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Enrichment of EPA and DHA by enzymatic ethanolysis: Effects of lipases from Thermomyces lanuginosus, Rhizomucor miehei, Rhizopus oryzae and Candida antarctica 通过酶法乙醇分解富集 EPA 和 DHA:来自热酵母菌(Thermomyces lanuginosus)、根瘤酵母菌(Rhizomucor miehei)、根瘤酵母菌(Rhizopus oryzae)和白色念珠菌(Candida antarctica)的脂肪酶的影响
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2023-12-12 DOI: 10.1002/aocs.12800
Miao Qiao, Xin Hua, Yongjun Yuan, Xi Cao

This work attempts to achieve the enrichment of eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) in acylglycerols as well as biodiesel production by investigating the performance of various lipases in ethanolysis. The ethanolysis activities of five immobilized lipases in decreasing order were as follows: Lipozyme TL IM, Novozym 40086/Lipozyme RM IM, Novozym 435 and Rhizopus oryzae lipase immobilized on polypropylene (RO PP). EPA could be enriched to a certain content by Lipozyme TL IM, Novozym 40086, Lipozyme RM IM, and RO PP. The enrichment of DHA was achieved well by those four sn-1,3 regioselective lipases, and DHA contents in acylglycerols were the highest when Lipozyme TL IM and Novozym 40086 were used, reaching 2.87-fold and 2.81-fold of the initial content. However, Novozym 435 could not enrich EPA and DHA effectively. Fatty acid ethyl esters produced in this work contained abundant palmitic acid and palmitoleic acid, which could be ideal biodiesel considering their chain length. The competitive factors of five lipases towards DHA were all significantly higher than those towards EPA. When Lipozyme TL IM and Novozym 40086 achieved the maximum DHA contents, their DHA recoveries in acylglycerols reached 91.87% and 89.00%, respectively. The DHA recoveries were all significantly higher than the corresponding EPA recoveries in the reactions catalyzed by five lipases. Moreover, Lipozyme TL IM could be a potential lipase for the separation of EPA and DHA. This study may promote the full use of fish oil and broaden the application of lipases.

这项工作试图通过研究各种脂肪酶在乙醇分解中的性能来实现酰基甘油中二十碳五烯酸(EPA)和二十二碳六烯酸(DHA)的富集以及生物柴油的生产。5种固定化脂肪酶的醇解活性由大到小依次为:Lipozyme TL IM、Novozym 40086/Lipozyme RM IM、Novozym 435和米根霉固定化脂肪酶。Lipozyme TL IM、Novozym 40086、Lipozyme RM IM和RO PP均能将EPA富集到一定的含量,4种sn-1,3区域选择性脂肪酶对DHA的富集效果较好,且在Lipozyme TL IM和Novozym 40086中酰基甘油中DHA含量最高,分别达到初始含量的2.87和2.81倍。而Novozym 435不能有效富集EPA和DHA。本研究制备的脂肪酸乙酯含有丰富的棕榈酸和棕榈油酸,考虑到其链长,可以作为理想的生物柴油。5种脂肪酶对DHA的竞争因子均显著高于对EPA的竞争因子。当Lipozyme TL IM和Novozym 40086达到DHA含量最大值时,其在酰基甘油中的DHA回收率分别为91.87%和89.00%。在5种脂肪酶催化的反应中,DHA的回收率均显著高于相应的EPA的回收率。此外,脂酶tlim可能是一个潜在的分离EPA和DHA的脂肪酶。该研究可促进鱼油的充分利用,拓宽脂肪酶的应用范围。
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引用次数: 0
Characterization of inajá (Maximiliana maripa) pulp oil obtained by enzymatic extraction 通过酶提取法获得的伊纳雅(Maximiliana maripa)果肉油的特征
IF 2 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2023-12-12 DOI: 10.1002/aocs.12795
Jézica Priscila Pereira da Silva, Antonio Manoel da Cruz Rodrigues, Luiza Helena Meller da Silva

Two methods for extraction of oil from inajá pulp were studied; an enzymatic extraction, which was evaluated using the central composite rotational design (CCRD) combined with the response surface methodology (RSM), and the conventional solvent extraction. The enzymatic extraction method had no significant effect (p > 0.05%) on the fatty acid profile of inajá oil, which was 45.7% monounsaturated, 10.8% polyunsaturated, and 43.6% saturated. Oleic, palmitic, linoleic, and myristic acids were the predominant fatty acids. The enzymatic extraction method interfered with the total phenolic compounds, which were lower (p < 0.05%) than the total phenolic compounds obtained in the inajá pulp oil extracted by solvent. On the other hand, the carotenoid content was higher in the inajá pulp oil obtained by the enzymatic extraction (p < 0.05%). The enzymatic extraction showed an efficiency equivalent to that of the solvent extraction, and resulted in an oil that contains superior nutritional properties. Green technologies, such as enzymatic extraction for the production of vegetable oils, can be used to replace conventional methods that use solvent, thereby reducing environmental impact and the operating cost of the process itself. In the enzymatic extraction, the oil is obtained without the need for a solvent separation step. Moreover, this method of extraction produces an aqueous fraction and a solid residue (defatted pulp), both of which can be used as by-products with potential for application in the food industry and, therefore, generate greater added value.

