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FOOD RESEARCH INTERNATIONAL · 2025 · IF 8

Differences in DHA bioaccessibility and fat digestion of DHA-enriched milks: An in vitro infant digestion model

Jianmin Zou,Genna Ba,Senyang Hu,Jian He,Chong Chen,Dian Wang,Kaishuai Zhang,Wei Tan,Hongsheng Du,Yongting Luo,Pengjie Wang,Jiaqi Su,Yinhua Zhu

Docosahexaenoic acid (DHA) is essential for infant neurodevelopment, and milk is an effective vehicle for delivering DHA to infants. However, it remains unclear how different production and processing methods affect the bioavailability of milk study evaluated the bioaccessibility of DHA in different DHA-enriched milks using a simulated infant digestive model. The results showed that naturally DHA-enriched milk and homogenized naturally DHA-enriched milk exhibited higher DHA bioaccessibility (52.06 % and 43.19 %, respectively) compared to algae oil-enriched milk (33.63 %). Naturally DHA-enriched milk also contained a higher proportion of glycerophospholipid-bound DHA, fewer long-chain fatty acids, and more saturated fatty acids adjacent to DHA within the same triglyceride molecule, which likely facilitated DHA digestion and absorption. Homogenization significantly reduced DHA bioaccessibility, possibly by damaging the milk fat globule membranes and affecting lipolysis. These findings provide a scientific basis and novel insights for developing DHA-enriched milk as a nutritional food for infants and young children.

研究领域: 营养学 · 食品科学 · 儿科
✓ 已验证 DOI PubMed 高影响因子
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FOOD CHEMISTRY · 2023 · IF 8.8

Green biosynthesis of DHA-phospholipids in tailor-made supersaturated DHA aqueous solution and catalytic mechanism study

Tiantian Zhang,Jiao Wang,Yuke Zhao,Zhulin Wang,Dan Hu,Yuanyuan Liu,Xiaoli Zhang,Haining Li,Binxia Zhao,Binglin Li

Docosahexaenoic acid-phospholipids (DHA-PLs) were prepared via lipase-mediated transesterification of DHA donor and phosphatidylcholine (PC) in a purely aqueous solution. Pre-existing carriers would play the role as “artificial interfaces” to adsorb water-insoluble PC and made them disperse in water. DHA donors were concentrated by a pH-responsive method and presented as supersaturated salt solutions. 153 triacylglycerol lipase structures were analyzed and screened in silico. Transesterification was carried out to further evaluate the six lipase candidates. Lipase B from Candida antarctica (CALB) was the best biocatalyst with 34.8% of DHA incorporation and 80.0% of PLs yields (involving 38.1% PC and 41.9% sn -1 lyso-PC). Toxic organic solvents were avoided. Six possible microunits of our aqueous system consisting of three PLs donors (PC, lyso-PC, sn -glycero-3-PC) and two DHA donors (DHA and DHA salts), were simulated by molecular dynamics (MD) to illustrate the enzymatic mechanism based on diffusional channels, competitive bindings, and enzymatic structures.

CAS / MDL: 115-86-6
研究领域: 生物化学 · 食品科学 · 酶工程
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Nature Communications · 2024 ·Vol. 15 ·期 1 ·1-15 · IF 14.7

Intestinal DHA-PA-PG axis promotes digestive organ expansion by mediating usage of maternally deposited yolk lipids

Chen Zhengfang,He Mudan,Wang Houpeng,Li Xuehui,Qin Ruirui,Ye Ding,Zhai Xue,Zhu Junwen,Zhang Quanqing,Hu Peng,Shui Guanghou,Sun Yonghua

