Loss of tocopherols and formation of degradation compounds in triacylglycerol model systems heated at high temperature

Triolein, trilinolein and a mixture of both (1:1) were heated at 180 °C for 2, 4, 6, 8 and 10 h in the absence of tocopherols or in the presence of α-tocopherol (500 mg kg⁻¹), δ-tocopherol (500 mg kg⁻¹) or a mixture of α-, β-, γ- and δ-tocopherol (200–250 mg kg⁻¹ each). Losses of tocopherols as well as increases in polymeric triacylglycerols were followed. Total polar compounds were also evaluated after 10 h heating. Results demonstrated that the antipolymerisation effect of tocopherols at high temperature depended on the degree of unsaturation affecting to a greater extent the less unsaturated substrate, triolein. The maximum effect for the three substrates was found when the tocopherol mixture was added. Interestingly, α-tocopherol losses were very rapid and independent of the unsaturation of the triacylglycerol system under the conditions used, although degradation of the substrate was significantly higher as the degree of unsaturation increased for any period of heating. © 1999 Society of Chemical Industry     

制备型快速柱层析检测煎炸油极性组分含量

采用制备型快速柱层析,建立快速分离制备并检测煎炸油中极性组分含量的技术。利用油脂极性组分专用中压制备液相色谱技术,用专用的商品化FLASH柱为分离制备色谱柱,以体积比8713的石油醚—乙醚为洗脱液,洗脱液流速25mL/min,发现当非极性组分洗脱11 min时,恰好能实现煎炸油中极性与非极性组分的分离,且分离速度快,仅需41min,检测重复性RSD5%,均优于传统人工柱层析技术,与传统人工柱层析技术的相比,其相对偏差也±6%,表明基本一致。     

介电常数在煎炸油极性组分快速检测中的应用

介电常数与煎炸油中极性组分含量有较好相关性,用于评价煎炸油品质,具有快速、便捷、安全等优点。本文分析了液体介电特性的测试原理和煎炸油介电特性机制,列出极性组分和介电常数的相关性拟合模型。以商业化应用广泛的FOS、FOM 310、Testo 270三类快速检测仪器为对象,对其内部构造、仪器操作和数据可靠性进行评价,结合餐饮业实践经验总结了影响其检测准确度的主要因素,包括煎炸油品种、校准体系、悬浮物、操作规范性。最后,提出此快速检测技术未来的两大发展方向:对信号处理参数的特异性优化和对数据处理技术或红外在线检测技术的引入结合。     

食用植物油中生育酚和生育三烯酚检测方法的研究进展

维生素E是食用植物油中天然存在的抗氧化剂,主要包括α-、β-、γ-、δ-生育酚和相应的生育三烯酚等8种化合物。食用植物油中生育酚和生育三烯酚的组成及含量信息不仅可反映食用植物油的品质,还可用于鉴别其真伪。因此,建立食用植物油中生育酚和生育三烯酚的检测方法具有十分重要的意义。本文对食用植物油中生育酚和生育三烯酚检测方法的研究现状进行了综述,重点介绍了溶剂稀释、皂化和固相萃取等样品前处理技术,以及液相色谱、气相色谱和非水毛细管电泳等分析方法在食用植物油中维生素E测定中的应用。     

Variation in oil quality and content of low molecular lipophilic compounds in chia seed oils

This study was conducted to characterize the lipid fraction of 15 chia seed samples originating from five countries (Argentina, Paraguay, Uganda, Bolivia, and Peru). On average, chia seeds contained 34.5 g oil per 100 g dry-solids, in which the average contents of sterols, tocopherols, squalene, carotenoids, and phenolic compounds were 7,061, 600, 17.7, 2.2, and 9.7 mg/kg of oil, respectively. Alpha-linolenic acid share varied from 54.35% to 60.48%, and was accompanied by declining shares of linoleic, palmitic, oleic, and stearic acid, respectively. Principal component analysis showed that chia oil induction time was positively correlated with tocopherols and phenols, while negatively with quality indices and squalene content.     