研究了两种提取稻浆油的方法;采用中心复合旋转设计(CCRD)结合响应面法(RSM)对酶提法和常规溶剂萃取法进行评价。酶提法对花生油的脂肪酸谱无显著影响(p > 0.05%),单不饱和脂肪酸为45.7%,多不饱和脂肪酸为10.8%,饱和脂肪酸为43.6%。油酸、棕榈酸、亚油酸和肉豆蔻酸是主要的脂肪酸。酶提法提取的总酚类化合物比溶剂提法提取的总酚类化合物含量低0.05%。另一方面,酶提法得到的inaj果肉油的类胡萝卜素含量较高(p < 0.05%)。酶萃取的效率与溶剂萃取的效率相当,得到的油含有优越的营养特性。绿色技术,如用于生产植物油的酶萃取,可以用来取代使用溶剂的传统方法,从而减少对环境的影响和过程本身的运营成本。在酶提法中,不需要溶剂分离步骤就可以得到油。此外,这种提取方法产生水馏分和固体残渣(脱脂纸浆),两者都可以作为副产品,在食品工业中具有应用潜力,因此产生更大的附加值。
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引用次数: 0
Plant-based fat substitutes with promising functional properties and health benefits 具有良好功能特性和健康益处的植物脂肪替代品
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2023-12-11 DOI: 10.1002/aocs.12797
Tianyi Zhang, Xin Zhang, Xiangqi Zhou, Ruiqi Tian, Xufei Tang, Yan Zhang, Lianzhou Jiang, Xiaonan Sui

The pursuit of nutrition and environmental protection is driving the demand for healthy and environmentally friendly food alternatives. Various plant-based substitute products are gaining popularity. Fats are crucial components of food, playing a pivotal role in human nutrition and contributing to the sensory properties of food. In addition to the use of healthier plant oils, the development of plant-based fat substitutes offers innovative ways to replicate the texture and mouthfeel of animal fats. A wide range of plant-derived matrices has been extensively employed in the creation of fat substitutes, including protein matrices, polysaccharide matrices, and complex matrices. The objective of this review is to examine the current advancements in plant-based fat substitutes. It will primarily focus on the selection of suitable substitutes and their specific applications within diverse food systems. By doing so, this review aims to shed light on the potential of plant-based fat substitutes in the development of low-fat foods, providing valuable insights into this emerging field.

对营养和环保的追求推动了对健康环保食品替代品的需求。各种以植物为基础的替代产品越来越受欢迎。脂肪是食物的重要组成部分,在人类营养中发挥着关键作用,并有助于改善食物的感官特性。除了使用更健康的植物油外,植物脂肪替代品的开发还提供了复制动物脂肪质地和口感的创新方法。在制作脂肪替代品的过程中,已广泛采用了多种植物衍生基质,包括蛋白质基质、多糖基质和复合基质。本综述旨在研究植物脂肪替代品的最新进展。它将主要关注合适替代品的选择及其在不同食品体系中的具体应用。通过这样做,本综述旨在阐明植物基脂肪替代品在开发低脂食品方面的潜力,为这一新兴领域提供有价值的见解。
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引用次数: 0
Frying characteristics of high-oleic rapeseed blended oil: A comparative study 高油酸菜籽调和油的油炸特性:比较研究
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2023-12-10 DOI: 10.1002/aocs.12773
Yubo Han, Pan Gao, Yong Yang, Man Zou, Wu Zhong, Jiaojiao Yin, Chuanrong Hu, Dongping He

