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Nutritional and Quality Attributes of Oil From Indian Oil Sardine (Sardinella longiceps) and Mixed Species of Fishes 印度长尾沙丁鱼(Sardinella longiceps)和混合鱼种油的营养和品质特性
IF 1.8 3区 农林科学 Q3 FOOD SCIENCE & TECHNOLOGY Pub Date : 2025-03-21 DOI: 10.1002/ejlt.70013
Rasheeda Meembidi, Mohan Chitradurga Obaiah, Remya Sasikala, Bindu Jaganath

The quality of fish oil depends primarily on the fish species used for oil manufacturing. There is a growing practice in the industry to use mixed fish species to produce fish oil, as an alternative to polyunsaturated fatty acid (PUFA)–rich fish species, which were largely utilized for dietary purposes. However, there are no studies made yet on the quality attributes of oil from mixed species. The study aims to compare the physical, chemical, and nutritional quality of fish oil extracted from body oil of Indian oil sardine (Sardinella longiceps) and the oil extracted from mixture of fishes like Indian oil sardine, Indian mackerel (Rastrelliger kanagurta), horse mackerel (Megalaspis cordyla), and ribbonfish (Lepturacanthus savala). The oil from Indian oil sardine exhibited lower viscosity (58 cP) and higher moisture content. Iodine value, saponification value, peroxide value, anisidine value, and free fatty acid values were significantly lower for the oil from Indian oil sardine. Palmitic acid was the predominant saturated fatty acid in both the oil samples, whereas docosahexaenoic acid (DHA) and eicosapentaenoic acid (EPA) contents were the predominant PUFAs. DHA content was 12.66% in sardine oil compared to 14.33% in mixed fish oil. Lipid quality indices (index of thrombogenicity, health-promoting index, unsaturation index, fish lipid quality, polyene index, ratio of hypocholesterolemic to hypercholesterolemic, EPA + DHA, ∑PUFA/SFA, and n-3/n-6 fatty acids) were evaluated for both the oil samples. The study demonstrated that the oil from mixed fish species exhibited comparable nutritional indices to the oil from Indian oil sardine.

Practical Applications: The study addresses a major prevailing problem of excessive fishing pressure on the Indian oil sardine fishery as it sustains the fishmeal and oil industry. The use of Indian oil sardine alone for oil extraction leads to hampering the supply of this fish for human consumption. Utilizing mixed fish species for oil extraction is expected to limit the burden on Indian oil sardine fishery. Fish oil extracted from mixed species of fishes was determined to be healthier in terms of fatty acid profile, including omega-3 fatty acids and lipid quality indices. This strategy offers a sustainable solution to fulfill the nutritional requirements of the growing population as well as helps in reducing fish waste-related problem if the discards are also used for fish oil and fishmeal manufacturing. Outcome of the study is in line with the UNSDGs 3, 9, 12, and 14.

