12-Hydroxy-5,8,10,14-eicosatetraenoic acid (BioDeep_00000841978)

   


代谢物信息卡片


12-Hydroxy-5,8,10,14-eicosatetraenoic acid

化学式: C20H32O3 (320.23513219999995)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCC=CCC(C=CC=CCC=CCCCC(=O)O)O
InChI: InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7+,11-8+,13-10+,17-14+

描述信息

同义名列表

1 个代谢物同义名

12-Hydroxy-5,8,10,14-eicosatetraenoic acid



数据库引用编号

6 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(5)

BioCyc(0)

PlantCyc(0)

代谢反应

56 个相关的代谢反应过程信息。

Reactome(55)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

0 个相关的物种来源信息

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

  • Mohamed Moustafa, Abraham Khalil, Noureldien H E Darwish, Dao-Qi Zhang, Amany Tawfik, Mohamed Al-Shabrawey. 12-HETE activates Müller glial cells: The potential role of GPR31 and miR-29. Prostaglandins & other lipid mediators. 2023 Dec; 171(?):106805. doi: 10.1016/j.prostaglandins.2023.106805. [PMID: 38141777]
  • Riyaz Mohamed, Jennifer C Sullivan. Sustained activation of 12/15 lipoxygenase (12/15 LOX) contributes to impaired renal recovery post ischemic injury in male SHR compared to females. Molecular medicine (Cambridge, Mass.). 2023 Dec; 29(1):163. doi: 10.1186/s10020-023-00762-y. [PMID: 38049738]
  • Naixin Zhang, Brian Harsch, Michael J Zhang, Dylan J Gyberg, Jackie A Stevens, Brandon M Wagner, Jenna Mendelson, Michael T Patterson, Devin A Orchard, Chastity L Healy, Jesse W Williams, DeWayne Townsend, Gregory C Shearer, Katherine A Murphy, Timothy D O'Connell. FFAR4 regulates cardiac oxylipin balance to promote inflammation resolution in HFpEF secondary to metabolic syndrome. Journal of lipid research. 2023 Apr; ?(?):100374. doi: 10.1016/j.jlr.2023.100374. [PMID: 37075982]
  • Annalisa Contursi, Stefania Tacconelli, Ulrika Hofling, Annalisa Bruno, Melania Dovizio, Patrizia Ballerini, Paola Patrignani. Biology and pharmacology of platelet-type 12-lipoxygenase in platelets, cancer cells, and their crosstalk. Biochemical pharmacology. 2022 11; 205(?):115252. doi: 10.1016/j.bcp.2022.115252. [PMID: 36130648]
  • Teng Wang, Xi Chen, Haonan Li, Wu Chen, Yifan Xu, Yuan Yao, Hanxiyue Zhang, Yiqun Han, Lina Zhang, Chengli Que, Jicheng Gong, Xinghua Qiu, Tong Zhu. Pro-thrombotic changes associated with exposure to ambient ultrafine particles in patients with chronic obstructive pulmonary disease: roles of lipid peroxidation and systemic inflammation. Particle and fibre toxicology. 2022 10; 19(1):65. doi: 10.1186/s12989-022-00503-9. [PMID: 36280873]
  • Satoshi Akiyama, Hirotaka Nagai, Shota Oike, Io Horikawa, Masakazu Shinohara, Yabin Lu, Takashi Futamura, Ryota Shinohara, Shiho Kitaoka, Tomoyuki Furuyashiki. Chronic social defeat stress increases the amounts of 12-lipoxygenase lipid metabolites in the nucleus accumbens of stress-resilient mice. Scientific reports. 2022 07; 12(1):11385. doi: 10.1038/s41598-022-15461-7. [PMID: 35790870]
  • Isha Sharma, Yingjun Liao, Xiaoping Zheng, Yashpal S Kanwar. Modulation of gentamicin-induced acute kidney injury by myo-inositol oxygenase via the ROS/ALOX-12/12-HETE/GPR31 signaling pathway. JCI insight. 2022 03; 7(6):. doi: 10.1172/jci.insight.155487. [PMID: 35315361]
  • Shuli Chen, Haidong Zou. Key Role of 12-Lipoxygenase and Its Metabolite 12-Hydroxyeicosatetraenoic Acid (12-HETE) in Diabetic Retinopathy. Current eye research. 2022 03; 47(3):329-335. doi: 10.1080/02713683.2021.1995003. [PMID: 35129022]
