Dihomo--linolenic acid (BioDeep_00000175163)
human metabolite blood metabolite natural product
代谢物信息卡片
icosa-8,11,14-trienoic acid
化学式: C20H34O2 (306.2559)
中文名称:
谱图信息:
最多检出来源 Mus musculus(blood) 3.5%
分子结构信息
SMILES: CCCCCC=CCC=CCC=CCCCCCCC(=O)O
InChI: InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)
描述信息
同义名列表
数据库引用编号
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
28 个相关的物种来源信息
- 37421 - Brachytheciaceae: LTS0163728
- 3208 - Bryophyta: LTS0163728
- 3214 - Bryopsida: LTS0163728
- 7711 - Chordata: LTS0163728
- 2759 - Eukaryota: LTS0163728
- 37422 - Eurhynchium: LTS0163728
- 113274 - Eurhynchium striatum: 10.1016/0031-9422(91)85024-T
- 113274 - Eurhynchium striatum: LTS0163728
- 4751 - Fungi: LTS0163728
- 9604 - Hominidae: LTS0163728
- 9605 - Homo: LTS0163728
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1038/NBT.2488
- 9606 - Homo sapiens: LTS0163728
- 28466 - Hylocomiaceae: LTS0163728
- 40674 - Mammalia: LTS0163728
- 33208 - Metazoa: LTS0163728
- 4855 - Mortierella: LTS0163728
- 64518 - Mortierella alpina: 10.1074/JBC.273.30.19055
- 64518 - Mortierella alpina: LTS0163728
- 4854 - Mortierellaceae: LTS0163728
- 2212732 - Mortierellomycetes: LTS0163728
- 1913637 - Mucoromycota: LTS0163728
- 28467 - Rhytidiadelphus: LTS0163728
- 53008 - Rhytidiadelphus squarrosus: 10.1016/0031-9422(91)85024-T
- 53008 - Rhytidiadelphus squarrosus: LTS0163728
- 35493 - Streptophyta: LTS0163728
- 33090 - Viridiplantae: LTS0163728
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Hiroshi Kawashima, Katsuhiko Yoshizawa. The physiological and pathological properties of Mead acid, an endogenous multifunctional n-9 polyunsaturated fatty acid.
Lipids in health and disease.
2023 Oct; 22(1):172. doi:
10.1186/s12944-023-01937-6. [PMID: 37838679] - Nicolas G Bazan, Jeff X Ji, Samuel E Baum. Awakening neural survival mechanisms after stroke: Lipid metabolism in brain-autonomous repair.
Neuron.
2023 Oct; 111(19):2945-2948. doi:
10.1016/j.neuron.2023.08.020. [PMID: 37797578] - Joanna Bajerska, Aleksandra Skoczek-Rubińska, Lidia Małczak, Vesna Vucic, Aleksandra Arsic, Milica Kojadinovic, Danijela Ristic-Medic. Plasma fatty acid composition and some markers of dietary habits are associated with cardiovascular disease risk determined by an atherogenic plasma index in postmenopausal women.
Nutrition research (New York, N.Y.).
2023 May; 115(?):47-60. doi:
10.1016/j.nutres.2023.05.008. [PMID: 37300953] - Liman Luo, Yan Yang, Menglu Fu, Jinlan Luo, Wenhua Li, Ling Tu, Ruolan Dong. 11,12-EET suppressed LPS induced TF expression and thrombus formation by accelerating mRNA degradation rate via strengthening PI3K-Akt signaling pathway and inhibiting p38-TTP pathway.
Prostaglandins & other lipid mediators.
2023 Apr; 167(?):106740. doi:
10.1016/j.prostaglandins.2023.106740. [PMID: 37119935] - Anne-Mari Mustonen, Petteri Nieminen. Dihomo-γ-Linolenic Acid (20:3n-6)-Metabolism, Derivatives, and Potential Significance in Chronic Inflammation.
International journal of molecular sciences.
2023 Jan; 24(3):. doi:
10.3390/ijms24032116. [PMID: 36768438] - Marcos A Perez, Andrea J Clostio, Isabel R Houston, Jimena Ruiz, Leslie Magtanong, Scott J Dixon, Jennifer L Watts. Ether lipid deficiency disrupts lipid homeostasis leading to ferroptosis sensitivity.
PLoS genetics.
2022 09; 18(9):e1010436. doi:
10.1371/journal.pgen.1010436. [PMID: 36178986] - Marzia Savini, Andrew Folick, Yi-Tang Lee, Feng Jin, André Cuevas, Matthew C Tillman, Jonathon D Duffy, Qian Zhao, Isaiah A Neve, Pei-Wen Hu, Yong Yu, Qinghao Zhang, Youqiong Ye, William B Mair, Jin Wang, Leng Han, Eric A Ortlund, Meng C Wang. Lysosome lipid signalling from the periphery to neurons regulates longevity.
Nature cell biology.
2022 06; 24(6):906-916. doi:
10.1038/s41556-022-00926-8. [PMID: 35681008] - Jie Zhang, Chuang Yang, Hongmei Qiu, Junxia Yang, Ke Wu, Shumei Ding, Chengyan Jiang, Qingsong Jiang. 14,15-EET involved in the development of diabetic cardiac hypertrophy mediated by PPARs.
Prostaglandins & other lipid mediators.
2022 04; 159(?):106620. doi:
10.1016/j.prostaglandins.2022.106620. [PMID: 35091081] - Jingquan He, Chiyu Ma, Donge Tang, Shaoyun Zhong, Xiaofang Yuan, Fengping Zheng, Zhipeng Zeng, Yumei Chen, Dongzhou Liu, Xiaoping Hong, Weier Dai, Lianghong Yin, Yong Dai. Absolute quantification and characterization of oxylipins in lupus nephritis and systemic lupus erythematosus.
Frontiers in immunology.