鱼油的质量主要取决于用于制造鱼油的鱼种。业界越来越多地采用混合鱼种生产鱼油,以替代富含多不饱和脂肪酸(PUFA)的鱼类,后者主要用于膳食目的。但是,目前还没有对混合种油的品质属性进行研究。本研究旨在比较从印度油沙丁鱼(Sardinella longiceps)体油中提取的鱼油和从印度油沙丁鱼、印度鲭鱼(Rastrelliger kanagurta)、马鲛鱼(Megalaspis cordyla)和带鱼(Lepturacanthus savala)等混合鱼类中提取的鱼油的物理、化学和营养品质。印度油沙丁鱼油具有较低的粘度(58 cP)和较高的水分含量。印度油沙丁鱼油的碘值、皂化值、过氧化值、茴香胺值和游离脂肪酸值显著降低。棕榈酸是两种油样品中主要的饱和脂肪酸,而二十二碳六烯酸(DHA)和二十碳五烯酸(EPA)是主要的饱和脂肪酸。沙丁鱼油的DHA含量为12.66%,混合鱼油的DHA含量为14.33%。脂质指标(血栓形成指数、健康促进指数、不饱和指数、鱼脂质、多烯指数、低胆固醇与高胆固醇比值、EPA + DHA、∑PUFA/SFA、n-3/n-6脂肪酸)进行了评价。研究表明,混合鱼种油的营养指标与印度油沙丁鱼油相当。实际应用:该研究解决了印度油沙丁鱼渔业过度捕捞压力的主要普遍问题,因为它维持着鱼粉和鱼油工业。仅使用印度油沙丁鱼进行石油开采就会阻碍这种鱼供人类食用的供应。利用混合鱼类进行石油开采有望减轻印度油沙丁鱼渔业的负担。从混合鱼种中提取的鱼油被确定为更健康的脂肪酸谱,包括ω -3脂肪酸和脂质指标。这一战略提供了一个可持续的解决方案,以满足不断增长的人口的营养需求,并有助于减少与鱼废物有关的问题,如果丢弃的鱼也用于鱼油和鱼粉的生产。研究结果符合联合国可持续发展目标3、9、12和14。
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引用次数: 0
Characterizing the Antioxidant Activity, Fatty Acids, and Sensory Profile of Eight Extra Virgin Olive Oils With Protected Designation of Origin (PDO) From Lazio (Italy): A Pilot Study 八种意大利拉齐奥原产地名称保护 (PDO) 特级初榨橄榄油的抗氧化活性、脂肪酸和感官特征:试点研究
IF 1.8 3区 农林科学 Q3 FOOD SCIENCE & TECHNOLOGY Pub Date : 2025-03-21 DOI: 10.1002/ejlt.70014
Maria Teresa Frangipane, Stefania Garzoli, Riccardo Massantini, Nicolò Merendino, Lara Costantini

The sensory characteristics, antioxidant activity, fatty acids, and volatile compounds of extra virgin olive oils (EVOOs) from two different protected designations of origin (PDOs) were analyzed to identify any differences that might be useful for characterizing them. The sensory profiles of the PDO Sabina samples were characterized by a medium intensity for the positive attributes of fruity (from 3.0 to 5.0), bitter (from 2.8 to 4.0), and pungent (from 3.0 to 5.0). It is worth underlining that our results confirm the presence of a typical tomato note in all Sabina PDO EVOOs analyzed. Instead, with intensities ranging from 3.5 to 4.5, the artichoke note is present in all the Tuscia PDO samples. Among the volatile compounds, (E)-2-hexenal was the most abundant, with great variability in the Sabina PDO oils (from 5.3% to 72.6%) and higher percentages in the Tuscia PDO (from 55.0% to 80.6%).

Practical Applications: It is very useful for both farmers and producers to have a better knowledge of the territorial parameters that influence the qualitative characteristics of extra virgin olive oils linked to the designation of origin. This will have practical applications, as focusing on high-quality certified products can be a winning challenge for manufacturers in the global market.

分析了两种不同原产地保护的特级初榨橄榄油(EVOOs)的感官特性、抗氧化活性、脂肪酸和挥发性化合物,以确定可能有助于表征它们的差异。PDO Sabina样品的感官特征为中等强度的果味(从3.0到5.0),苦味(从2.8到4.0)和辛辣(从3.0到5.0)。值得强调的是,我们的结果证实了在所有分析的Sabina PDO EVOOs中存在典型的番茄味。相反,在3.5到4.5的强度范围内,洋蓟的音符存在于所有的Tuscia PDO样本中。在挥发性化合物中,(E)-2-己烯醛含量最多,在Sabina PDO油中含量变化很大(从5.3%到72.6%),在Tuscia PDO油中含量较高(从55.0%到80.6%)。实际应用:对于农民和生产者来说,更好地了解与原产地名称有关的影响特级初榨橄榄油质量特性的地域参数是非常有用的。这将具有实际应用,因为专注于高质量认证产品可以成为制造商在全球市场上的一个成功挑战。
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引用次数: 0
Issue Information: Eur. J. Lipid Sci. Technol. 发行信息:欧元。J.油脂科学。抛光工艺。
IF 1.8 3区 农林科学 Q3 FOOD SCIENCE & TECHNOLOGY Pub Date : 2025-03-12 DOI: 10.1002/ejlt.70011
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引用次数: 0
Development and Characterization of Lipid Micro- and Nanoparticles for the Encapsulation of Pomegranate Seed Oil 石榴籽油包封用脂质微纳米颗粒的研制与表征
IF 1.8 3区 农林科学 Q3 FOOD SCIENCE & TECHNOLOGY Pub Date : 2025-03-10 DOI: 10.1002/ejlt.70008
Amanda Tibães Lopes, Maria Nunes Medeiros, Isadora Cachuit Cardoso Mota, Emille Loren Silva Almeida, Ana Paula Rodrigues, Guilherme Carneiro, Franciele Maria Pelissari

