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Importance of emulsifiers in chocolate industry: Effect on structure, machinability, and quality of intermediate and final products 乳化剂在巧克力工业中的重要性:对中间产品和最终产品的结构、可加工性和质量的影响
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-03-05 DOI: 10.1002/aocs.12829
Omer Said Toker, Seyma Ozonuk, Recep Gunes, Necattin Cihat Icyer, Haniyeh Pirouizan Rasouli, Nevzat Konar, Ibrahim Palabiyik, Cengiz Altop

Many parameters are effective in obtaining optimum rheological and sensory properties in chocolate. Lecithin, ammonium phosphatides (AMP), and less commonly glycerol monopalmitate (GMP) are typically used as emulsifiers to achieve the desired viscosity in chocolate. In addition to these emulsifiers, polyglycerol polyricinoleate (PGPR) is used as a complement to regulate the yield value in chocolate. In this review, the properties of these additives, their interactions with each other, and the mechanism of their structural improvement functions in chocolate production are discussed. Depending on the type and amount of emulsifier, adjustments can be made to the flow behavior of molten chocolate, textural, melting character, tempering and tempering index, color and other properties of the chocolate. In addition to the use of emulsifiers, other parameters such as particle size distribution, moisture and fat content should also be taken into account, which can affect all these quality parameters. In this regard, the correct selection of the type of emulsifiers used in chocolate production and their combined usage rates will ensure that the demands of producers and consumers are met.

要获得巧克力的最佳流变和感官特性,许多参数都很有效。卵磷脂、磷脂酸铵 (AMP) 和较少使用的甘油单棕榈酸酯 (GMP) 通常用作乳化剂,以达到巧克力所需的粘度。除这些乳化剂外,聚甘油聚链烯酸酯(PGPR)也被用作调节巧克力产量值的辅助剂。本综述将讨论这些添加剂的特性、它们之间的相互作用以及它们在巧克力生产中改善结构功能的机理。根据乳化剂的种类和用量,可以调整巧克力熔体的流动性、质地、熔化特性、回火和回火指数、颜色和其他特性。除了乳化剂的使用外,还应考虑其他参数,如粒度分布、水分和脂肪含量,这些都会影响所有这些质量参数。在这方面,正确选择巧克力生产中使用的乳化剂类型及其综合使用率将确保满足生产商和消费者的需求。
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引用次数: 0
Optimization and validation of an HPLC-HRMS method through semipreparative HPLC system for determining phytosterol oxidation products during refining processing and storage of vegetable oils 通过半制备高效液相色谱系统优化和验证测定植物油精炼加工和储存过程中植物甾醇氧化产物的高效液相色谱-HRMS 方法
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-02-26 DOI: 10.1002/aocs.12826
Raffaele Calaminici, Nicolò Ivan Salgarella, Vladimiro Cardenia, Emanuele Forte

A semi-preparative liquid chromatographic system (LC-Prep) has been used to isolate and collect the main oxidation products generated from β-sitosterol, campesterol, and stigmasterol, which represent the main sterols detected in vegetable oils. In less than 50 min, 15 different phytosterol oxidation products (POPs) were separated with a satisfactory resolution (R >1) and collected. From each pure phytosterol standard the 5,6α-epoxy (α-E), 5,6β-epoxy (β-E), 7-keto (7-K), 7α-hydroxy (7α-H), and 7β-hydroxy (7β-H) isomers were obtained. The purity of POPs was >90%. Then, the obtained pure POPs were used to validate an HPLC-Orbitrap-HRMS analytical method. The LOD and LOQ determined in medium chain triacylglycerols were >0.012 and >0.039 ng/mL, respectively; whereas the recoveries ranged between 82% and 98%. The suitability of the analytical method was evaluated on palm oil (PO), palm olein (POL), and high oleic sunflower oil (HOSO) during the whole refining processing (crude oil, neutralization and degumming, bleaching and deodorization) and under storage conditions (45°C, 16 days). In the refining steps, the total POPs content significantly increased (p < 0.05) by 29%, 20%, and 13% in PO, POL, and HOSO, respectively. The highest amount was found in HOSO (15.046 mg/kg), followed by POL (1.067 mg/kg) and PO (0.538 mg/kg). Under storage conditions, the content of POPs did not significantly (p > 0.05) change and was lower than 8.965 mg/kg. The developed semi-preparative liquid chromatographic system coupled to the LC-Orbitrap-HRMS method demonstrated to be a useful and valid tool for a robust, precise, accurate, and sensitive determination of POPs in refined and stored vegetable oils.