The objective of this study was to identify the most suitable high-oleic rapeseed blended oil for frying. Six high-oleic rapeseed blended oils were formulated based on a polyunsaturated fatty acid/saturated fatty acid ratio of 2.0 and an n-3 fatty acid/n-6 fatty acid ratio of 1:4–1:6, after which the physiochemical properties, frying performance, tocopherol content, and hazardous substance contents were evaluated. The blended oil containing high-oleic rapeseed oil: soybean oil: palm oil (85:12:3) had a reasonable fatty acid composition, better oxidative stability index (9.05 h), higher total tocopherol content (0.3 mg/kg), and longer time to reach a total polar component content of 27% (29.3 h). Moreover, after frying for 30 h, the peroxide value (7.25 mmol/kg), residual oil rate (0.57%), trans-fatty acid content (0.37%), malondialdehyde content (1.57 μg/kg), and 3-monochloro-1,2-propanediol ester content (0.24 mg/kg) were lower than those of the other samples. Principal component analysis revealed that the quality of the high-oleic rapeseed blended oil was positively correlated with benzo[a]pyrene, 18:2, and 18:3, and negatively correlated with the residual oil rate, trans-fatty acids, and 18:1 content. This high-oleic rapeseed blended oil is potentially suitable for frying.

这项研究的目的是找出最适合油炸的高油酸菜籽调和油。根据多不饱和脂肪酸/饱和脂肪酸比为 2.0,n-3 脂肪酸/n-6 脂肪酸比为 1:4-1:6 的原则,配制了六种高油酸菜籽调和油,然后对其理化性质、油炸性能、生育酚含量和有害物质含量进行了评估。含有高油酸菜籽油:大豆油:棕榈油(85:12:3)的调和油脂肪酸组成合理,氧化稳定性指数较好(9.05 小时),总生育酚含量较高(0.3 毫克/千克),总极性成分含量达到 27% 的时间较长(29.3 小时)。此外,油炸 30 小时后,过氧化值(7.25 毫摩尔/千克)、残油率(0.57%)、反式脂肪酸含量(0.37%)、丙二醛含量(1.57 微克/千克)和 3-单氯-1,2-丙二醇酯含量(0.24 毫克/千克)均低于其他样品。主成分分析表明,高油酸菜籽调和油的质量与苯并[a]芘、18:2 和 18:3 呈正相关,与残油率、反式脂肪酸和 18:1 含量呈负相关。这种高油酸菜籽调和油可能适用于油炸。
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引用次数: 0
Special issue highlighting the 2023 AOCS Annual Meeting & Expo 2023 年亚洲光学学会年会暨博览会特刊
IF 2 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2023-12-10 DOI: 10.1002/aocs.12798
Silvana Martini
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引用次数: 0
Phenolics of mustard seeds: A review on composition, processing effect and their bioactvities 芥菜籽的酚类物质:成分、加工效果及其生物活性综述
IF 2 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2023-12-07 DOI: 10.1002/aocs.12783
Thu Nguyen, Ruchira Nandasiri, Olamide Fadairo, N. A. Michael Eskin

Mustard seeds have been used since ancient times contributing great economic value to global agriculture. Canada, one of the world's top producers, grows three main mustard varieties, white /yellow, (Brassica hirta/Sinapis alba), black (Brassica nigra) and Oriental (Brassica juncea). Besides their high protein and lipid content, mustard varieties are a rich source of phenolic compounds. This review will cover mustard seed components including lipids, glucosinolates, and sinapates. The latter are the main phenolic compounds in mustard and include sinapine, sinapic acid and its conversion to canolol. The important bioactivities associated with mustard phenolics, has led to efforts to improve the methods for their extraction. The use of green technology is crucial for producing these phenolics while minimizing any detrimental effects to the environment. The important antioxidant and anticancer activities of these phenolics will also be reviewed.

芥菜种子自古以来就被人们使用,为全球农业贡献了巨大的经济价值。加拿大是世界上最大的芥菜生产国之一,主要种植三个芥菜品种:白芥/黄芥(Brassica hirta/Sinapis alba)、黑芥(Brassica nigra)和东方芥(Brassica juncea)。除了蛋白质和脂质含量高之外,芥菜品种还是酚类化合物的丰富来源。本综述将介绍芥菜种子的成分,包括脂类、葡萄糖苷酸盐和苷酸盐。后者是芥菜中的主要酚类化合物,包括山奈苷、山奈酸及其向卡诺醇的转化。芥末酚类化合物具有重要的生物活性,这促使人们努力改进提取方法。使用绿色技术对于生产这些酚类物质,同时尽量减少对环境的有害影响至关重要。此外,还将回顾这些酚类物质的重要抗氧化和抗癌活性。
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引用次数: 0
Phase behaviors and nucleation effects of phytosterols and phytosterol esters in medium chain triglycerides 植物甾醇和植物甾醇酯在中链甘油三酯中的相行为和成核效应
IF 2 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2023-11-28 DOI: 10.1002/aocs.12794
Shuai Zhou, Yue Sun, Yong Wang, Yuanrong Jiang