Although the metabolism of yolk lipids such as docosahexaenoic acid (DHA) is pivotal for embryonic development, the underlying mechanism remains elusive. Here we find that the zebrafish hydroxysteroid (17-β) dehydrogenase 12a ( hsd17b12a ), which encodes an intestinal epithelial-specific enzyme, is essential for the biosynthesis of long-chain polyunsaturated fatty acids in primitive intestine of larval fish. The deficiency of hsd17b12a leads to severe developmental defects in the primitive intestine and exocrine pancreas. Mechanistically, hsd17b12a deficiency interrupts DHA synthesis from essential fatty acids derived from yolk-deposited triglycerides, and consequently disrupts the intestinal DHA-phosphatidic acid (PA)-phosphatidylglycerol (PG) axis. This ultimately results in developmental defects of digestive organs, primarily driven by ferroptosis. Our findings indicate that the DHA-PA-PG axis in the primitive intestine facilitates the uptake of yolk lipids and promotes the expansion of digestive organs, thereby uncovering a mechanism through which DHA regulates embryonic development.

CAS / MDL: 9001-12-1 122320-73-4
研究领域: 发育生物学 · 脂质代谢 · 分子生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY A-MOLECULAR & INTEGRATIVE PHYSIOLOGY · 2019 · IF 2.142

The migration of docosahexenoic acid (DHA) to the developing ovary of female zebrafish (Danio rerio)

Yanhong Zhu,Qingsong Tan,Leisen Zhang,Junpeng Yao,Hai Zhou,Pengcheng Hu,Xufang Liang,Hong Liu

Fish selectively reserves docosahexenoic acid (DHA) in ovary during gonadal development . However, no direct proof supports this. The present study tried to elucidate the DHA migration to the developing ovary of female zebrafish. An injection study of 13 C-labeled DHA for DHA tracing was conducted, and another injection study of unlabeled-DHA (DHA-injected group) and BSA-saline (control group) was conducted for lipid and DHA content detection, related gene expression analyses, and histological observation. The results showed that the rapid absorption of lipid occurred at stage III with a constant accumulation of DHA in the ovary. The proportion of oocytes at stage III on day 7 and 21, and at stage IV on day 3 and 21 in DHA-injected group was significantly higher than that in control group, respectively ( P  < .05). The injected 13 C-labeled DHA was accumulated twice in the ovary respectively on day 1 and 7, and remained at a relatively high level. In DHA-injected group, the fatp4 expression was significantly higher in ovary on day 3, 5 and 7 ( P  < .05), and significantly lower ( P  < .05) in liver on day 5, 14 and in muscle on day 1, 5 and 7 than that in control group. In conclusion, the present study suggested a migration of DHA from the liver and muscle to the gonads when necessary.

CAS / MDL: 6217-54-5
研究领域: 海洋生物学 · 生殖生物学 · 分子生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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BIOCHEMICAL ENGINEERING JOURNAL · 2016 · IF 2.463

Metabolomics analysis of phytohormone gibberellin improving lipid and DHA accumulation in Aurantiochytrium sp.

Xin-Jun Yu,Jie Sun,Ya-Qi Sun,Jian-Yong Zheng,Zhao Wang

In this study, the phytohormone gibberellin was evaluated for its effect on lipid and docosahexaenoic acid (DHA) accumulation in Aurantiochytrium sp.YLH70. It was found that 4   mg/mL of gibberellin increased biomass, lipid and DHA yield of Aurantiochytrium sp.YLH70 by 14.4%, 43.6% and 79.1%, respectively. Moreover, a GC–MS metabolomics method combined with a multivariate analysis was applied to reveal the metabolic mechanisms responsible for the increased lipid and DHA accumulation. The principal component analysis (PCA) revealed that metabolomics profiles from all groups were discriminated. 38 metabolites identified by the partial least-squares-discriminant analysis (PLS-DA) were responsible for responding to gibberellin treatment. Metabolic pathway analysis showed that gibberellin accelerated the rate of utilization of glucose, and metabolites in fatty acids biosynthesis and mevalonate pathway were increased, while metabolites in glycolysis and TCA cycle were decreased in Aurantiochytrium sp.YLH70. Moreover, the anti-stress mechanism in Aurantiochytrium sp.YLH70 might be induced by gibberellin.