采用半制备液相色谱系统(LC-Prep)分离并收集了植物油中检测到的主要甾醇--β-谷甾醇、坎贝酯醇和豆固醇产生的主要氧化产物。在不到 50 分钟的时间内,就分离并收集了 15 种不同的植物甾醇氧化产物(POPs),其分辨率令人满意(R >1)。从每种纯植物甾醇标准物质中都能得到 5,6α-epoxy (α-E), 5,6β-epoxy (β-E), 7-keto (7-K), 7α-hydroxy (7α-H) 和 7β-hydroxy (7β-H) 异构体。持久性有机污染物的纯度为 90%。然后,用获得的纯持久性有机污染物验证了 HPLC-Orbitrap-HRMS 分析方法。在中链三酰甘油中测定的LOD和LOQ分别为0.012和0.039 ng/mL,回收率为82%至98%。对棕榈油(PO)、棕榈油精(POL)和高油酸葵花籽油(HOSO)在整个精炼加工过程(毛油、中和脱胶、漂白和除臭)和储存条件(45°C,16 天)下的分析方法的适用性进行了评估。在精炼步骤中,PO、POL 和 HOSO 中的持久性有机污染物总含量分别显著增加了 29%、20% 和 13%(p < 0.05)。含量最高的是 HOSO(15.046 毫克/千克),其次是 POL(1.067 毫克/千克)和 PO(0.538 毫克/千克)。在贮存条件下,持久性有机污染物的含量变化不大(p > 0.05),低于 8.965 毫克/千克。所开发的半制备液相色谱系统与 LC-Orbitrap-HRMS 方法相结合,证明是一种有效的工具,可用于稳健、精确、准确、灵敏地测定精炼和储藏植物油中的持久性有机污染物。
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引用次数: 0
Formation of hollow solid lipid microparticles from natural waxes using supercritical carbon dioxide 利用超临界二氧化碳从天然蜡中形成空心固体脂质微颗粒
IF 2 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-02-25 DOI: 10.1002/aocs.12805
Purlen Sezer Okur, Deniz Ciftci, Ozan N. Ciftci

In this study, the potential of natural waxes, namely, candelilla wax (CLW) and carnauba wax (CW), was explored to form extra-hard shell hollow solid lipid particles using a particle formation process based on supercritical fluid technology. Melting behavior and volumetric expansion of CLW and CW in pressurized CO2 were investigated as a function of pressure. The melting point of waxes decreased linearly with increasing pressures up to a certain level; then stayed constant regardless of further elevated pressures. The highest melting point depressions of 13.0% and 8.3% were observed for CLW and CW at 140 and 130 bar CO2 pressure, respectively. A positive correlation between the melting point depression and volumetric expansion was observed for both waxes. The volumetric expansion of waxes increased with increasing pressures within the linear range of the melting curves. The highest volumetric expansion was achieved at 140 bar/68°C and 130 bar/85°C for CLW (7.1%) and CW (8.5%), respectively. Hollow solid lipid particles with smooth surfaces were obtained from both CLW and CW. There was no difference between the melting behavior of the original waxes and their particles. Increasing SC-CO2 pressure decreased the particle size and inner volume of the hollow particles. D[4,3] of CLW ranged between 9.3 and 25.4 μm, whereas it ranged between 8.7 and 34.2 μm for CW. CLW and CW were found to be suitable high-melting lipids to form hollow solid lipid particles via SC-CO2-assisted particle formation process to develop hollow solid lipid particles with an extra-hard protective shell.