The aim of this study was to produce and characterize micro- and nanoparticulate lipid carriers for pomegranate seed oil (PSO) to preserve its functional properties. The results of the dynamic light scattering (DLS) technique revealed that formulation proportions minimally affected particle size, with lipid nanoparticles (LNs) ranging from 308 to 325 nm, and LN4:1 being the most monodisperse formulation. Lipid microparticles (LMs) ranged from 1251 to 4364 nm, demonstrating the efficiency of hot homogenization with rotor–stator for micrometer-sized particles. SEM analysis further confirmed the morphology, showing well-defined spherical shapes and the presence of particle clusters, likely due to the lyophilization process and the lipid nature of the carriers. All formulations exhibited stable dispersion (high negative zeta potential). Formulations with greater color difference (ΔE*) and a lower polydispersity index (PDI), such as LN4:1, indicate more effective oil homogenization and enhanced protection of the oil and its bioactive components. Compatibility and preservation of PSO characteristics were confirmed by XRD and FTIR. Encapsulation efficiency values for the formulations ranged from 40.0% to 66.1%, indicating satisfactory oil encapsulation. Furthermore, the encapsulation process effectively protected the antioxidant activity of PSO, with a decrease in the DPPH scavenging percentage from 55.4% (free PSO) to values ranging from 41.4% to 51.3% (lipid carriers). Overall, this study demonstrates the feasibility of producing PSO micro- and nanoparticles with the methods employed, suggesting applications in sustainable packaging.

Practical Applications: The development of lipid micro and nanoparticles for the encapsulation of pomegranate seed oil (PSO) offers significant potential in the food industry, particularly for creating biodegradable active packaging. Encapsulation enhances the stability of bioactive compounds, including punicic acid, tocopherols, and polyphenols, protecting them from oxidative degradation. This preservation improves the shelf life and functional properties of food products. Additionally, the controlled release mechanism of these lipid carriers can enhance the bioavailability of PSO's antioxidants, contributing to improved nutritional value and health benefits. These findings suggest potential applications in the formulation of functional foods, nutraceuticals, and packaging solutions that maintain the quality and safety of food products over time.

本研究的目的是制备和表征石榴籽油(PSO)的微颗粒和纳米颗粒脂质载体,以保持其功能特性。动态光散射(DLS)技术的结果显示,配方比例对颗粒尺寸的影响最小,脂质纳米颗粒(LNs)的范围为308至325 nm, LN4:1是最单分散的配方。脂质微颗粒(LMs)的范围从1251到4364 nm,证明了转子-定子热均质对微米级颗粒的效率。扫描电镜分析进一步证实了形态,显示出明确的球形和颗粒团簇的存在,可能是由于冻干过程和载体的脂质性质。所有配方均表现出稳定的分散(高负zeta电位)。色差较大(ΔE*)和多分散指数(PDI)较低的配方,如LN4:1,表明油的均质化更有效,对油及其生物活性成分的保护更强。通过XRD和FTIR验证了PSO的相容性和保持性。包封率为40.0% ~ 66.1%,包封效果良好。此外,包封工艺有效地保护了PSO的抗氧化活性,使DPPH清除率从55.4%(游离PSO)降至41.4% ~ 51.3%(脂质载体)。总的来说,本研究证明了用所采用的方法生产PSO微粒子和纳米粒子的可行性,建议在可持续包装中的应用。实际应用:用于石榴籽油(PSO)封装的脂质微颗粒和纳米颗粒的开发在食品工业中提供了巨大的潜力,特别是在创造可生物降解的活性包装方面。包封提高了生物活性化合物的稳定性,包括槟榔酸、生育酚和多酚,保护它们免受氧化降解。这种保存提高了食品的保质期和功能特性。此外,这些脂质载体的控制释放机制可以提高PSO抗氧化剂的生物利用度,有助于提高营养价值和健康益处。这些发现表明了在功能性食品配方、营养食品和包装解决方案方面的潜在应用,这些解决方案可以长期保持食品的质量和安全。
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引用次数: 0
Green Coffee Extract (Coffea canephora) as an Antioxidant in Mayonnaise in Replacement of Synthetic Agents 绿咖啡提取物(Coffea canephora)在蛋黄酱中替代合成抗氧化剂的研究
IF 1.8 3区 农林科学 Q3 FOOD SCIENCE & TECHNOLOGY Pub Date : 2025-03-05 DOI: 10.1002/ejlt.70007
Gisele da Silva Polvarini, Cíntia Tomaz Sant' Ana, Pedro Eyke Mitsuyasu Toshimitu, Elizeu Costa Silva, Pollyanna Ibrahim Silva, Sérgio Henriques Saraiva, Janaína Cecília Oliveira Villanova, André Gustavo Vasconcelos Costa