研究领域: 生物化学 · 代谢组学
✓ 已验证 DOI 高影响因子
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JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY · 2015 ·Vol. 91 ·期 4 ·1199-1207 · IF 2.349

Metabolomics analysis reveals 6-benzylaminopurine as a stimulator for improving lipid and DHA accumulation of Aurantiochytriumsp.

Xin-Jun Yu,Jie Sun,Jian-Yong Zheng,Ya-Qi Sun,Zhao Wang

BACKGROUND Phytohormones are chemical messengers that have a positive effect on biodiesel production of microalgae at low concentrations. However, the effect of phytohormone 6-benzylaminopurine on lipid and docosahexaenoic acid (DHA) production in marine DHA-producer Aurantiochytrium has never been reported. In this study, a GC-MS-based metabolomics method combined with a multivariate analysis is applied to reveal the metabolic mechanism of 6-benzylaminopurine enhancing production of lipid and DHA in Aurantiochytrium sp.YLH70. RESULTS In total, 71 metabolites were identified by GC-MS. The PCA model revealed that 76.9% of metabolite variation was related to 6-benzylaminopurine treatment, and overall metabolomics profiles between the 6-benzylaminopurine and control groups were clearly discriminated. Forty-six metabolites identified by the PLS-DA model were responsible for responding to 6-benzylaminopurine. Metabolic analysis showed that 6-benzylaminopurine could accelerate the rate of utilization of glucose in Aurantiochytrium sp. YLH70, and the metabolic flux from glycolysis, TCA cycle and mevalonate pathway to fatty acids biosynthesis was promoted. Moreover, the anti-stress mechanism in Aurantiochytrium sp.YLH70 might be induced by 6-benzylaminopurine. CONCLUSION Metabolomics is a suitable tool to discover the metabolic mechanism for improving lipid and DHA accumulation in a microorganism. 6-benzylaminopurine has the potential to stimulate lipid and DHA production of Aurantiochytrium sp.YLH70 for industrial purposes. © 2015 The Authors. Journal of Chemical Technology & Biotechnology published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.

研究领域: 生物化学 · 海洋生物学
✓ 已验证 DOI PubMed 高影响因子
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Nanoscale · 2022 ·Vol. 14 ·期 16 ·6052-6065 · IF 8.307

Targeting of gallbladder megalin receptors with DHA-conjugated limonene albumin nanoparticles

Ya Zou,Zishuo Zhou,Shanmei Yin,Chengyuan Huang,Hesong Tang,Zongning Yin

Gallbladder stones are a major pathogenic factor leading to cholecystitis, and it is increasingly important to explore innovative drug delivery methods for gallstones. In the present study, docosahexaenoic acid-coupled limonene bovine serum albumin nanoparticles (LIM-DHA-BSA-NPs) were constructed. The LIM-DHA-BSA-NPs are spherical structures, and the distribution was relatively uniform, and, more importantly, it has low cytotoxicity and good safety. The LIM-DHA-BSA-NPs solution shows higher uptake rates by RAW264.7 cells when compared with free limonene (LIM). The fluorescence intensity of FITC-modified BSA NPs was significantly higher than that of free FITC, which further indicated that the uptake of DHA-conjugated BSA NPs by RAW264.7 cells was stronger than that of the free drugs. Moreover, the in vivo distribution experiment showed that the enrichment of DiD-loaded BSA NPs in the gallbladder was significantly enhanced when compared with that of free DiD. The semi-quantitative fluorescence intensity results showed that the uptake of DiD-DHA-BSA-NPs was 4.5 times higher when compared with the free DiD. It is preliminarily shown that the DHA-conjugated BSA NPs that were constructed, have an ability to target the gallbladder. Furthermore, the Pearson colocalization coefficient Rcoloc from in vivo colocalization results indicates that the DHA-BSA-NPs had a good colocalization effect on the gallbladder epithelial cells (GBECs). In addition, the LIM-DHA-BSA-NPs solution not only significantly reduced the concentration of nitric oxide (NO) secreted by inflammatory model cells and the number of peripheral blood leukocytes in guinea pigs with cholecystitis, but also significantly decreased the activities of the aspartate transaminase (AST), alkaline phosphatase (ALP), alanine aminotransferase (ALT), glutamyl endopeptidase (GGT), total bile acid (TBA), and total bilirubin (TBIL) enzymes. Collectively, the LIM-DHA-BSA-NPs could be used as an effective anti-inflammatory agent at the cellular and animal levels. This experiment, for the first time, showed that DHA-conjugated BSA NPs could be absorbed into GBECs by megalin receptor-mediated endocytosis and then they exert an anti-cholecystitis effect because of the LIM. The active uptake of DHA-conjugated BSA NPs by the megalin receptors of the GBECs is expected to become an effective therapeutic strategy for cholecystolithiasis.