2022; 13(?):964901. doi:
10.3389/fimmu.2022.964901. [PMID: 36275708] - Shuiqing Hu, Jinlan Luo, Menglu Fu, Liman Luo, Yueting Cai, Wenhua Li, Yuanyuan Li, Ruolan Dong, Yan Yang, Ling Tu, Xizhen Xu. Soluble epoxide hydrolase deletion attenuated nicotine-induced arterial stiffness via limiting the loss of SIRT1.
American journal of physiology. Heart and circulatory physiology.
2021 08; 321(2):H353-H368. doi:
10.1152/ajpheart.00979.2020. [PMID: 34142887] - Shanthi Nagarajan, Zu Yuan Qian, Parthiban Marimuthu, Nabil J Alkayed, Sanjiv Kaul, Anthony P Barnes. Mapping the Molecular Architecture Required for Lipid-Binding Pockets Using a Subset of Established and Orphan G-Protein Coupled Receptors.
Journal of chemical information and modeling.
2021 07; 61(7):3442-3452. doi:
10.1021/acs.jcim.1c00335. [PMID: 34242503] - Menglu Fu, Jing Yu, Zhihui Chen, Ying Tang, Ruolan Dong, Yan Yang, Jinlan Luo, Shuiqing Hu, Ling Tu, Xizhen Xu. Epoxyeicosatrienoic acids improve glucose homeostasis by preventing NF-κB-mediated transcription of SGLT2 in renal tubular epithelial cells.
Molecular and cellular endocrinology.
2021 03; 523(?):111149. doi:
10.1016/j.mce.2020.111149. [PMID: 33387601] - Stefanie Liening, Jana Fischer, Hans Jagusch, Georg Pohnert, Oliver Höcker, Christian Neusüß, Oliver Werz, Gerhard K E Scriba, Ulrike Garscha. 12-Oxo-10-glutathionyl-5,8,14-eicosatrienoic acid (TOG10), a novel glutathione-containing eicosanoid generated via the 12-lipoxygenase pathway in human platelets.
Prostaglandins & other lipid mediators.
2021 02; 152(?):106480. doi:
10.1016/j.prostaglandins.2020.106480. [PMID: 33172790] - Tomoaki Okada, Toru Miyoshi, Masayuki Doi, Kosuke Seiyama, Wataru Takagi, Masahiro Sogo, Kazumasa Nosaka, Masahiko Takahashi, Keisuke Okawa, Hiroshi Ito. Secular Decreasing Trend in Plasma Eicosapentaenoic and Docosahexaenoic Acids among Patients with Acute Coronary Syndrome from 2011 to 2019: A Single Center Descriptive Study.
Nutrients.
2021 Jan; 13(1):. doi:
10.3390/nu13010253. [PMID: 33477264] - Ella J Baker, Carina A Valenzuela, Wies T M van Dooremalen, Leyre Martínez-Fernández, Parveen Yaqoob, Elizabeth A Miles, Philip C Calder. Gamma-Linolenic and Pinolenic Acids Exert Anti-Inflammatory Effects in Cultured Human Endothelial Cells Through Their Elongation Products.
Molecular nutrition & food research.
2020 10; 64(20):e2000382. doi:
10.1002/mnfr.202000382. [PMID: 32898315] - Ekaterina Novichkova, Katya Chumin, Noy Eretz-Kdosha, Sammy Boussiba, Jacob Gopas, Guy Cohen, Inna Khozin-Goldberg. DGLA from the Microalga Lobosphaera Incsa P127 Modulates Inflammatory Response, Inhibits iNOS Expression and Alleviates NO Secretion in RAW264.7 Murine Macrophages.
Nutrients.
2020 Sep; 12(9):. doi:
10.3390/nu12092892. [PMID: 32971852] - Marcos A Perez, Leslie Magtanong, Scott J Dixon, Jennifer L Watts. Dietary Lipids Induce Ferroptosis in Caenorhabditiselegans and Human Cancer Cells.
Developmental cell.
2020 08; 54(4):447-454.e4. doi:
10.1016/j.devcel.2020.06.019. [PMID: 32652074] - Hugo F Olivares-Rubio, J J Espinosa-Aguirre. Role of epoxyeicosatrienoic acids in the lung.
Prostaglandins & other lipid mediators.
2020 08; 149(?):106451. doi:
10.1016/j.prostaglandins.2020.106451. [PMID: 32294527] - Cuiping Zhang, Zuojian Hu, Ke Wang, Lujie Yang, Yue Li, Hartmut Schlüter, Pengyuan Yang, Jiaxu Hong, Hongxiu Yu. Lipidomic profiling of virus infection identifies mediators that resolve herpes simplex virus-induced corneal inflammatory lesions.
The Analyst.
2020 Jun; 145(11):3967-3976. doi:
10.1039/d0an00263a. [PMID: 32319474] - Susan Sergeant, Brian Hallmark, Rasika A Mathias, Tammy L Mustin, Priscilla Ivester, Maggie L Bohannon, Ingo Ruczinski, Laurel Johnstone, Michael C Seeds, Floyd H Chilton. Prospective clinical trial examining the impact of genetic variation in FADS1 on the metabolism of linoleic acid- and ɣ-linolenic acid-containing botanical oils.
The American journal of clinical nutrition.
2020 05; 111(5):1068-1078. doi:
10.1093/ajcn/nqaa023. [PMID: 32167131] - Mercè Pallàs, Santiago Vázquez, Coral Sanfeliu, Carles Galdeano, Christian Griñán-Ferré. Soluble Epoxide Hydrolase Inhibition to Face Neuroinflammation in Parkinson's Disease: A New Therapeutic Strategy.
Biomolecules.