Antioxidative effects of sesamol and tocopherols at various concentrations in oils during microwave heating

The effectiveness of sesamol and tocopherols or their mixtures at different concentrations (50 to 800 ppm) on the oxidative stability of tocopherol‐stripped oils was studied under microwave heating conditions. Microwave heating accelerated the oxidation of the purified substrate oils. The oxidative deterioration of the oils was significantly (P<0.05) retarded during microwave heating by the addition of sesamol or tocopherols, and also mixtures of these antioxidants. A combination of sesamol and γ‐tocopherol was more efficient than that of sesamol and the other tocopherol homologues in inhibiting hydroperoxide formation in the oils. Useful levels of these antioxidants were 400 ppm for tocopherols and 50–400 ppm for sesamol. In general, the residual amount of sesamol in the oils during microwave heating was significantly greater (P<0.05) than that of tocopherols. Very effective combinations of tocopherols and sesamol as antioxidants for the purified oils were 200 or 400 ppm of γ‐tocopherol and 50, 200 or 400 ppm of sesamol, respectively. © 1999 Society of Chemical Industry     

脂肪酸的链长和不饱和度对脂肪酸-普通玉米淀粉复合物理化性质的影响

为探讨脂肪酸对玉米淀粉性质的影响,采用快速黏度分析仪、差示扫描量热仪及动态流变仪研究了6种不同链长和不饱和程度的脂肪酸对普通玉米淀粉糊化性质、热学性质及流变学性质的影响。研究结果表明,添加6种脂肪酸对普通玉米淀粉的糊化温度无明显影响,可使普通玉米淀粉的峰值黏度约下降8.22%~14.71%。除棕榈酸外,其余脂肪酸均能使普通玉米淀粉的糊化焓值降低,脂肪酸碳链越短,不饱和度越低,普通玉米淀粉的糊化焓值越低。共轭亚油酸-普通玉米淀粉复合物的抗老化效果最好,添加共轭亚油酸使原淀粉长期老化率约下降28.36%。随着脂肪酸不饱和度的增加,普通玉米淀粉的表观黏度逐渐增加。添加6种脂肪酸使普通玉米淀粉的tanδ降低,有利于其弹性凝胶的形成。     

Quantitative determination of the iodine values of unsaturated plant oils using infrared and Raman spectroscopy methods

Thirteen edible oils: sunflower, avocado, hemp, high-linolenic flax, low-linolenic flax, safflower, walnut, roasted sesame, rice, corn, rapeseed, pumpkin seed, and hazel were studied in this work. Their fatty acid composition, iodine, acidic, peroxide, and saponification values were determined. Infrared and Raman spectra of the oils were recorded in the range 400–3200 cm^?1. The integral intensities of the bands at about 1655 and 2852 cm^?1 corresponding to ν(C=C) and ν(CH₂) vibrations were evaluated and used to construct a relationship between the spectroscopic data and the iodine value. The following linear dependencies were obtained: I_ν(C=C)/I_ν(CH2) = 7.449 × 10^?4 × iodine value – 0.0339 and I_ν(C=C)/I_ν(CH2) = 9.299 × 10^?4 × iodine value – 0.023 for the infrared and Raman spectra with a correlation coefficient 0.988 and 0.976, respectively. These calibration lines can be used to determine the iodine value for oils with unknown unsaturation level, and may be applied for margarines and other fatty materials.     

Quality assessment of refined oil blends during repeated deep frying monitored by SPME–GC–EIMS,GC and chemometrics

The aim of this study was to investigate the effect of the refined palm oil addition (20%) on the fatty acid and sterol compositions of refined olive oil or refined soya bean oil and also to investigate the formation of total polar compounds and volatile compounds in these oil blends during fifty successive deep‐frying sessions of potato fries at 180 °C. The blend of refined olive oil and refined palm oil exhibited a higher chemical stability during the frying process than that of refined soya bean oil and refined palm oil. Indeed, the total polar compounds and volatile compounds formed, especially 2,4‐decadienal, were found to be relatively increased in the refined soya bean oil/refined palm oil blend reaching 36.50% and 46.70%, respectively, after fifty deep‐frying sessions. Moreover, the degradation of linoleic acid and β‐sitosterol was significantly (P < 0.05) observed for the refined soya bean oil/refined palm oil blend. The results have proven that the proper blending of monounsaturated refined olive oil with refined palm oil increases its stability and hence improves the quality of such olive oil during frying process.     

A study of the evolution of the physicochemical and structural characteristics of olive and sunflower oils after heating at frying temperatures

The evolution of the density, viscosity, oil/water interfacial tension and structure of vegetable oils after heating at frying temperatures was studied to explore the possibility of reusing waste vegetable oils as solid agglomerants for different purposes. Commercial olive and sunflower oils were heated at 150 and 225 °C in the time interval of 1–15 days to achieve a wide range of alteration degrees. Structural changes in the oils were monitored by FT-IR and ¹H NMR. Significant variations occur in the physicochemical and structural characteristics of these oils, which may affect their agglomeration capability, when they were heated at frying temperatures for periods above two days. Under these conditions, the viscosity of the oils increased very quickly, whereas their unsaturation degree decreased noticeably. Decreases in the relative intensities of the NMR spectra signals of the unsaturation-related protons were observed, those corresponding to the diallyl protons occurring much faster. Of the two vegetable oils studied, sunflower oil was found to be more sensitive to thermal treatment, undergoing greater changes in its properties, especially in viscosity, which may show a marked increase.     