CAS / MDL: 3326-32-7
研究领域: 药剂学 · 分子生物学 · 医学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY · 2023 · IF 2

Enrichment of EPA and DHA by enzymatic ethanolysis: Effects of lipases from Thermomyces lanuginosus, Rhizomucor miehei, Rhizopus oryzae and Candida antarctica

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.

研究领域: 生物化学 · 食品科学 · 酶工程
✓ 已验证 产品关联 DOI 高影响因子
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BIOCHEMICAL ENGINEERING JOURNAL · 2024 · IF 3.7

Efficient synthesis of DHA/EPA-rich phosphatidylcholine using immobilized phospholipase A1 on a novel microflow support

Qian Zhou,Neng-Bing Long,Rui-Feng Zhang

A new epoxy-based polymerizing/compositing synchronic process was carried out in 3D structure of a melamine sponge. The cured polymer formed a porous and wave-shaped coating on the surface of skeleton in a uniform way. The obtained composite sponge was used as a microflow support for the immobilization of phospholipase A 1 (PLA 1 , from Thermomyces lanuginosus/Fusarium oxysporum ) by co-adsorption/cross-linking with polyethylenimine (PEI). The loading amount and the specific activity of immobilized PLA 1 under the optimal immobilization conditions were 45.7 mg/g support and 9.1 U/mg protein . The PLA 1 -immobilized microflow supports were placed in a columnar reactor, in which transesterification was operated in continuous circulation way. The reaction produced DHA/EPA-incorporated phosphatidylcholine , the hydrolysis side reaction could be inhibited by removal of free water in the reaction medium. Under optimized conditions the incorporation percentage of DHA/EPA and PC yield of 54.3% and 82.4% within 18 h at 55 ℃, respectively. After 10 cycles, the immobilized PLA 1 retained 71.2% of the original activity. The use of microflow support has an advantage on easier scaling up the reactor size towards much larger productivity and higher efficiency.

研究领域: 生物化学 · 酶工程
✓ 已验证 产品关联 DOI 高影响因子
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Food & Function · 2018 ·Vol. 10 ·期 1 ·277-288 · IF 3.289

DHA-phospholipids (DHA-PL) and EPA-phospholipids (EPA-PL) prevent intestinal dysfunction induced by chronic stress

Wanxiu Cao,Chengcheng Wang,Yaoxian Chin,Xin Chen,Yuan Gao,Shihan Yuan,Changhu Xue,Yuming Wang,Qingjuan Tang

Stress exposure can increase the appearance of intestinal dysfunction. DHA and EPA have been shown to possess significant anti-inflammatory and immuno-enhancement bioactivities. The aim of the study was to investigate whether different forms of DHA or EPA would affect intestinal barriers (including intestinal epithelium integrity and immunity responses, gut microbiota and its metabolites) in mice under chronic stress, and might therefore prevent stress induced intestinal dysfunction. Chronic stress caused a series of anomalies in the intestine, including decreased faecal water content, increased pro-inflammatory cytokines (IFN-γ, TNF-α, IL-1β and IL-6), reduced expression levels of ZO-1, occludin and E-cadherin, and aberrant microbiota composition (especially Roseburia spp., Prevotella spp., bifidobacteria and lactobacilli) and its metabolites, mainly LPS, acetic acid, propionic acid and butyric acid. Our data indicated that both DHA-PL and EPA-PL counteracted these adverse effects effectively. In conclusion, DHA-PL and EPA-PL may effectively protect mice against intestinal dysfunction under chronic stress exposure as potential ingredients for functional food.