2020 05; 10(5):. doi:
10.3390/biom10050703. [PMID: 32369955] - Marco Rahm, Juliane Merl-Pham, Jerzy Adamski, Stefanie M Hauck. Time-resolved phosphoproteomic analysis elucidates hepatic 11,12-Epoxyeicosatrienoic acid signaling pathways.
Prostaglandins & other lipid mediators.
2020 02; 146(?):106387. doi:
10.1016/j.prostaglandins.2019.106387. [PMID: 31669255] - Dariusz Kotlega, Agnieszka Zembron-Lacny, Barbara Morawin, Monika Golab-Janowska, Przemyslaw Nowacki, Malgorzata Szczuko. Free Fatty Acids and Their Inflammatory Derivatives Affect BDNF in Stroke Patients.
Mediators of inflammation.
2020; 2020(?):6676247. doi:
10.1155/2020/6676247. [PMID: 33343231] - Walter Adams, Rudra Bhowmick, Elsa N Bou Ghanem, Kristin Wade, Mikhail Shchepetov, Jeffrey N Weiser, Beth A McCormick, Rodney K Tweten, John M Leong. Pneumolysin Induces 12-Lipoxygenase-Dependent Neutrophil Migration during Streptococcus pneumoniae Infection.
Journal of immunology (Baltimore, Md. : 1950).
2020 01; 204(1):101-111. doi:
10.4049/jimmunol.1800748. [PMID: 31776202] - Carolina Shene, Paris Paredes, Daniela Vergara, Allison Leyton, Marcelo Garcés, Liset Flores, Mónica Rubilar, Mariela Bustamante, Roberto Armenta. Antarctic thraustochytrids: Producers of long-chain omega-3 polyunsaturated fatty acids.
MicrobiologyOpen.
2020 01; 9(1):e00950. doi:
10.1002/mbo3.950. [PMID: 31637873] - Yi-Min Kuo, Pei-Chien Hsu, Chia-Chi Hung, Ya-Yu Hu, Yu-Jie Huang, Yu-Ling Gan, Chun-Hua Lin, Feng-Shiun Shie, Wen-Kuei Chang, Lung-Sen Kao, Mei-Yung Tsou, Yi-Hsuan Lee. Soluble Epoxide Hydrolase Inhibition Attenuates Excitotoxicity Involving 14,15-Epoxyeicosatrienoic Acid-Mediated Astrocytic Survival and Plasticity to Preserve Glutamate Homeostasis.
Molecular neurobiology.
2019 Dec; 56(12):8451-8474. doi:
10.1007/s12035-019-01669-8. [PMID: 31257558] - Leah Gramlich, Carol Ireton-Jones, John M Miles, Maya Morrison, Alessandro Pontes-Arruda. Essential Fatty Acid Requirements and Intravenous Lipid Emulsions.
JPEN. Journal of parenteral and enteral nutrition.
2019 08; 43(6):697-707. doi:
10.1002/jpen.1537. [PMID: 30908685] - Prabha Tiwari, Takahiro Nagatake, So-Ichiro Hirata, Kento Sawane, Azusa Saika, Yuki Shibata, Sakiko Morimoto, Tetsuya Honda, Jun Adachi, Yuichi Abe, Junko Isoyama, Takeshi Tomonaga, Hiroshi Kiyono, Kenji Kabashima, Jun Kunisawa. Dietary coconut oil ameliorates skin contact hypersensitivity through mead acid production in mice.
Allergy.
2019 08; 74(8):1522-1532. doi:
10.1111/all.13762. [PMID: 30843234] - Margaret L Ong, Robert S Venick, Stephen B Shew, James C Y Dunn, Laurie Reyen, Tristan Grogan, Kara L Calkins. Intravenous Fish Oil and Serum Fatty Acid Profiles in Pediatric Patients With Intestinal Failure-Associated Liver Disease.
JPEN. Journal of parenteral and enteral nutrition.
2019 08; 43(6):717-725. doi:
10.1002/jpen.1532. [PMID: 30900274] - Sukanya Jeennor, Jutamas Anantayanon, Sarocha Panchanawaporn, Sakda Khoomrung, Chanikul Chutrakul, Kobkul Laoteng. Reengineering lipid biosynthetic pathways of Aspergillus oryzae for enhanced production of γ-linolenic acid and dihomo-γ-linolenic acid.
Gene.
2019 Jul; 706(?):106-114. doi:
10.1016/j.gene.2019.04.074. [PMID: 31039437] - Marco Raffaele, Lars Bellner, Shailendra P Singh, Gaia Favero, Rita Rezzani, Luigi Fabrizio Rodella, John R Falck, Nader G Abraham, Luca Vanella. Epoxyeicosatrienoic intervention improves NAFLD in leptin receptor deficient mice by an increase in PGC1α-HO-1-PGC1α-mitochondrial signaling.
Experimental cell research.
2019 07; 380(2):180-187. doi:
10.1016/j.yexcr.2019.04.029. [PMID: 31039348] - Benjamin Gollasch, Inci Dogan, Michael Rothe, Maik Gollasch, Friedrich C Luft. Maximal exercise and plasma cytochrome P450 and lipoxygenase mediators: a lipidomics study.
Physiological reports.
2019 07; 7(13):e14165. doi:
10.14814/phy2.14165. [PMID: 31304687] - Giovanni Brotzu, Anna Maria Fadda, Maria Letizia Manca, Thomas Manca, Francesca Marongiu, Monica Campisi, Francesca Consolaro. A liposome-based formulation containing equol, dihomo-γ-linolenic acid and propionyl-l-carnitine to prevent and treat hair loss: A prospective investigation.
Dermatologic therapy.
2019 01; 32(1):e12778. doi:
10.1111/dth.12778. [PMID: 30371981] - Marcus O D Sjödin, Antonio Checa, Mingxing Yang, Sven-Erik Dahlén, Åsa M Wheelock, Anders Eklund, Johan Grunewald, Craig E Wheelock. Soluble epoxide hydrolase derived lipid mediators are elevated in bronchoalveolar lavage fluid from patients with sarcoidosis: a cross-sectional study.