煎炸油中多环芳烃污染情况及其健康风险评估

目的 了解煎炸油中多环芳烃(PAHs)污染水平,并评估其对人群造成的健康风险。方法 利用2015年和2017年PAHs专项监测中158份煎炸油样品的8种PAHs污染水平数据,以及其中76份样品14种PAHs污染水平数据,结合我国普通人群植物油消费量,采用暴露情景假设的方法,计算膳食暴露量和暴露限值(MOE),评估其健康风险。结果 煎炸油样品中14种PAHs化合物的检出率范围为0.0%～100.0%,其中苯并(a)芘的检出率为83.5%(132/158)。二苯并(a,h)蒽污染水平最高,均值为3.33 μg/kg,其次分别为苯并(a)蒽、艹屈、苯并(a)芘,均值分别为2.25、2.21、1.91 μg/kg。艹屈 是14种PAHs中最主要的化合物,占14种PAHs的比例为18.6%。经煎炸油摄入的苯并(a)芘、苯并(a)芘+艹屈 、苯并(a)芘+艹屈 +苯并(a)蒽+苯并(b)荧蒽、苯并(a)芘+艹屈 +苯并(a)蒽+苯并(b)荧蒽+苯并(k)荧蒽+二苯并(a,h)蒽+苯并(g,h,i)芘+茚并(1,2,3-cd)芘的平均暴露量分别为0.99、2.13、4.36、7.90 ng/kg BW,其MOE值分别为70 707、79 812、77 982、62 025,均远大于10 000。结论 基于当前监测的煎炸油中PAHs污染水平,我国普通人群经煎炸油摄入PAHs的健康风险在极端暴露的情况下较低。     

3种油脂煎炸过程极性组分与甘油三酯聚合物及多环芳烃相关性研究

以花生油、菜籽油和葵花籽油的连续煎炸油条的试验为例,对煎炸过程极性组分(PC)、甘油三酯聚合物(TGP)及多环芳烃(PAHs)形成及相关性进行研究。结果表明:3种油脂中PC、TGP及PAHs含量均随煎炸时间的延长而增加;经过32 h的煎炸,花生油中PC、TGP与PAH16含量分别从未煎炸时的3.34%、0.43%、169.88μg/kg增至29.00%、16.92%、282.66μg/kg,菜籽油中PC、TGP与PAH16含量分别从4.02%、0.51%、18.85μg/kg增至25.80%、15.55%、42.92μg/kg,葵花籽油中PC、TGP与PAH16含量分别从2.43%、0.42%、21.49μg/kg增至34.19%、24.76%、51.95μg/kg;煎炸过程菜籽油PC增幅最小,至32 h煎炸结束,PC含量未超出国标限量(≤27%);煎炸过程中PC与TGP、PC与PAH4含量间均呈显著的正相关,根据相关性方程可以通过PC含量对煎炸油中TGP与PAH4含量进行预测。综合考虑煎炸在用油的安全性,除根据国标对PC含量进行检测和控制之外,还应关注TGP及PAHs在煎炸过程的变化情况。     

Variations in the composition of various acyl lipids,tocopherols and lignans in sesame seed oils roasted in a microwave oven

Seeds from various strains of cultivated Sesamum indicum Linn (colour of seeds: black, brown and white) were exposed to microwave roasting for 16 and 30min at a frequency of 2450 MHz and were studied not only for different acyl lipids and their fatty acid compositions, but also for the contribution of anti-oxidants to the oxidative stability of the oils. Lipids from all-seeded strains were comparable in their total fatty acid composition, with linoleic, oleic, stearic and palmitic acids as the major acids. The total lipids were isolated by thin-layer chromatography into the following five fractions: triacylglycerols (TAG), diacylglycerols, free fatty acids, polar lipids and steryl esters. The TAG were slightly and randomly hydrolysed by microwaves, but was still representing 900 g kg^?1 of the total lipids at 30min of roasting. Although burning and bitter tastes occurred at the time, the tocopherols and lignans still amounted to over 80% of the original level. The results suggested that the oxidative stability of the oils would probably be due to the synergism between endogenous antioxidants and browning substances produced during microwave roasting.     