CAS / MDL: 64-19-7
研究领域: 营养学 · 免疫学 · 胃肠病学 · 微生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Foods · 2022 ·Vol. 11 ·期 14 ·2087 · IF 5.561

Dietary Schizochytrium Microalgae Affect the Fatty Acid Profile of Goat Milk: Quantification of Docosahexaenoic Acid (DHA) and Its Distribution at Sn-2 Position

Huiquan Zhu,Xiaodan Wang,Wenyuan Zhang,Yumeng Zhang,Shuwen Zhang,Xiaoyang Pang,Jing Lu,Jiaping Lv

The objective of this study was to detect the influence of dietary Schizochytrium microalgae on milk composition, milk fatty acids, and milk sn-2 fatty acids in goat’s milk. Firstly, we could see that the fat content increased in low microalgae supplementation goat’s milk (LM, 15 g/day) and the lactose content decreased in medium microalgae supplementation goat’s milk (MM, 25 g/day) compared with control goat’s milk (C, 0 g/day). Moreover, the absolute concentration of the docosahexaenoic acid (DHA) of LM, MM, and high microalgae supplementation (HM, 35 g/day) goat’s milk was 29.485, 32.351, and 24.817 mg/100 g raw milk, respectively, which were all higher than that in the control goat’s milk with 4.668 mg/100 g raw milk. In addition, the sn-2 DHA content increased in MM and HM goat’s milk. However, the decreasing trend of the sn-2 DHA content was observed in LM goat’s milk. As for other fatty acids, the oleic acid (C18:1n9c) and linolenic acid (C18:3n3) content decreased and increased, respectively, in all experimental goat milk. Finally, an interesting phenomenon was found, which was that docosanoic acid (C22:0) and tetracosenic acid (C24:1) were only detected in test goat’s milk. Consequently, the phenomena of this study demonstrated that dietary Schizochytrium microalgae have an obvious effect on the fatty acid and sn-2 fatty acid profile of goat’s milk, and they provide an effective method to improve the content of goat’s milk DHA in practical production.Keywords:microalgae;DHA;absolute concentration;sn-2 fatty acids;goat milk

CAS / MDL: 110-54-3 67-56-1
研究领域: 动物营养学 · 食品科学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Food Bioscience · 2025 · IF 5.9

Effects of mono- and di-glycerides/phospholipids (MDG/PL) on the bioavailability of lutein and DHA in rats: more effective for lutein

Shu-zhen Huang,Huan-huan Yin,Fang Tian,Liang Wang,Wen-jing Wu,Xiang Li,Yanrong Zhao,Xiao-ya Wang,Yun Li,Megan Terp,Ying-yi Mao,Jin-yao Chen

The effects of mono- and di-glycerides/phospholipids (MDG/PL) combinations on lutein and docosahexaenoic acid (DHA) bioavailability in SD rats subjected to subchronic feeding with oil and emulsion systems were explored. MDG/PL increased the relative bioavailability of lutein and DHA respectively by 125.43 % and 114.51 % in the oil system and 111.15 % and 113.94 % in the emulsion, promoted lutein accumulation in the liver and spleen, and decreased the amount of lutein excreted via the urine and feces in both systems. These results suggest that the MDG/PL combinations effectively improve lutein and DHA bioavailability, especially lutein, which makes it a potential emulsifier of lutein and/or DHA in formulas or other preparations. Further study should be oriented to visualize the particle size and interfacial configuration of the MDG/PL and investigate the optimal formulation of MDG/PL and lutein and DHA for practical application.

研究领域: 营养学 · 食品科学
✓ 已验证 DOI 高影响因子
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