Respiratory research.
2018 Dec; 19(1):236. doi:
10.1186/s12931-018-0939-0. [PMID: 30509266] - Ann M Gregus, Matthew W Buczynski, Darren S Dumlao, Paul C Norris, Ganesha Rai, Anton Simeonov, David J Maloney, Ajit Jadhav, Qinghao Xu, Spencer C Wei, Bethany L Fitzsimmons, Edward A Dennis, Tony L Yaksh. Inhibition of spinal 15-LOX-1 attenuates TLR4-dependent, nonsteroidal anti-inflammatory drug-unresponsive hyperalgesia in male rats.
Pain.
2018 Dec; 159(12):2620-2629. doi:
10.1097/j.pain.0000000000001373. [PMID: 30130298] - Sara Bonafini, Alice Giontella, Angela Tagetti, Denise Marcon, Martina Montagnana, Marco Benati, Rossella Gaudino, Paolo Cavarzere, Mirjam Karber, Michael Rothe, Pietro Minuz, Franco Antonazzi, Claudio Maffeis, Wolf Hagen Schunck, Cristiano Fava. Possible Role of CYP450 Generated Omega-3/Omega-6 PUFA Metabolites in the Modulation of Blood Pressure and Vascular Function in Obese Children.
Nutrients.
2018 Nov; 10(11):. doi:
10.3390/nu10111689. [PMID: 30400671] - Tomoharu Mizukami, Kazutaka Ikeda, Yuta Shimanaka, Katsunari Korogi, Chunyu Zhou, Hiroshi Takase, Hitomi Tsuiji, Nozomu Kono, Takao Kohno, Hiroyuki Arai, Makoto Arita, Mitsuharu Hattori. Reelin deficiency leads to aberrant lipid composition in mouse brain.
Biochemical and biophysical research communications.
2018 10; 505(1):81-86. doi:
10.1016/j.bbrc.2018.09.089. [PMID: 30241938] - Lu Liu, Nitin Puri, Marco Raffaele, Joseph Schragenheim, Shailendra P Singh, J Alyce Bradbury, Lars Bellner, Luca Vanella, Darryl C Zeldin, Jian Cao, Nader G Abraham. Ablation of soluble epoxide hydrolase reprogram white fat to beige-like fat through an increase in mitochondrial integrity, HO-1-adiponectin in vitro and in vivo.
Prostaglandins & other lipid mediators.
2018 09; 138(?):1-8. doi:
10.1016/j.prostaglandins.2018.07.004. [PMID: 30041041] - Lai Wang, Gan Luo, Long-Fei Zhang, Hui-Xia Geng. Neuroprotective effects of epoxyeicosatrienoic acids.
Prostaglandins & other lipid mediators.
2018 09; 138(?):9-14. doi:
10.1016/j.prostaglandins.2018.07.002. [PMID: 30031209] - Joseph Schragenheim, Lars Bellner, Jian Cao, Shailendra P Singh, David Bamshad, John A McClung, Omri Maayan, Aliza Meissner, Ilana Grant, Charles T Stier, Nader G Abraham. EET enhances renal function in obese mice resulting in restoration of HO-1-Mfn1/2 signaling, and decrease in hypertension through inhibition of sodium chloride co-transporter.
Prostaglandins & other lipid mediators.
2018 07; 137(?):30-39. doi:
10.1016/j.prostaglandins.2018.05.008. [PMID: 29787809] - Yi-Er Qiu, Jun Qin, Yang Luo, Shao-Lan Qin, Yi-Fei Mu, Ran Cun, Hou-Li Jiang, Jian-Jun Chen, Min-Hao Yu, Ming Zhong. Increased epoxyeicosatrienoic acids may be part of a protective mechanism in human ulcerative colitis, with increased CYP2J2 and reduced soluble epoxide hydrolase expression.
Prostaglandins & other lipid mediators.
2018 05; 136(?):9-14. doi:
10.1016/j.prostaglandins.2018.03.004. [PMID: 29580941] - Yi Xu, Xiaoyu Yang, Tao Wang, Liu Yang, Yu-Ying He, Keith Miskimins, Steven Y Qian. Knockdown delta-5-desaturase in breast cancer cells that overexpress COX-2 results in inhibition of growth, migration and invasion via a dihomo-γ-linolenic acid peroxidation dependent mechanism.
BMC cancer.
2018 03; 18(1):330. doi:
10.1186/s12885-018-4250-8. [PMID: 29587668] - Jing Luo, Jian-Feng Yao, Xiao-Fei Deng, Xiao-Dan Zheng, Min Jia, Yue-Qin Wang, Yan Huang, Jian-Hua Zhu. 14, 15-EET induces breast cancer cell EMT and cisplatin resistance by up-regulating integrin αvβ3 and activating FAK/PI3K/AKT signaling.
Journal of experimental & clinical cancer research : CR.
2018 Feb; 37(1):23. doi:
10.1186/s13046-018-0694-6. [PMID: 29426357] - Yuri Hayashi, Ayano Shimamura, Tomoko Ishikawa, Yoko Fujiwara, Ikuyo Ichi. FADS2 inhibition in essential fatty acid deficiency induces hepatic lipid accumulation via impairment of very low-density lipoprotein (VLDL) secretion.
Biochemical and biophysical research communications.
2018 02; 496(2):549-555. doi:
10.1016/j.bbrc.2018.01.064. [PMID: 29353041] - Jung-Ung An, Yong-Seok Song, Kyoung-Rok Kim, Yoon-Joo Ko, Do-Young Yoon, Deok-Kun Oh. Biotransformation of polyunsaturated fatty acids to bioactive hepoxilins and trioxilins by microbial enzymes.
Nature communications.