本研究利用基于超临界流体技术的颗粒形成工艺,探索了天然蜡(即蜡烛树蜡(CLW)和棕榈蜡(CW))形成超硬壳空心固体脂质颗粒的潜力。研究了加压二氧化碳中 CLW 和 CW 的熔化行为和体积膨胀与压力的函数关系。随着压力的增加,蜡的熔点呈线性下降,直至某一水平,然后无论压力如何升高,熔点都保持不变。在 140 和 130 巴二氧化碳压力下,CLW 和 CW 的熔点分别下降了 13.0% 和 8.3%。两种蜡的熔点降低与体积膨胀之间呈正相关。在熔化曲线的线性范围内,蜡的体积膨胀率随压力的增加而增加。在 140 bar/68°C 和 130 bar/85°C 时,CLW(7.1%)和 CW(8.5%)的体积膨胀率最高。CLW 和 CW 均可获得表面光滑的中空固体脂质颗粒。原蜡及其颗粒的熔化行为没有差异。增加 SC-CO2 压力会减小空心颗粒的粒径和内部体积。CLW 的 D[4,3] 在 9.3 至 25.4 μm 之间,而 CW 的 D[4,3] 在 8.7 至 34.2 μm 之间。研究发现,CLW 和 CW 是合适的高熔点脂质,可通过 SC-CO2 辅助颗粒形成工艺形成具有超硬保护壳的空心固体脂质颗粒。
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引用次数: 0
Developing thermally stable beverage emulsions using mildly fractionated pea proteins 利用温和分馏的豌豆蛋白开发热稳定饮料乳剂
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-02-20 DOI: 10.1002/aocs.12825
Neksha Diwakar Devaki, Supratim Ghosh

Oil-in-water emulsions are widely used as the base flavoring or clouding agents in various beverages. Pulse proteins can play a major role as a natural emulsifier in beverages. However, the presence of insoluble components greatly minimizes their potential application in beverage emulsions. In this work, pea protein concentrate was mildly fractionated by aqueous centrifugation to recover a soluble fraction with 71% protein yield, which was then used to develop 5% oil-in-water emulsions using a high-pressure homogenizer. Emulsion stability was tested by heat treatment (90°C, 30 min) in the presence of NaCl (0–1 M) at pH 7.0 and 2.0. Stability increased upon the addition of salt at pH 7, while at pH 2, proteins and droplets aggregated. Heat treatment led to extensive aggregation at both pH values, which was further worsened by salt. To prevent thermal destabilization, the proteins were heat-treated at 75°C for 30 min for partial denaturation before emulsification under hot conditions. The heat-treated protein-stabilized emulsions at pH 7 had superior thermal stability at all salt concentrations without aggregation. However, a similar improvement was not observed at pH 2. Pre-heating the soluble protein exposed the hydrophobic patches, leading to better adsorption on the droplet surface, which did not show additional aggregation upon further heating the emulsions at pH 7. Interestingly, heat-treated protein-stabilized emulsions showed a 44% drop in lipid digestibility compared to the original emulsions. The proposed approach could be a valuable addition to the utilization of pea proteins in beverage emulsions that could withstand heat treatment during food processing.

水包油乳剂被广泛用作各种饮料的基础调味剂或起云剂。脉动蛋白可作为天然乳化剂在饮料中发挥重要作用。然而,不溶性成分的存在大大降低了其在饮料乳剂中的应用潜力。在这项研究中,豌豆蛋白浓缩物通过水离心法进行轻度分馏,回收了蛋白质产量为 71% 的可溶部分,然后利用高压均质机将其用于开发 5% 水包油型乳液。通过在 pH 值为 7.0 和 2.0 的 NaCl(0-1 M)存在下进行热处理(90°C,30 分钟)来测试乳液的稳定性。在 pH 值为 7 时,加入盐后稳定性增加,而在 pH 值为 2 时,蛋白质和液滴聚集。在两种 pH 值下,热处理都会导致广泛的聚集,而盐会进一步加剧这种现象。为防止热失稳,在热条件下乳化之前,先将蛋白质在 75°C 下热处理 30 分钟,使其部分变性。在 pH 值为 7 的条件下,经过热处理的蛋白质稳定乳液在所有盐浓度下都具有极佳的热稳定性,且不会出现聚集现象。预热可溶性蛋白质使疏水斑块暴露出来,从而更好地吸附在液滴表面,在 pH 值为 7 的条件下进一步加热乳剂时,液滴表面没有出现更多的聚集现象。所提出的方法可以为饮料乳液中豌豆蛋白的利用提供宝贵的补充,这种乳液可以在食品加工过程中经受住热处理。
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引用次数: 0
Effect of microwave and oven roasting on chemical composition, bioactive properties, phenolic compounds and fatty acid compositions of sunflower seed and oils 微波和烤箱焙烧对葵花籽和油的化学成分、生物活性特性、酚类化合物和脂肪酸组成的影响
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-02-14 DOI: 10.1002/aocs.12824
Isam A. Mohamed Ahmed, Mehmet Musa Özcan, Nurhan Uslu, Havvanur Yılmaz, Belal M. Mohammed, Zainab Albakry