Effect of refining processes on antioxidant capacity,total contents of phenolics and carotenoids in palm oils

Antioxidant capacity (AC), total phenolic content (TPC) and total carotenoid content (TCC) in palm oils at various stages of the refining process from two technological modes were determined. The obtained mean FRAP and DPPH values for the methanolic extracts of palm oils from mode 1 (19.5–102.8 μmol TE/100 g and 18.8–103.0 μmol TE/100 g) were lower than for oils from mode 2 (25.6–134.8 μmol TE/100 g and 25.4–135.4 μmol TE/100 g). The total phenolics (4.1–12.4 mg GA/100 g) and carotenoids (0.18–45.8 mg/100 g) in the studied oils were correlated with their antioxidant capacities determined by FRAP and DPPH methods (r = 0.6623–0.9878). During the refining process, for both technological modes resulted in a loss of AC by 80%, TPC by 26–55% and TCC by 99%. The bleaching step caused the highest losses of AC as determined by FRAP 41% and 46%, DPPH by 43% and 48%, while TPC loss was 45% and 23% and loss of carotenoids was 49% and 56%, in mode 1 and mode 2, respectively.     

常规加热和微波加热对两种植物油维生素E含量的影响

目的 研究常规加热和微波加热两种加热方式对植物油中维生素E的8种异构体的影响。方法 大豆油、棕榈油进行常规加热和微波加热后, 用异辛烷进行超声提取, 最后用正相高压液相色谱法测定。结果 两种加热方式都会使植物油中维生素E的含量降低, 其中微波加热对维生素E的影响更大。结论 加热时间过长会影响植物油的品质, 同时也能通过对植物油中维生素E的检测推论该植物油是否经过加热处理。     

Influence of fatty acid composition on chemical changes in blends of sunflower oils during thermoxidation and frying

The influence of fatty acid composition on formation of new compounds at frying temperatures has been studied in seven samples of sunflower oils widely differing in their fatty acid composition. Thermal oxidation assays as well as frying experiments were carried out and samples were evaluated by measuring the new compounds formed, i.e. polymers, polar compounds and their distribution by molecular weight, and polar fatty acids and their distribution by molecular weight. The levels of all the new compounds analysed strongly depended on the degree of oil unsaturation; the two least unsaturated oils with low content of linoleic acid and high content of palmitic acid behaved exceptionally well. When considering polar compounds or polar fatty acids, the polymers/oxidised monomers ratio increased significantly as the level of degradation increased. The new compounds formed are practically identical when analysed in the used frying oils or in the lipids extracted from the counterpart fried potatoes, independently of the level of degradation.     

天然抗氧化剂抑制油脂氧化的研究进展

油脂在长期贮藏中易受多种因素影响发生氧化酸败,不仅影响食物感官,降低营养价值,同时产生一些有毒物质导致人体衰老、癌症以及多种慢性疾病的发生。天然抗氧化剂因具有安全性高、抗氧化能力较强的特点,已被普遍运用于油脂抗氧化中。从酚类、色素类、多肽类、甾醇类物质以及多糖类物质5个方面,综述了近年来从动植物中提取的天然抗氧化物质对油脂抗氧化的作用,旨在为天然抗氧化剂的开发、应用,油脂储存、保质研究提供参考。     

测定油脂极性组分不同柱层析技术的比较

以现行的油脂极性组分检测ISO 8420(2002)为依据,对GB/T 5009.202—2003《食用植物油煎炸过程中的极性组分(PC)的测定》的柱层析法,GB 5009.202—2016《食品安全国家标准食用油中极性组分(PC)的测定》中的制备型快速柱层析法和柱层析法进行比对实验。结果发现:GB/T 5009.202—2003的柱层析法的检测结果与ISO标准的检测结果差异较大,一致性差;而GB 5009.202—2016中的制备型快速柱层析法和柱层析法的检测结果与ISO标准的检测结果基本一致。     

动植物油脂不皂化物测定方法研究

通过对国内外动植物油脂不皂化物检测方法比较,考察不同检测方法对动植物油脂不皂化物测定结果影响,并分析造成结果差异原因。结果表明,美国油脂化学家学会(AOCS)两项方法AOCS Ca 6a-40(09)和AOCS Ca 6b-53(09)较IS03596:2000和IS018609:2000方法适用范围广,可实现对不皂化物含量较高动植物油脂检测,且萃取过程充分、技术路线严谨、测定结果准确可靠。