Mayonnaise is very susceptible to oxidation, due to the high lipid content. The synthetic antioxidants are commonly used in the preparation of this sauce. The green coffee bean is one of the largest natural sources of phenolic compounds with antioxidant activity. This study aimed to assess the feasibility of using an aqueous green coffee extract (GCE) as an antioxidant in mayonnaise. Three concentrations of GCE were tested (0.5%, 1.0%, and 1.5%). About 1.5% GCE did not affect the emulsion formation, pH, and textural parameters (> 0.05). GCE demonstrated a greater delay in peroxide value during 28 days of storage when compared with synthetic agents (< 0.05). GCE increased the phenolic compounds proportionally to the added concentration, enhancing their antioxidant activity compared to the synthetic agents (< 0.05). About 0.5%–1.5% of GCE did not affect sensory acceptance (> 0.05). GCE as an antioxidant for mayonnaise, replacing synthetic antioxidants, proved viable, especially at a concentration of 1.5%.

Practical Applications: Lipid-rich products, such as mayonnaise, require antioxidants. Synthetic antioxidants are widely used; however, due to high consumer demand for natural products, green coffee extract becomes a viable alternative as it acts as an antioxidant and adds nutritional value to the products. This technology is a novel option for the industry, providing new natural antioxidant agents.

蛋黄酱很容易被氧化,因为它的油脂含量很高。合成抗氧化剂通常用于制作这种酱料。绿咖啡豆是具有抗氧化活性的酚类化合物的最大天然来源之一。本研究旨在评估水溶绿咖啡提取物(GCE)作为蛋黄酱抗氧化剂的可行性。检测三种浓度的GCE(0.5%、1.0%和1.5%)。约1.5% GCE对乳液形成、pH和结构参数(p >;0.05)。与合成剂相比,GCE在28天的储存中表现出更大的过氧化值延迟(p <;0.05)。GCE与添加浓度成比例地增加了酚类化合物,与合成剂相比,它们的抗氧化活性增强(p <;0.05)。约0.5%-1.5%的GCE不影响感官接受(p >;0.05)。GCE作为蛋黄酱的抗氧化剂,取代合成抗氧化剂,被证明是可行的,特别是在1.5%的浓度下。实际应用:富含油脂的产品,如蛋黄酱,需要抗氧化剂。合成抗氧化剂应用广泛;然而,由于消费者对天然产品的高需求,绿咖啡提取物成为一种可行的替代品,因为它具有抗氧化剂的作用,并增加了产品的营养价值。该技术为工业提供了新的天然抗氧化剂,是一种新颖的选择。
{"title":"Green Coffee Extract (Coffea canephora) as an Antioxidant in Mayonnaise in Replacement of Synthetic Agents","authors":"Gisele da Silva Polvarini,&nbsp;Cíntia Tomaz Sant' Ana,&nbsp;Pedro Eyke Mitsuyasu Toshimitu,&nbsp;Elizeu Costa Silva,&nbsp;Pollyanna Ibrahim Silva,&nbsp;Sérgio Henriques Saraiva,&nbsp;Janaína Cecília Oliveira Villanova,&nbsp;André Gustavo Vasconcelos Costa","doi":"10.1002/ejlt.70007","DOIUrl":"https://doi.org/10.1002/ejlt.70007","url":null,"abstract":"<div>\u0000 \u0000 <p>Mayonnaise is very susceptible to oxidation, due to the high lipid content. The synthetic antioxidants are commonly used in the preparation of this sauce. The green coffee bean is one of the largest natural sources of phenolic compounds with antioxidant activity. This study aimed to assess the feasibility of using an aqueous green coffee extract (GCE) as an antioxidant in mayonnaise. Three concentrations of GCE were tested (0.5%, 1.0%, and 1.5%). About 1.5% GCE did not affect the emulsion formation, pH, and textural parameters (<i>p </i>&gt; 0.05). GCE demonstrated a greater delay in peroxide value during 28 days of storage when compared with synthetic agents (<i>p </i>&lt; 0.05). GCE increased the phenolic compounds proportionally to the added concentration, enhancing their antioxidant activity compared to the synthetic agents (<i>p </i>&lt; 0.05). About 0.5%–1.5% of GCE did not affect sensory acceptance (<i>p </i>&gt; 0.05). GCE as an antioxidant for mayonnaise, replacing synthetic antioxidants, proved viable, especially at a concentration of 1.5%.