In this study, the effects of microwave (540, 720 and 900 W) and oven (120, 150 and 230°C) roasting techniques on the total phenolics, flavonoids, antioxidant capacity, polyphenolic and fatty acid results of sunflower seed and oils were investigated. Total phenol (except oven 150°C), flavonoid (except oven 120°C) contents and antioxidant activity values of sunflower seeds and oils subjected to oven and microwave heat treatment decreased compared to the control. Total phenolic, total flavonoids and antioxidant activities were higher in MRS oil than ORS oil. Individual phenolic constituent in both seed and oil samples from ORS and MRS showed significant (p < 0.05) changes to the control (non-roasted seed and its oil). A general increase in the phenolic components of seeds and oils was observed with oven and microwave roasting compared to the control. Oleic acid values (%) of the oil extracted from seeds roasted in oven and microwave systems were recorded to be between 23.76 (120°C) and 29.41% (150°C) to 24.32 (540 W) and 26.10% (720 W), respectively. Linoleic acid values of the oils obtained from seeds roasted in oven and microwave systems varied to be between 57.01 (150°C) and 65.89% (120°C) to 60.70 (720 W) and 65.26% (540 W), respectively. As a result of the applied heat treatment, while the linoleic acid values of the oil samples decreased, an increase was observed in the palmitic, stearic and oleic acid values of the oil.

本研究调查了微波(540、720 和 900 W)和烘箱(120、150 和 230°C)焙烧技术对葵花籽和油的总酚、类黄酮、抗氧化能力、多酚和脂肪酸结果的影响。与对照组相比,经烘箱和微波热处理的葵花籽和油的总酚(烘箱 150°C 除外)、类黄酮(烘箱 120°C 除外)含量和抗氧化活性值均有所下降。MRS 油的总酚、总黄酮和抗氧化活性高于 ORS 油。ORS 和 MRS 种子和油样品中的单个酚类成分与对照组(未烘烤的种子及其油)相比有显著变化(p < 0.05)。与对照组相比,种子和油中的酚类成分在烘箱和微波焙烧后普遍增加。从烘箱和微波系统焙烧的种子中提取的油的油酸值(%)分别为 23.76%(120°C)和 29.41%(150°C)到 24.32%(540 W)和 26.10%(720 W)。在烘箱和微波系统中焙烧的种子油的亚油酸值分别介于 57.01%(150°C)和 65.89%(120°C)到 60.70%(720 W)和 65.26%(540 W)之间。经过热处理后,油样的亚油酸值降低了,但棕榈酸、硬脂酸和油酸值却增加了。
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引用次数: 0
Evaluating high oleic soybean oil oleogels as shortening replacements: Impact on cookie dough, cookie attributes, and oxidative stability 评估作为起酥油替代品的高油酸大豆油油凝胶:对饼干面团、饼干特性和氧化稳定性的影响
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-02-12 DOI: 10.1002/aocs.12823
Muxin Zhao, Jiajia Rao, Bingcan Chen

