriminant analysis (LDA). The results from CA, PCA and LDA indicated that the E-nose technique could be used for differentiation of non-oxidized and oxidized oils. LDA produced slightly better results than CA and PCA. The proposed approach can be used as an alternative to AOCS Official Method as an innovative tool for rapid detection of edible oil oxidation.

Direct FTIR analysis of isolated trans fatty acids in edible oils using disposable polyethylene film.

A new transmission-based Fourier transform infrared (FTIR) spectroscopy method has been developed to determine trans fatty acids (TFA) content in edible oils using disposable polyethylene (PE) film as a spectral acquisition accessory. Calibration standards were devised by gravimetrically adding TFA to TFA-free oil. The response was measured at 990-945 cm(-1) against the baseline. A linear relationship between the areas in the spectral regions 1670-1625 cm(-1) and 990-945 cm(-1) in TFA-free oil samples was established to compensate for interference due to underlying triacylglycerol absorptions in the trans measurement region (990-945 cm(-1)). Subsequently, the area measured at 990-945 cm(-1) was corrected for interference, using the linear equation obtained, to determine TFA content. Results indicated that the PE film-based FTIR method for analyzing TFA content in edible oils was simple and rapid, and could be used effectively as an alternative to gas chromatography and mass spectrometry methods.

Determination of polar components in frying oils by Fourier-transform near-infrared spectroscopy.

A rapid and convenient method was developed to determine the polar components (PC) of frying oil by Fourier-transform near-infrared (FTNIR) spectroscopy. One hundred twenty six oil samples were used to PC determination by column chromatography and FTNIR spectroscopy combined with partial least-square (PLS) calibration. The optimal PLS calibration was obtained after the Savitzky-Golay smoothing and first derivative treatment performed in the wavelength ranges of 4963 cm(-1) to 4616 cm(-1), 5222 cm(-1) to 5037 cm(-1), and 5688 cm(-1) to 5499 cm(-1). The obtained correlation coefficient (R) was 0.998 and the root mean square error of calibration was 1.0%. The PLS calibration was validated, and the results showed that the highest correlation (R) was 0.997 between reference value and the FTNIR predicted value and the root mean square error of prediction was 1.3%. Therefore, the FTNIR technique can be effectively applied to quantify PC with the advantages of simple operation and no pollution.

A new direct Fourier transform infrared analysis of free fatty acids in edible oils using spectral reconstitution.

A new transmission-based Fourier transform infrared (FTIR) spectroscopic method for the direct determination of free fatty acids (FFA) in edible oils has been developed using the developed spectral reconstitution (SR) technique. Conventional neat-oil and SR calibrations were devised by spiking hexanoic acid into FFA-free canola oil and measuring the response to added FFA at 1,712 cm(-1) referenced to a baseline at 1,600 cm(-1)(1,712 cm(-1)/1,600 cm(-1)). To compensate for the known oil dependency of such calibration equations resulting from variation of the triacylglycerol ester (C═O) absorption with differences in oil saponification number (SN), a correction equation was devised by recording the spectra of blends of two FFA-free oils (canola and coconut) differing substantially in SN and correlating the intensity of the ester (C═O) absorption at the FFA measurement location with the intensity of the first overtone of this vibration, measured at 3,471 cm(-1)/3,427 cm(-1). Further examination of the spectra of the oil blends by generalized 2D correlation spectroscopy revealed an additional strong correlation with an absorption in the near-infrared (NIR) combination band region, which led to the development of a second correction equation based on the absorbance at 4,258 cm(-1)/4,235 cm(-1). The NIR-based correction equation yielded superior results and was shown to completely eliminate biases due to variations in oil SN, thereby making a single FFA calibration generally applicable to oils, regardless of SN. FTIR methodology incorporating this correction equation and employing the SR technique has been automated.