</p>\u0000 <p><i>Practical Applications</i>: Lipid-rich products, such as mayonnaise, require antioxidants. Synthetic antioxidants are widely used; however, due to high consumer demand for natural products, green coffee extract becomes a viable alternative as it acts as an antioxidant and adds nutritional value to the products. This technology is a novel option for the industry, providing new natural antioxidant agents.</p>\u0000 </div>","PeriodicalId":11988,"journal":{"name":"European Journal of Lipid Science and Technology","volume":"127 4","pages":""},"PeriodicalIF":1.8,"publicationDate":"2025-03-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143836158","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Alkoxide-Catalyzed Synthesis and Characterization of Acylglycerol-Estolide Biolubricants From Neat Castor Oil 纯蓖麻油醇氧催化合成酰基甘油-酯内酯生物润滑剂及其表征
IF 1.8 3区 农林科学 Q3 FOOD SCIENCE & TECHNOLOGY Pub Date : 2025-03-05 DOI: 10.1002/ejlt.202400125
Lucas N. Melo, Glória E. G. S. Barbosa, Simoni M. P. Meneghetti, Mario R. Meneghetti, Janaína H. Bortoluzzi

Estolides are fatty acid oligomers that can be employed in the formulation of lubricants as an environmentally friendly alternative to mineral and synthetic oils. These bio-based esters often exhibit improvements in essential lubricant properties (oxidative stability, cold flow properties, viscosity index [VI], etc.) with respect to unmodified vegetable oils. In this study, we evaluate a potential new series of renewable high viscosity lubricants on the basis of mixtures of acylglycerol-estolides obtained from simultaneous potassium methoxide-catalyzed transesterification and interesterification of neat castor oil. The physicochemical and lubricant properties of the products were evaluated and compared to similar commercial products and estolides described in the literature. The estolide sample obtained with the highest viscosity (635 mm2 s−1) displayed equivalent lubricant properties with other commercial lubricants ‒ pour point (−30°C) and VI (173). This investigation attested to the potential application of acylglycerol-estolides derived from neat castor oil as high viscosity biolubricants for industrial equipment.

Practical Applications: When compared with estolides reported in the literature, the mixtures of acylglycerol-estolides described in the present work were obtained through a less costly production process (in terms of number of reagents and reaction time). Furthermore, without carrying out further modifications of the products or incorporation of additives, in general, similar, or even superior, physical properties were observed for these materials compared to mineral-based commercial lubricants, attesting to the potential application of these value-added materials as high viscosity base oils or additives used in the formulation of green industrial lubricants.