In this study, we explored the potential of oleogels to serve as a substitute for traditional shortening throughout the entire cookie production process. Specifically, oleogel was prepared using expeller-pressed high oleic soybean oil (EPHOSO) with 10 wt% of either rice bran wax (RBX) or monoacylglycerol (MAG) to replace shortening in cookie making. Rapid Visco Analyzer and Farinograph were used to thoroughly assess the impact of replacing shortening with oleogels on the qualities of cookie dough. The results demonstrated the efficacy of MAG oleogel in replicating the attributes of traditional shortening in cookie doughs, in terms of water absorption, dough consistency, and dough stability. The overall quality of cookies prepared with oleogels was comparable to the ones prepared with shortening. Additionally, the oxidative stability indicated the remarkable advantage of EPHOSO-based oleogels, which displayed an elevated resistance to oxidative processes compared to its liquid form. Furthermore, cookies prepared with MAG oleogel exhibited prolonged oxidative stability than those prepared with shortening. Overall, the results underscore the potential of EPHOSO oleogels, particularly those incorporated with MAG, could enhance the oxidative stability of cookies without diminishing the physicochemical qualities of the end product.

在这项研究中,我们探索了油凝胶在整个饼干生产过程中替代传统起酥油的潜力。具体来说,油凝胶的制备方法是使用含有 10 wt% 的米糠蜡 (RBX) 或单乙酰甘油 (MAG) 的压榨高油酸大豆油 (EPHOSO),以取代饼干制作过程中的起酥油。使用快速粘度分析仪和法氏仪全面评估了用油凝胶替代起酥油对饼干面团质量的影响。结果表明,在吸水性、面团稠度和面团稳定性方面,MAG 油凝胶都能有效地复制传统起酥油在饼干面团中的特性。使用油凝胶制备的饼干的整体质量与使用起酥油制备的饼干相当。此外,氧化稳定性表明,基于 EPHOSO 的油凝胶具有显著的优势,与液态油凝胶相比,它具有更强的抗氧化能力。此外,与使用起酥油制备的饼干相比,使用 MAG 油凝胶制备的饼干具有更长的氧化稳定性。总之,研究结果表明,EPHOSO 油凝胶(尤其是添加了 MAG 的油凝胶)具有增强饼干氧化稳定性的潜力,同时不会降低最终产品的理化品质。
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引用次数: 0
Preparation and characterization of sodium caseinate/xanthan gum complexes in acidic conditions and their use for the stabilization of oil-in-water emulsions 酸性条件下酪蛋白酸钠/黄原胶复合物的制备和表征及其在稳定水包油型乳液中的应用
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-02-11 DOI: 10.1002/aocs.12822
Houria Bouziane, Soumia Seddari, Fatiha Boudjema, Nadji Moulai-Mostefa

In this work, complexes formed by sodium caseinate (NaCn) and xanthan gum (XG) were tested as novel natural stabilizers. They were prepared at pH 4, using a constant concentration of XG (0.4%) and different NaCn concentrations. Then, they were characterized in terms of turbidity, surface tension (ST), and rheology. The acquired results indicated that the ST of NaCn solution and NaCn/XG dispersion decreases with NaCn concentration. In addition, the ST of NaCn/XG is higher than that of NaCn solution indicating interactions between NaCn and XG. In addition, the turbidity of the dispersions increases while ST decreases with NaCn concentration. Fourier transform spectroscopy (FTIR) spectra confirmed the formation of a complex between NaCn and XG through electrostatic interactions. Structural analyses demonstrated that the morphologies of the complex particles are different compared to the pure biopolymer ones. Furthermore, the oil-in-water (O/W) emulsions based on NaCn/XG complexes formed into acid conditions were studied. The obtained results showed that the stability, the average diameter of the droplets, and the rheological behavior of the formulated emulsions depend on the NaCn:XG ratio. Emulsion formulated with 0.5:1, 1:1, 1.5:1, 2:1 NaCn:XG ratio presented good creaming stability during 1 month of storage at 25°C. On the other hand, samples formulated with a 1:1 ratio of NaCn/XG exhibited the best stability. Their average diameter (29.026 μm) remained constant during the storage. Emulsions formulated with higher ration PR:PS (2.5:1, 3:1) were unstable and have larger droplets. Also, all formulations showed a shear-thinning and elastic behavior.