Free phytosterols (PS) and phytosterol esters (PSE) usually coexist in natural edible oils, which affect the crystallization behaviors of oil significantly. However, the phase behaviors of PS and PSE in oils and their roles on the crystallization behaviors of oil are still unclear. In this study, the isolation and dissolution behaviors of PS and PSE in medium chain triglyceride (MCT) were studied, and then their influences on the crystallization behaviors of MCT were clarified further. The results showed that when the mass ratio of PS:PSE was greater than 3:7 at the total amount of PS and PSE fixing 5 wt%, PS and PSE isolated to form a new crystal structure, which was different from PS spherical or PSE plate-like crystal structure, in MCT. The new PS/PSE crystal structure had a larger surface area, and its melting point was between PS and PSE. It also showed the synergistic ability to promote the crystallization nucleation of MCT. When the total content of PS and PSE was 1 wt%, and the mass ratio of PS:PSE was 5:5, the crystallization peak temperature of PS/PSE/MCT was 12°C higher than that of virgin MCT, 2.5°C higher than that of PSE/MCT, and 10.3°C higher than that of PS/MCT.

游离植物甾醇(PS)和植物甾醇酯(PSE)通常在天然食用油中共存,对油脂的结晶行为有显著影响。然而,PS和PSE在油中的相行为及其对油结晶行为的影响尚不清楚。本研究研究了PS和PSE在中链甘油三酯(MCT)中的分离和溶解行为,并进一步阐明了它们对MCT结晶行为的影响。结果表明,当PS:PSE的质量比大于3:7时,PS和PSE的总固定量为5 wt%时,PS和PSE在MCT中分离形成新的晶体结构,不同于PS球形或PSE片状晶体结构。新的PS/PSE晶体结构具有更大的表面积,熔点介于PS和PSE之间。并表现出促进MCT结晶成核的协同能力。当PS和PSE的总含量为1wt %, PS:PSE的质量比为5:5时,PS/PSE/MCT的结晶峰温度比未加工的MCT高12℃,比PSE/MCT高2.5℃,比PS/MCT高10.3℃。
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引用次数: 0
Effect of infrared roasting of perilla seeds on the content of bioactive components and antioxidant capacity in oil 紫苏籽红外焙烧对油中生物活性成分含量及抗氧化能力的影响
IF 2 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2023-11-27 DOI: 10.1002/aocs.12793
Jianhua Huang, Yu Xu, Chuying Chen, Zhihua Song, Ming Chang, Xingguo Wang, Xiaosan Wang

The effects of different infrared roasting temperatures (120, 140, and 160°C) and time (0, 10, 15, and 20 min) on the oxidative stability and content of active components in perilla oil were investigated. Fatty acid is one of the active components in perilla oil. The findings demonstrated that infrared baking had little impact on the fatty acids in perilla seed oil. The oxidative stability of perilla oil increased with the rising temperature of the infrared heating process. Phenolic substances were used as main antioxidants of polar extracts from perilla seed oil. Oxidative stability of perilla seed oil was highest after 20 min of exposure to 140°C. Furthermore, the amount of phenolic compounds and the DPPH radical scavenging activity of perilla seed oil treated at 140°C for 20 min were significantly higher compared to other infrared treatments, while the amount of total tocopherol was significantly lower. These results indicated that the quality and characteristics of perilla seed oil could be effectively improved by pressing perilla seed after infrared pretreatment.

研究了紫苏油不同红外焙烧温度(120、140、160℃)和焙烧时间(0、10、15、20 min)对紫苏油氧化稳定性和活性成分含量的影响。脂肪酸是紫苏油的有效成分之一。结果表明,红外烘烤对紫苏籽油中脂肪酸含量影响不大。紫苏油的氧化稳定性随着红外加热温度的升高而提高。以紫苏籽油极性提取物中的酚类物质为主要抗氧化剂。紫苏籽油在140℃下氧化20 min后氧化稳定性最高。此外,紫苏籽油140℃处理20 min后,其酚类化合物含量和DPPH自由基清除能力显著高于其他红外处理,而总生育酚含量显著低于其他红外处理。结果表明,红外预处理后的紫苏籽压榨可有效改善紫苏籽油的品质和特性。
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引用次数: 0
Synthesis of lesquerella-based bisphosphonates lesquerella基双膦酸盐的合成
IF 2 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2023-11-24 DOI: 10.1002/aocs.12760
Laurelee M. Boon, Sierra R. Bamert, Effrat L. Fayer, Chelsea L. Coley, Shannon M. Henry, Diana M. Cermak, Steven C. Cermak