酯内酯是脂肪酸低聚物,可用于润滑油配方中,作为矿物油和合成油的环保替代品。与未改性的植物油相比,这些生物基酯通常在基本润滑剂性能(氧化稳定性、冷流动性能、粘度指数[VI]等)方面表现出改善。在本研究中,我们以甲氧基钾催化纯蓖麻油酯交换和酯化反应得到的酰基甘油-酯内酯混合物为基础,评价了一个潜在的可再生高粘度润滑油新系列。对产品的物理化学和润滑性能进行了评估,并与文献中描述的类似商业产品和甾醇进行了比较。获得的最高粘度(635 mm2 s−1)的estolide样品显示出与其他商业润滑油相同的润滑性能-倾点(- 30°C)和VI(173)。该研究证实了纯蓖麻油衍生的酰基甘油-甾醇作为工业设备高粘度生物润滑剂的潜在应用。实际应用:与文献中报道的酯内酯相比,本研究中描述的酰基甘油-酯内酯混合物是通过成本更低的生产工艺获得的(就试剂数量和反应时间而言)。此外,在不进一步修改产品或加入添加剂的情况下,一般来说,与矿物基商业润滑剂相比,这些材料的物理性能相似,甚至更好,证明了这些增值材料作为高粘度基础油或用于绿色工业润滑剂配方添加剂的潜在应用。
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引用次数: 0
Branched-Chain Fatty Acids Based On Biomass Fast Pyrolysis Phenolics 基于生物质快热解酚类化合物的支链脂肪酸
IF 1.8 3区 农林科学 Q3 FOOD SCIENCE & TECHNOLOGY Pub Date : 2025-02-22 DOI: 10.1002/ejlt.70002
Helen Ngo, Karen Wagner, Steven Cermak, Xuetong Fan, Masoud Kazem-Rostami, Majher I. Sarker, Victor Ryu, Yaseen Elkasabi

Demand for bio-based petrochemicals has increased across all product types. Included are phenolic compounds and their derivatized products. Thermochemical conversion, especially pyrolysis, offers one of the strongest opportunities for producing advanced biofuels and phenols. Previous work showed that various unsaturated fatty acids (soybean, brown grease, safflower [SF]) can react with phenol across the fatty acid double bond(s) via the branched-chain fatty acid (BCFA) synthesis. Although phenolic BCFAs offer a gateway toward bio-based antimicrobial coatings, the phenolic component has remained dependent on fossil-derived phenol. We have closed this gap by incorporating refined biophenolics fraction from pyrolysis in the BCFA synthesis. Pyrolysis-derived phenols are incorporated in the synthesis, thus making the biophenolic BCFA fully biorenewable. Catalytic fast pyrolysis of switchgrass produced bio-oils with sufficiently high concentrations of phenol and cresols (biophenolics). These one-ring biophenolics were extracted and redistilled, yielding a fraction of >75 wt% phenols. SF and pennycress (PC) oils were hydrolyzed and subsequently functionalized with biophenolics using a ferrierite zeolite catalyst. Excess biophenolics were removed using molecular distillation. Yields of biophenolic BCFAs ranged from 63% to 76%. Antimicrobial tests show activities against strains of Listeria bacteria.

Practical Application: This work significantly increases the utilization of chemicals isolated from biomass fast pyrolysis oils. We also expect that these findings will accelerate incorporation of green methods for antibacterial coatings in clinical applications.