在这项工作中,对酪蛋白酸钠(NaCn)和黄原胶(XG)形成的复合物作为新型天然稳定剂进行了测试。在 pH 值为 4 的条件下,使用恒定浓度的 XG(0.4%)和不同浓度的 NaCn 制备复合物。然后,对它们的浊度、表面张力(ST)和流变性进行了表征。所得结果表明,NaCn 溶液和 NaCn/XG 分散液的 ST 随 NaCn 浓度的增加而降低。此外,NaCn/XG 的 ST 比 NaCn 溶液的 ST 高,这表明 NaCn 和 XG 之间存在相互作用。此外,分散液的浊度随着 NaCn 浓度的增加而增加,而 ST 则随着 NaCn 浓度的增加而降低。傅立叶变换光谱(FTIR)光谱证实 NaCn 和 XG 通过静电作用形成了复合物。结构分析表明,复合物颗粒的形态与纯生物聚合物颗粒不同。此外,还研究了在酸性条件下形成的基于 NaCn/XG 复合物的水包油(O/W)乳液。研究结果表明,配制乳液的稳定性、液滴平均直径和流变行为取决于 NaCn:XG 的比例。以 0.5:1、1:1、1.5:1 和 2:1 的 NaCn:XG 比例配制的乳液在 25°C 下储存 1 个月期间具有良好的起泡稳定性。另一方面,以 1:1 的 NaCn/XG 比例配制的样品稳定性最好。它们的平均直径(29.026 μm)在储存期间保持不变。用较高比例的 PR:PS (2.5:1、3:1)配制的乳液不稳定,液滴较大。此外,所有配方都表现出剪切稀化和弹性行为。
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引用次数: 0
Nutrient and bioactive compounds from Neltuma spp. seeds 莕菜种子中的营养成分和生物活性化合物
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-02-07 DOI: 10.1002/aocs.12820
M. Cecilia Cittadini, Romina Bodoira, Damián Barrionuevo, Diana Labuckas, Marcela Martínez, Damián Maestri

In the search for compounds with nutritional and functional value, seeds from several Neltuma species were examined for lipid, protein and phenolic components. Lipid contents ranged between 9.3 and 12.5 g/100 g (seed dry weight), and showed both oleic and linoleic acids predominating largely. Lipids were also a good source of tocopherols (170–603 mg total tocopherols/kg). Proteins accounted for 14.7–35.5 g/100 g seed. Essential amino acids (EAA) comprised 26.1%–40.2% of the total AA content. Based on the EAA score, proteins from all the species analyzed were deficient in leucine, isoleucine and valine, but could meet requirements for histidine, threonine, phenylalanine, tyrosine, and lysine. The qualitative patterns of phenolic compounds were similar each other (predominance of flavonoids, particularly apigenin derivatives). Keeping in mind the examined chemical components, Neltuma seeds have potential value as a source of healthy macronutrients and bioactive compounds.

为了寻找具有营养和功能价值的化合物,研究人员对几种 Neltuma 种子的脂质、蛋白质和酚类成分进行了检测。脂质含量介于 9.3 和 12.5 克/100 克(种子干重)之间,主要以油酸和亚油酸为主。脂质也是生育酚的良好来源(170-603 毫克总生育酚/千克)。蛋白质占 14.7-35.5 克/100 克种子。必需氨基酸(EAA)占 AA 总含量的 26.1%-40.2%。根据 EAA 评分,所有分析物种的蛋白质都缺乏亮氨酸、异亮氨酸和缬氨酸,但组氨酸、苏氨酸、苯丙氨酸、酪氨酸和赖氨酸可以满足需要。酚类化合物的定性模式彼此相似(主要是黄酮类化合物,特别是芹菜素衍生物)。考虑到所研究的化学成分,Neltuma 种子具有作为健康宏量营养素和生物活性化合物来源的潜在价值。
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引用次数: 0
Oleogelation: Triacontane crystals and hydrocarbon chain twisting. Theory and Monte Carlo simulations 油凝胶三方晶体和碳氢链扭曲。理论和蒙特卡罗模拟
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-02-02 DOI: 10.1002/aocs.12821
Joseph Cooney, Silvana Martini, Fernanda Peyronel, David Pink