2018 01; 9(1):128. doi:
10.1038/s41467-017-02543-8. [PMID: 29317615] - Xiaoyan Huang, Yuguang Wang, Yi Wang, Liang Yang, Jia Wang, Yue Gao. Ophiopogonin D Reduces Myocardial Ischemia-Reperfusion Injury via Upregulating CYP2J3/EETs in Rats.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
2018; 49(4):1646-1658. doi:
10.1159/000493500. [PMID: 30227401] - Mohamed Raâfet Ben Khedher, Houda Bouhajja, Samia Haj Ahmed, Mohamed Abid, Kamel Jamoussi, Mohamed Hammami. Role of disturbed fatty acids metabolism in the pathophysiology of diabetic erectile dysfunction.
Lipids in health and disease.
2017 Dec; 16(1):241. doi:
10.1186/s12944-017-0637-9. [PMID: 29233142] - Anne Marowsky, Imke Meyer, Kira Erismann-Ebner, Giovanni Pellegrini, Nandkishor Mule, Michael Arand. Beyond detoxification: a role for mouse mEH in the hepatic metabolism of endogenous lipids.
Archives of toxicology.
2017 Nov; 91(11):3571-3585. doi:
10.1007/s00204-017-2060-4. [PMID: 28975360] - Paraskevi Prasinou, Ioannis Dafnis, Giorgia Giacometti, Carla Ferreri, Angeliki Chroni, Chryssostomos Chatgilialoglu. Fatty acid-based lipidomics and membrane remodeling induced by apoE3 and apoE4 in human neuroblastoma cells.
Biochimica et biophysica acta. Biomembranes.
2017 Oct; 1859(10):1967-1973. doi:
10.1016/j.bbamem.2017.07.001. [PMID: 28688796] - Xuehong Liu, Zu-Yuan Qian, Fuchun Xie, Wei Fan, Jonathan W Nelson, Xiangshu Xiao, Sanjiv Kaul, Anthony P Barnes, Nabil J Alkayed. Functional screening for G protein-coupled receptor targets of 14,15-epoxyeicosatrienoic acid.
Prostaglandins & other lipid mediators.
2017 09; 132(?):31-40. doi:
10.1016/j.prostaglandins.2016.09.002. [PMID: 27649858] - Jennifer Yeung, Michael Holinstat. Who is the real 12-HETrE?.
Prostaglandins & other lipid mediators.
2017 09; 132(?):25-30. doi:
10.1016/j.prostaglandins.2017.02.005. [PMID: 28259546] - Xiaoyan Huang, Yuguang Wang, Zhaoyan Zhang, Yuan Wang, Xiangmei Chen, Yi Wang, Yue Gao. Ophiopogonin D and EETs ameliorate Ang II-induced inflammatory responses via activating PPARα in HUVECs.
Biochemical and biophysical research communications.
2017 08; 490(2):123-133. doi:
10.1016/j.bbrc.2017.06.007. [PMID: 28587983] - Zhigang Liu, Yongfang Liu, Haixiao Zhou, Xiangyun Fu, Gang Hu. Epoxyeicosatrienoic acid ameliorates cerebral ischemia-reperfusion injury by inhibiting inflammatory factors and pannexin-1.
Molecular medicine reports.
2017 Aug; 16(2):2179-2184. doi:
10.3892/mmr.2017.6831. [PMID: 28656267] - Bogdan Barnych, Amy A Rand, Tomas Cajka, Kin Sing Stephen Lee, Bruce D Hammock. Synthesis of cyclooxygenase metabolites of 8,9-epoxyeicosatrienoic acid (EET): 11- and 15-hydroxy 8,9-EETs.
Organic & biomolecular chemistry.
2017 May; 15(20):4308-4313. doi:
10.1039/c7ob00789b. [PMID: 28470279] - Amy A Rand, Bogdan Barnych, Christophe Morisseau, Tomas Cajka, Kin Sing Stephen Lee, Dipak Panigrahy, Bruce D Hammock. Cyclooxygenase-derived proangiogenic metabolites of epoxyeicosatrienoic acids.
Proceedings of the National Academy of Sciences of the United States of America.
2017 04; 114(17):4370-4375. doi:
10.1073/pnas.1616893114. [PMID: 28396419] - Becca A Flitter, Kelli L Hvorecny, Emiko Ono, Taylor Eddens, Jun Yang, Daniel H Kwak, Christopher D Bahl, Thomas H Hampton, Christophe Morisseau, Bruce D Hammock, Xinyu Liu, Janet S Lee, Jay K Kolls, Bruce D Levy, Dean R Madden, Jennifer M Bomberger. Pseudomonas aeruginosa sabotages the generation of host proresolving lipid mediators.
Proceedings of the National Academy of Sciences of the United States of America.
2017 01; 114(1):136-141. doi:
10.1073/pnas.1610242114. [PMID: 27980032] - Morihiro Matsuda, Toshiharu Kawamoto, Ritsu Tamura. Predictive value of serum dihomo-γ-linolenic acid level and estimated Δ-5 desaturase activity in patients with hepatic steatosis.
Obesity research & clinical practice.
2017 Jan; 11(1):34-43. doi:
10.1016/j.orcp.2016.02.004. [PMID: 26964726] - Ingrid Fleming. The factor in EDHF: Cytochrome P450 derived lipid mediators and vascular signaling.
Vascular pharmacology.
2016 11; 86(?):31-40. doi:
10.1016/j.vph.2016.03.001. [PMID: 26975734] - Natalie J Spillman, Varun K Dalmia, Daniel E Goldberg. Exported Epoxide Hydrolases Modulate Erythrocyte Vasoactive Lipids during Plasmodium falciparum Infection.
mBio.