所有产品类型对生物基石化产品的需求都在增加。包括酚类化合物及其衍生产物。热化学转化,特别是热解,为生产先进的生物燃料和苯酚提供了最强大的机会之一。以前的研究表明,各种不饱和脂肪酸(大豆、棕色油脂、红花[SF])可以通过支链脂肪酸(BCFA)合成与脂肪酸双键上的苯酚发生反应。尽管酚类BCFAs为生物基抗菌涂层提供了一条途径,但酚类成分仍然依赖于化石衍生的苯酚。我们通过在BCFA合成中加入热解精制的生物酚组分来缩小这一差距。热解衍生的酚被纳入合成,从而使生物酚BCFA完全生物可再生。柳枝稷催化快速热解制得具有足够高浓度苯酚和甲酚(生物酚)的生物油。这些单环生物酚被提取和再蒸馏,得到了75%的苯酚。采用铁素体沸石催化剂对菊苣油和月桂油进行水解和生物酚化。用分子蒸馏法去除过量的生物酚。生物酚类BCFAs的产率为63% ~ 76%。抗菌试验显示对李斯特菌菌株有活性。实际应用:这项工作显著提高了从生物质快速热解油中分离的化学物质的利用率。我们也期望这些发现将加速绿色抗菌涂料在临床应用中的应用。
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引用次数: 0
Photochemical Oxidative Cleavage and Dihydroxylation of Unsaturated Fatty Acids Using Triplet Nitroarenes 利用三态硝基芳烃的光化学氧化裂解和不饱和脂肪酸的二羟基化
IF 1.8 3区 农林科学 Q3 FOOD SCIENCE & TECHNOLOGY Pub Date : 2025-02-22 DOI: 10.1002/ejlt.70004
Piotr T. Błyszczyk, Daniele Leonori

The widespread use of bio-derived lipids as renewable feedstock chemicals requires their synthetic modification for downstream applications. Herein, we demonstrate the use of nitroarenes as photo-responsive oxidants for the synthesis of aldehydes and 1,2-diols from unsaturated fatty acids. This approach addresses the conventional use of hazardous and toxic reagents such as ozone (O3) and osmium tetroxide (OsO4). The successful employment of stable and nontoxic nitroarenes in oxidation chemistry is demonstrated on a series of industrially relevant fatty acids including carboxylic acids and their methyl ester equivalents producing oxygen-enriched substrates.

生物源性脂类作为可再生原料化学品的广泛使用,需要对其进行合成改性以供下游应用。在这里,我们展示了硝基芳烃作为光反应氧化剂的使用,用于从不饱和脂肪酸合成醛和1,2-二醇。这种方法解决了臭氧(O3)和四氧化锇(OsO4)等危险和有毒试剂的传统使用问题。稳定无毒的硝基芳烃在氧化化学中的成功应用证明了一系列工业上相关的脂肪酸,包括羧酸及其甲酯当量,产生富氧底物。
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引用次数: 0
Enzymatic Valorization of Fatty Acids in Oleochemical Synthesis 油脂化学合成中脂肪酸的酶促增值
IF 1.8 3区 农林科学 Q3 FOOD SCIENCE & TECHNOLOGY Pub Date : 2025-02-18 DOI: 10.1002/ejlt.70000
Florian Tieves, Frank Hollmann

Fatty acids derived from renewable resources, such as vegetable oils, serve as essential feedstocks in various industries, including surfactants, cosmetics, lubricants, and polymers. Although current industrial applications of fatty acids are mainly centered around carboxylate group transformations, recent advancements in biocatalysis have opened new possibilities for converting fatty acids into valuable chemical building blocks. This contribution critically assesses novel biocatalytic transformations of fatty acids, including hydroxylation of the alkyl chain, epoxidation of C═C double bonds, reduction of the carboxylate group, and decarboxylation. These reactions hold great potential for producing important intermediates for chemical synthesis.

Practical Application: The enzymatic valorization of fatty acids offers transformative potential for sustainable oleochemical synthesis, presenting practical applications across various industries. Hydroxylated and epoxidized fatty acids are promising precursors for the production of polyesters, bio-based lubricants, and surfactants. Sophorolipids, derived from hydroxylated fatty acids, are gaining attraction as renewable biosurfactants with applications in detergents and cosmetics. Epoxidized fatty acids serve as intermediates for eco-friendly adhesives, coatings, and polymers. Furthermore, decarboxylation reactions yield alkanes, viable as biofuels, whereas reductions of carboxyl groups enable selective synthesis of aldehydes and alcohols for fragrances and pharmaceutical intermediates. The scalability of these biocatalytic transformations, combined with their mild operational conditions and high specificity, can substantially reduce environmental impact and production costs. These applications highlight biocatalysis as a pivotal technology for advancing the chemical industry toward sustainable practices.