The molecular structure of a crystalline monolayer of hydrocarbon chains was modeled and studied via computer simulation using the Metropolis Monte Carlo algorithm at a temperature T = 300 K. The only interactions in this system occur through Lennard-Jones dispersion forces and short-range atom-atom repulsion. The intent was to establish whether the chains were either rigidly extended or twisted via the thermal formation of gauche bonds and apply the results to understand observations made on two possible oleogelators: triacontane and stearic acid. Specifically, we aimed to understand if their observed crystalline monolayer thicknesses are due to gauche-bond-shortened hydrocarbon chains oriented perpendicular to the monolayer surface, or to fully extended rigid chains oriented at a tilt angle with respect to the surface. The results showed that crystals of hydrocarbon chains did not include significant gauche bonds, so that all molecules were rigidly extended, thus explaining the experimental data previously reported. Accordingly, TC and SA dimer molecules are packed in crystalline multilayers with tilt angles in relation to the methyl group plane.

在温度 T = 300 K 的条件下,通过使用 Metropolis Monte Carlo 算法进行计算机模拟,对碳氢链结晶单层的分子结构进行了建模和研究。我们的目的是确定链是刚性延伸还是通过热形成的高切键扭曲,并将结果应用于理解对两种可能的油凝胶物(三蚁酸和硬脂酸)的观察。具体来说,我们的目的是了解它们观察到的结晶单层厚度是由于垂直于单层表面的高斯键碳氢链缩短所致,还是由于与表面成倾斜角的完全伸展的刚性链所致。结果表明,碳氢链的结晶不包含明显的高切键,因此所有分子都是刚性延伸的,从而解释了之前报告的实验数据。因此,TC 和 SA 二聚体分子以相对于甲基平面的倾斜角排列在结晶多层中。
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引用次数: 0
Antioxidative effects of alkyl esters of sinapic acid on flaxseed oil and its fatty acid methyl esters 山奈酸烷基酯对亚麻籽油及其脂肪酸甲酯的抗氧化作用
IF 1.9 4区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-01-30 DOI: 10.1002/aocs.12819
Derya Arslan, Tomaž Polak, Nataša Poklar Ulrih

Alkyl esters of sinapic acid were enzymatically synthesized by using hexanol CH3(CH2)5OH and palmitoyl chloride CH3(CH2)14COCl as acyl donors. The lipid oxidation retarding activities of these conjugates were determined using different methods in two lipid media; bulk flaxseed oil and its fatty acid methyl esters (FAME). Palmitoyl sinapate more efficiently slowed down the formation of primary and secondary oxidation products in both lipid media. In terms of DPPH radical scavenging activity, β-carotene bleaching and TEAC assays, it provided higher activity compared to hexyl ester in FAME. Hexyl ester was more active in bulk oil in terms of antioxidant activity analyses. The alkyl side chain length of these molecules had an impact on their antioxidative activity and this effect differed according to the environment in which they were used. The conjugates remained more stable on storage compared to the phenolic compounds originally found in the oil samples.

以己醇 CH3(CH2)5OH 和棕榈酰氯 CH3(CH2)14COCl 为酰基供体,酶法合成了山奈酸的烷基酯。在两种脂质介质(亚麻籽油及其脂肪酸甲酯(FAME))中,采用不同方法测定了这些共轭物的脂质氧化阻滞活性。在两种脂质介质中,棕榈酰频哪酸酯都能更有效地减缓初级和次级氧化产物的形成。在 DPPH 自由基清除活性、β-胡萝卜素漂白和 TEAC 检测方面,与己酯相比,它在 FAME 中具有更高的活性。在抗氧化活性分析中,散装油中的己酯活性更高。这些分子的烷基侧链长度对其抗氧化活性有影响,这种影响因使用环境而异。与最初在油样中发现的酚类化合物相比,共轭物在储存过程中更加稳定。
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Journal of the American Oil Chemists Society
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