2016 10; 7(5):. doi:
10.1128/mbio.01538-16. [PMID: 27795395] - Jennifer Yeung, Benjamin E Tourdot, Reheman Adili, Abigail R Green, Cody J Freedman, Pilar Fernandez-Perez, Johnny Yu, Theodore R Holman, Michael Holinstat. 12(S)-HETrE, a 12-Lipoxygenase Oxylipin of Dihomo-γ-Linolenic Acid, Inhibits Thrombosis via Gαs Signaling in Platelets.
Arteriosclerosis, thrombosis, and vascular biology.
2016 10; 36(10):2068-77. doi:
10.1161/atvbaha.116.308050. [PMID: 27470510] - James M Luther, Nancy J Brown. Epoxyeicosatrienoic acids and glucose homeostasis in mice and men.
Prostaglandins & other lipid mediators.
2016 09; 125(?):2-7. doi:
10.1016/j.prostaglandins.2016.07.010. [PMID: 27448715] - Michael A Wells, Kimberly C Vendrov, Matthew L Edin, Brian C Ferslew, Weibin Zha, Bobbie K H Nguyen, Rachel J Church, Fred B Lih, Laura M DeGraff, Kim L R Brouwer, A Sidney Barritt, Darryl C Zeldin, Craig R Lee. Characterization of the Cytochrome P450 epoxyeicosanoid pathway in non-alcoholic steatohepatitis.
Prostaglandins & other lipid mediators.
2016 09; 125(?):19-29. doi:
10.1016/j.prostaglandins.2016.07.002. [PMID: 27401401] - Shailendra P Singh, Joseph Schragenheim, Jian Cao, John R Falck, Nader G Abraham, Lars Bellner. PGC-1 alpha regulates HO-1 expression, mitochondrial dynamics and biogenesis: Role of epoxyeicosatrienoic acid.
Prostaglandins & other lipid mediators.
2016 09; 125(?):8-18. doi:
10.1016/j.prostaglandins.2016.07.004. [PMID: 27418542] - David Sacerdoti, Paola Pesce, Marco Di Pascoli, Massimo Bolognesi. EETs and HO-1 cross-talk.
Prostaglandins & other lipid mediators.
2016 09; 125(?):65-79. doi:
10.1016/j.prostaglandins.2016.06.002. [PMID: 27354356] - Hui Huang, Jing Weng, Mong-Heng Wang. EETs/sEH in diabetes and obesity-induced cardiovascular diseases.
Prostaglandins & other lipid mediators.
2016 09; 125(?):80-9. doi:
10.1016/j.prostaglandins.2016.05.004. [PMID: 27184755] - G Liu, Z Ding, X Li, X Chen, Y Wu, L Xie. Relationship between polyunsaturated fatty acid levels in maternal diets and human milk in the first month post-partum.
Journal of human nutrition and dietetics : the official journal of the British Dietetic Association.
2016 08; 29(4):405-10. doi:
10.1111/jhn.12337. [PMID: 26419741] - Xiaoyu Yang, Yi Xu, Amanda Brooks, Bin Guo, Keith W Miskimins, Steven Y Qian. Knockdown delta-5-desaturase promotes the formation of a novel free radical byproduct from COX-catalyzed ω-6 peroxidation to induce apoptosis and sensitize pancreatic cancer cells to chemotherapy drugs.
Free radical biology & medicine.
2016 08; 97(?):342-350. doi:
10.1016/j.freeradbiomed.2016.06.028. [PMID: 27368132] - Yi Xu, Xiaoyu Yang, Pinjing Zhao, Zhongyu Yang, Changhui Yan, Bin Guo, Steven Y Qian. Knockdown of delta-5-desaturase promotes the anti-cancer activity of dihomo-γ-linolenic acid and enhances the efficacy of chemotherapy in colon cancer cells expressing COX-2.
Free radical biology & medicine.
2016 07; 96(?):67-77. doi:
10.1016/j.freeradbiomed.2016.04.016. [PMID: 27101738] - L Malan, J Baumgartner, P C Calder, C M Smuts. Low immune cell ARA and high plasma 12-HETE and 17-HDHA in iron-deficient South African school children with allergy.
Prostaglandins, leukotrienes, and essential fatty acids.
2016 07; 110(?):35-41. doi:
10.1016/j.plefa.2016.05.006. [PMID: 27255641] - Meijuan Xu, Haiping Hao, Lifeng Jiang, Yidan Wei, Fang Zhou, Jianguo Sun, Jingwei Zhang, Hui Ji, Guangji Wang, Wenzheng Ju, Ping Li. Cardiotonic Pill Reduces Myocardial Ischemia-Reperfusion Injury via Increasing EET Concentrations in Rats.
Drug metabolism and disposition: the biological fate of chemicals.
2016 07; 44(7):878-87. doi:
10.1124/dmd.116.069914. [PMID: 27149899] - Giulia Cinelli, Marta Fabrizi, Lucilla Ravà, Marta Ciofi Degli Atti, Pamela Vernocchi, Cristina Vallone, Emanuela Pietrantoni, Rosalba Lanciotti, Fabrizio Signore, Melania Manco. Influence of Maternal Obesity and Gestational Weight Gain on Maternal and Foetal Lipid Profile.
Nutrients.
2016 Jun; 8(6):. doi:
10.3390/nu8060368. [PMID: 27314385] - Dorothee J Funk, Bernd L Sorg, Klaus Kopka, Heinz H Schmeiser. Epoxyeicosatrienoic acids (EETs) form adducts with DNA in vitro.
Prostaglandins & other lipid mediators.
2016 03; 123(?):63-7. doi:
10.1016/j.prostaglandins.2016.04.006. [PMID: 27166927] - Chanikul Chutrakul, Sukanya Jeennor, Sarocha Panchanawaporn, Pattsarun Cheawchanlertfa, Sarinya Suttiwattanakul, Mayura Veerana, Kobkul Laoteng. Metabolic engineering of long chain-polyunsaturated fatty acid biosynthetic pathway in oleaginous fungus for dihomo-gamma linolenic acid production.