脂肪酸来源于可再生资源,如植物油,是许多行业的基本原料,包括表面活性剂、化妆品、润滑剂和聚合物。虽然目前脂肪酸的工业应用主要集中在羧酸基转化上,但最近生物催化的进展为将脂肪酸转化为有价值的化学构件开辟了新的可能性。这篇论文批判性地评估了脂肪酸的新型生物催化转化,包括烷基链的羟基化、C = C双键的环氧化、羧酸基的还原和脱羧。这些反应在生产重要的化学合成中间体方面具有很大的潜力。实际应用:脂肪酸的酶促增值为可持续的油脂化学合成提供了变革性的潜力,在各个行业都有实际应用。羟基化和环氧化脂肪酸是生产聚酯、生物基润滑剂和表面活性剂的有前途的前体。从羟基化脂肪酸中提取的槐油脂作为可再生生物表面活性剂在洗涤剂和化妆品中的应用越来越受到关注。环氧化脂肪酸可作为环保粘合剂、涂料和聚合物的中间体。此外,脱羧反应产生烷烃,可以作为生物燃料,而羧基的减少可以选择性地合成醛和醇,用于香料和医药中间体。这些生物催化转化的可扩展性,加上其温和的操作条件和高特异性,可以大大减少对环境的影响和生产成本。这些应用突出了生物催化作为推动化学工业走向可持续实践的关键技术。
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引用次数: 0
Catalytic Dehydrogenation of Lauric Acid and a Potential Use in Polyester Synthesis 月桂酸催化脱氢及其在聚酯合成中的潜在应用
IF 1.8 3区 农林科学 Q3 FOOD SCIENCE & TECHNOLOGY Pub Date : 2025-02-17 DOI: 10.1002/ejlt.70003
Luis Santos Correa, Emma Stapf, Timo Nonner, Michael A. R. Meier

The substitution of depleting fossil resources by renewable resources is of paramount importance, especially for polymer chemistry with its large production volume, in order to guarantee a more sustainable future. Herein, a new three-step reaction sequence was developed to synthesize renewable fatty acid–based dimethyl esters from saturated fatty acids. The sequence consists of a catalytic dehydrogenation with molecular oxygen as oxidant, an esterification with methanol, and a dimerization reaction with dithiols via thia-Michael addition. Three new dimethyl esters were thus synthesized from lauric acid and fully characterized via infrared, 1H NMR, and 13C NMR spectroscopy as well as mass spectrometry. Polyesters with molecular weights ranging from 26.0 to 31.8 kDa were obtained by polycondensation of each dimethyl ester with 1,12-dodecanediol. Methyl crotonate–based polymers were prepared for comparison with the fatty acid–derived materials. Thermogravimetric analysis revealed that the long side chains led to improved thermal stability, and differential scanning calorimetry showed side chain crystallization for one polymer.

Practical Applications Renewable dimethyl esters are valuable monomers for the sustainable synthesis of polyesters and polyamides. The herein-reported synthesis strategy valorized saturated fatty acids, a typically less useful resource for polymer chemistry.

用可再生资源替代消耗殆尽的化石资源是至关重要的,特别是对于产量巨大的聚合物化学来说,为了保证一个更可持续的未来。本文提出了以饱和脂肪酸为原料合成可再生脂肪酸基二甲酯的三步反应方法。该序列包括以分子氧为氧化剂的催化脱氢反应,与甲醇的酯化反应,以及通过硫-迈克尔加成与二硫醇的二聚反应。以月桂酸为原料合成了三种新的二甲酯,并通过红外、1H NMR、13C NMR以及质谱对其进行了表征。通过与1,12-十二烷二醇缩聚,得到分子量为26.0 ~ 31.8 kDa的聚酯。制备了巴豆酸甲酯基聚合物,并与脂肪酸衍生材料进行了比较。热重分析表明,长侧链提高了聚合物的热稳定性,差示扫描量热法显示了一种聚合物的侧链结晶。可再生二甲酯是可持续合成聚酯和聚酰胺的重要单体。本文报道的合成策略使饱和脂肪酸增值,而饱和脂肪酸通常是聚合物化学中不太有用的资源。
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European Journal of Lipid Science and Technology
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