Hydroxy fatty acids (HFAs) have found wide use in today's market, ranging from industrial materials to pharmaceuticals. Castor oil, which is obtained from castor seeds, has served as a primary source of the most common HFA, ricinoleic acid, but also contains several undesirable compounds which pose severe health risks, the most notable being ricin, an unusually stable, toxic protein. A promising HFA alternative is lesquerella oil, an oil obtained from seeds of the Lesquerella fendleri species. Lesquerella oil is mainly comprised of lesquerolic acid, an HFA that is structurally similar to ricinoleic acid, the only difference being that lesquerolic acid possesses two additional methylene groups on the carboxyl end of the molecule. In addition, the bisphosphonate moiety has been shown to display interesting biological activities, primarily as osteoporosis drugs and anti-cancer therapeutics. The synthesis of lesquerella-based bisphosphonates, both an unsaturated and saturated series, have been produced in high yields and high purity and are reported here.

羟基脂肪酸(hfa)在今天的市场上有广泛的用途,从工业材料到药品。从蓖麻籽中提取的蓖麻油是最常见的HFA蓖麻油酸的主要来源,但也含有几种对健康构成严重威胁的不良化合物,其中最显著的是蓖麻毒素,这是一种异常稳定的有毒蛋白质。一种很有前途的HFA替代品是lesquerella油,一种从lesquerella fendleri物种的种子中获得的油。lesquerolic acid lesquerolic acid lesquerolic oil lesquerolic油主要由lesquerolic酸组成,这是一种结构类似于蓖麻油酸的HFA,唯一的区别是lesquerolic酸在分子的羧基端具有两个额外的亚甲基。此外,双膦酸盐部分已显示出有趣的生物活性,主要作为骨质疏松症药物和抗癌药物。本文报道了以lesquerella为基础的不饱和系列和饱和系列双膦酸盐的高收率和高纯度合成。
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引用次数: 0
Discrimination of Turkish Gemlik virgin olive oils by growing regions and environmental conditions 土耳其Gemlik初榨橄榄油的种植区域和环境条件的歧视
IF 2 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2023-11-23 DOI: 10.1002/aocs.12791
Turkan Mutlu Keceli, Fulya Harp Celik

Geographic origins together with environmental conditions (temperature, rainfall, humidity, altitude) during harvest, could alter the olive oil quality, nutritional value, and traceability. The impact of geographic region (Bursa PDO, Hatay, Mersin, and Izmir NPDO) and conditions at harvest years (2016 and 2017) on the quality and traceability of Gemlik virgin olive oils were investigated. Environmental conditions (high temperature and relative humidity, low rainfall) resulted in low quality due to increase in FFA, linoleic acid, PUFA, Δ7-stigmastenol, stigmasterol and total sterols in oils obtained from southeast (Hatay and Mersin) NPDO regions. Bursa PDO and Izmir NPDO Gemlik virgin olive oils were high in oleic acid, MUFA, hydroxtytyrsol, tyrosol, antioxidant activity and, ∆5-avenesterol and discriminated by 99% accuracy with discriminant analysis. PCA and DA can easily detect and distinguish differences in virgin olive oils quality and purity coming from different growing regions and subjected to inverse environmental conditions. Bursa PDO and Izmir NPDO growing regions have better conditions for Gemlik olives cultivation to obtain high quality and oxidative resistant Gemlik virgin olive oils.

地理来源和收获期间的环境条件(温度、降雨量、湿度、海拔)会改变橄榄油的质量、营养价值和可追溯性。研究了地理区域(布尔萨PDO、哈塔伊、梅尔辛和伊兹密尔NPDO)和收获年份(2016年和2017年)条件对Gemlik初榨橄榄油质量和可追溯性的影响。环境条件(高温和相对湿度,少降雨)导致东南(Hatay和Mersin) NPDO地区获得的油中FFA,亚油酸,PUFA, Δ7-stigmastenol,豆甾醇和总甾醇含量增加,导致质量下降。Bursa PDO和Izmir NPDO Gemlik初榨橄榄油含有较高的油酸、MUFA、羟基酪醇、酪醇、抗氧化活性和∆5- aven甾醇,判别分析的准确率为99%。PCA和DA可以很容易地检测和区分不同产区和不同环境条件下初榨橄榄油质量和纯度的差异。布尔萨PDO和伊兹密尔NPDO产区有较好的条件种植Gemlik橄榄,以获得高品质和抗氧化的Gemlik初榨橄榄油。
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引用次数: 0
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Journal of the American Oil Chemists Society
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