Journal of biotechnology.
2016 Jan; 218(?):85-93. doi:
10.1016/j.jbiotec.2015.12.003. [PMID: 26686314] - Akinyemi Oni-Orisan, Matthew L Edin, John Andrew Lee, Michael A Wells, Erin S Christensen, Kimberly C Vendrov, Fred B Lih, Kenneth B Tomer, Xue Bai, Joan M Taylor, George A Stouffer, Darryl C Zeldin, Craig R Lee. Cytochrome P450-derived epoxyeicosatrienoic acids and coronary artery disease in humans: a targeted metabolomics study.
Journal of lipid research.
2016 Jan; 57(1):109-19. doi:
10.1194/jlr.m061697. [PMID: 26555503] - Quan-Fei Zhu, Yan-Hong Hao, Ming-Zhou Liu, Jiang Yue, Jian Ni, Bi-Feng Yuan, Yu-Qi Feng. Analysis of cytochrome P450 metabolites of arachidonic acid by stable isotope probe labeling coupled with ultra high-performance liquid chromatography/mass spectrometry.
Journal of chromatography. A.
2015 Sep; 1410(?):154-63. doi:
10.1016/j.chroma.2015.07.100. [PMID: 26253834] - Leah Gramlich, Liisa Meddings, Cathy Alberda, Sanit Wichansawakun, Sarah Robbins, David Driscoll, Bruce Bistrian. Essential Fatty Acid Deficiency in 2015: The Impact of Novel Intravenous Lipid Emulsions.
JPEN. Journal of parenteral and enteral nutrition.
2015 Sep; 39(1 Suppl):61S-6S. doi:
10.1177/0148607115595977. [PMID: 26187936] - Otilia Antal, Mária Péter, László Hackler, Imola Mán, Gábor Szebeni, Ferhan Ayaydin, Katalin Hideghéty, László Vigh, Klára Kitajka, Gábor Balogh, Laszló G Puskás. Lipidomic analysis reveals a radiosensitizing role of gamma-linolenic acid in glioma cells.
Biochimica et biophysica acta.
2015 Sep; 1851(9):1271-82. doi:
10.1016/j.bbalip.2015.06.003. [PMID: 26092623] - Yicun Chen, Qinqin Cui, Yongjie Xu, Susu Yang, Ming Gao, Yangdong Wang. Effects of tung oilseed FAD2 and DGAT2 genes on unsaturated fatty acid accumulation in Rhodotorula glutinis and Arabidopsis thaliana.
Molecular genetics and genomics : MGG.
2015 Aug; 290(4):1605-13. doi:
10.1007/s00438-015-1011-0. [PMID: 25754996] - Shasha Zhang, Guangzhi Chen, Ning Li, Meiyan Dai, Chen Chen, Peihua Wang, Huiru Tang, Samantha L Hoopes, Darryl C Zeldin, Dao Wen Wang, Xizhen Xu. CYP2J2 overexpression ameliorates hyperlipidemia via increased fatty acid oxidation mediated by the AMPK pathway.
Obesity (Silver Spring, Md.).
2015 Jul; 23(7):1401-13. doi:
10.1002/oby.21115. [PMID: 26053032] - Yosuke Amagai, Kumiko Oida, Akira Matsuda, Kyungsook Jung, Saki Kakutani, Takao Tanaka, Kenshiro Matsuda, Hyosun Jang, Ginae Ahn, Yan Xia, Hiroshi Kawashima, Hiroshi Shibata, Hiroshi Matsuda, Akane Tanaka. Dihomo-γ-linolenic acid prevents the development of atopic dermatitis through prostaglandin D1 production in NC/Tnd mice.
Journal of dermatological science.
2015 Jul; 79(1):30-7. doi:
10.1016/j.jdermsci.2015.03.010. [PMID: 25907057] - Timo Frömel, Ingrid Fleming. Whatever happened to the epoxyeicosatrienoic Acid-like endothelium-derived hyperpolarizing factor? The identification of novel classes of lipid mediators and their role in vascular homeostasis.
Antioxidants & redox signaling.
2015 May; 22(14):1273-92. doi:
10.1089/ars.2014.6150. [PMID: 25330284] - V Lamounier-Zepter, C Look, W-H Schunck, I Schlottmann, C Woischwill, S R Bornstein, A Xu, I Morano. Interaction of epoxyeicosatrienoic acids and adipocyte fatty acid-binding protein in the modulation of cardiomyocyte contractility.
International journal of obesity (2005).
2015 May; 39(5):755-61. doi:
10.1038/ijo.2014.193. [PMID: 25370574] - C Austin Pickens, Lorraine M Sordillo, Sarah S Comstock, William S Harris, Kari Hortos, Bruce Kovan, Jenifer I Fenton. Plasma phospholipids, non-esterified plasma polyunsaturated fatty acids and oxylipids are associated with BMI.
Prostaglandins, leukotrienes, and essential fatty acids.
2015 Apr; 95(?):31-40. doi:
10.1016/j.plefa.2014.12.001. [PMID: 25559239] - Jiawen Xu, Christophe Morisseau, Jun Yang, Dadala M Mamatha, Bruce D Hammock. Epoxide hydrolase activities and epoxy fatty acids in the mosquito Culex quinquefasciatus.
Insect biochemistry and molecular biology.
2015 Apr; 59(?):41-9. doi:
10.1016/j.ibmb.2015.02.004. [PMID: 25686802] - Rishabh Agarwal, Miriam S Domowicz, Nancy B Schwartz, Judy Henry, Igor Medintz, James B Delehanty, Michael H Stewart, Kimihiro Susumu, Alan L Huston, Jeffrey R Deschamps, Philip E Dawson, Valle Palomo, Glyn Dawson. Delivery and tracking of quantum dot peptide bioconjugates in an intact developing avian brain.
ACS chemical neuroscience.
2015 Mar; 6(3):494-504. doi:
10.1021/acschemneuro.5b00022. [PMID: 25688887] - Hanfeng Guan, Libo Zhao, Huijuan Cao, Anmin Chen, Jun Xiao. Epoxyeicosanoids suppress osteoclastogenesis and prevent ovariectomy-induced bone loss.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2015 Mar; 29(3):1092-101. doi:
10.1096/fj.14-262055. [PMID: 25466887] - Guangzhi Chen, Renfan Xu, Shasha Zhang, Yinna Wang, Peihua Wang, Matthew L Edin, Darryl C Zeldin, Dao Wen Wang. CYP2J2 overexpression attenuates nonalcoholic fatty liver disease induced by high-fat diet in mice.
American journal of physiology. Endocrinology and metabolism.
2015 Jan; 308(2):E97-E110. doi:
10.1152/ajpendo.00366.2014. [PMID: 25389366] - David N Douda, Hartmut Grasemann, Cecil Pace-Asciak, Nades Palaniyar. A lipid mediator hepoxilin A3 is a natural inducer of neutrophil extracellular traps in human neutrophils.
Mediators of inflammation.
2015; 2015(?):520871. doi:
10.1155/2015/520871. [PMID: 25784781] - Ganggang Yu, Xiangjun Zeng, Hongxia Wang, Qi Hou, Chunting Tan, Qiufen Xu, Haoyan Wang. 14,15-epoxyeicosatrienoic Acid suppresses cigarette smoke extract-induced apoptosis in lung epithelial cells by inhibiting endoplasmic reticulum stress.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
2015; 36(2):474-86. doi:
10.1159/000430113. [PMID: 25968975] - Lei Yang, Li Ni, Quanlu Duan, Xingxu Wang, Chen Chen, Song Chen, Sandip Chaugai, D C Zeldin, Jia Rong Tang, Dao Wen Wang. CYP epoxygenase 2J2 prevents cardiac fibrosis by suppression of transmission of pro-inflammation from cardiomyocytes to macrophages.
Prostaglandins & other lipid mediators.
2015 Jan; 116-117(?):64-75. doi:
10.1016/j.prostaglandins.2015.01.004. [PMID: 25686540] - Tarvi Teder, William E Boeglin, Alan R Brash. Lipoxygenase-catalyzed transformation of epoxy fatty acids to hydroxy-endoperoxides: a potential P450 and lipoxygenase interaction.
Journal of lipid research.
2014 Dec; 55(12):2587-96. doi:
10.1194/jlr.m054072. [PMID: 25293588] - Jonathan W Nelson, Jennifer M Young, Rohan N Borkar, Randy L Woltjer, Joseph F Quinn, Lisa C Silbert, Marjorie R Grafe, Nabil J Alkayed. Role of soluble epoxide hydrolase in age-related vascular cognitive decline.
Prostaglandins & other lipid mediators.
2014 Oct; 113-115(?):30-7. doi:
10.1016/j.prostaglandins.2014.09.003. [PMID: 25277097] - Naoko Watanabe, Daiki Masubuchi, Maki Itoh, Soichiro Teradu, Hisashi Yazawa, Hiroshi Uemura. Oral administration of whole dihomo-γ-linolenic acid-producing Saccharomyces cerevisiae suppresses cutaneous inflammatory responses induced by croton oil application in mice.
Applied microbiology and biotechnology.
2014 Oct; 98(20):8697-706. doi:
10.1007/s00253-014-5949-3. [PMID: 25070596] - Dongjuan Yuan, Qiuqiong Zou, Ting Yu, Cuikai Song, Shengfeng Huang, Shangwu Chen, Zhenghua Ren, Anlong Xu. Ancestral genetic complexity of arachidonic acid metabolism in Metazoa.
Biochimica et biophysica acta.
2014 Sep; 1841(9):1272-84. doi:
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Prostaglandins & other lipid mediators.
2014 Aug; 112(?):1-8. doi:
10.1016/j.prostaglandins.2014.05.001. [PMID: 24880050] - Yindi Ding, Timo Frömel, Rüdiger Popp, John R Falck, Wolf-Hagen Schunck, Ingrid Fleming. The biological actions of 11,12-epoxyeicosatrienoic acid in endothelial cells are specific to the R/S-enantiomer and require the G(s) protein.
The Journal of pharmacology and experimental therapeutics.
2014 Jul; 350(1):14-21. doi:
10.1124/jpet.114.214254. [PMID: 24763066] - Agustí Muñoz-Garcia, Christopher P Thomas, Diane S Keeney, Yuxiang Zheng, Alan R Brash. The importance of the lipoxygenase-hepoxilin pathway in the mammalian epidermal barrier.
Biochimica et biophysica acta.
2014 Mar; 1841(3):401-8. doi:
10.1016/j.bbalip.2013.08.020. [PMID: 24021977] - Dagmar Simon, Peter A Eng, Siegfried Borelli, Roland Kägi, Christian Zimmermann, Catherine Zahner, Jürgen Drewe, Lorenzo Hess, Giovanni Ferrari, Stephan Lautenschlager, Brunello Wüthrich, Peter Schmid-Grendelmeier. Gamma-linolenic acid levels correlate with clinical efficacy of evening primrose oil in patients with atopic dermatitis.
Advances in therapy.
2014 Feb; 31(2):180-8. doi:
10.1007/s12325-014-0093-0. [PMID: 24435467] - S A Kubala, S U Patil, W G Shreffler, B P Hurley. Pathogen induced chemo-attractant hepoxilin A3 drives neutrophils, but not eosinophils across epithelial barriers.
Prostaglandins & other lipid mediators.
2014 Jan; 108(?):1-8. doi:
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