  • Mariya Misheva, Konstantinos Kotzamanis, Luke C Davies, Victoria J Tyrrell, Patricia R S Rodrigues, Gloria A Benavides, Christine Hinz, Robert C Murphy, Paul Kennedy, Philip R Taylor, Marcela Rosas, Simon A Jones, James E McLaren, Sumukh Deshpande, Robert Andrews, Nils Helge Schebb, Magdalena A Czubala, Mark Gurney, Maceler Aldrovandi, Sven W Meckelmann, Peter Ghazal, Victor Darley-Usmar, Daniel A White, Valerie B O'Donnell. Oxylipin metabolism is controlled by mitochondrial β-oxidation during bacterial inflammation. Nature communications. 2022 01; 13(1):139. doi: 10.1038/s41467-021-27766-8. [PMID: 35013270]
  • Mélissa Simard, Geneviève Rioux, Sophie Morin, Cyril Martin, Sylvain L Guérin, Nicolas Flamand, Pierre Julien, Julie Fradette, Roxane Pouliot. Investigation of Omega-3 Polyunsaturated Fatty Acid Biological Activity in a Tissue-Engineered Skin Model Involving Psoriatic Cells. The Journal of investigative dermatology. 2021 10; 141(10):2391-2401.e13. doi: 10.1016/j.jid.2021.02.755. [PMID: 33857488]
  • K M Bermingham, L Brennan, R Segurado, I J Gray, R E Barron, E R Gibney, M F Ryan, M J Gibney, J W Newman, Dr A M O'Sullivan. Genetic and environmental influences on serum oxylipins, endocannabinoids, bile acids and steroids. Prostaglandins, leukotrienes, and essential fatty acids. 2021 10; 173(?):102338. doi: 10.1016/j.plefa.2021.102338. [PMID: 34500309]
  • Ying-Chun Han, Ji-Chao Zhang, Cong-Cong Zhang, Jie DU. [Arachidonic acid Alox15/12-HETE signaling inhibits vascular calcification]. Sheng li xue bao : [Acta physiologica Sinica]. 2021 Aug; 73(4):571-576. doi: NULL. [PMID: 34405213]
  • Jonathan V Pascale, Pamela A Lucchesi, Victor Garcia. Unraveling the Role of 12- and 20- HETE in Cardiac Pathophysiology: G-Protein-Coupled Receptors, Pharmacological Inhibitors, and Transgenic Approaches. Journal of cardiovascular pharmacology. 2021 06; 77(6):707-717. doi: 10.1097/fjc.0000000000001013. [PMID: 34016841]
  • Anne Abot, Eve Wemelle, Claire Laurens, Adrien Paquot, Nicolas Pomie, Deborah Carper, Arnaud Bessac, Xavier Mas Orea, Christophe Fremez, Maxime Fontanie, Alexandre Lucas, Jean Lesage, Amandine Everard, Etienne Meunier, Gilles Dietrich, Giulio G Muccioli, Cedric Moro, Patrice D Cani, Claude Knauf. Identification of new enterosynes using prebiotics: roles of bioactive lipids and mu-opioid receptor signalling in humans and mice. Gut. 2021 06; 70(6):1078-1087. doi: 10.1136/gutjnl-2019-320230. [PMID: 33020209]
  • Samantha D Pauls, Youjia Du, Luc Clair, Tanja Winter, Harold M Aukema, Carla G Taylor, Peter Zahradka. Impact of Age, Menopause, and Obesity on Oxylipins Linked to Vascular Health. Arteriosclerosis, thrombosis, and vascular biology. 2021 02; 41(2):883-897. doi: 10.1161/atvbaha.120.315133. [PMID: 33380172]
  • Annalisa Contursi, Simone Schiavone, Melania Dovizio, Christine Hinz, Rosa Fullone, Stefania Tacconelli, Victoria J Tyrrell, Rosalia Grande, Paola Lanuti, Marco Marchisio, Mirco Zucchelli, Patrizia Ballerini, Angel Lanas, Valerie B O'Donnell, Paola Patrignani. Platelets induce free and phospholipid-esterified 12-hydroxyeicosatetraenoic acid generation in colon cancer cells by delivering 12-lipoxygenase. Journal of lipid research. 2021; 62(?):100109. doi: 10.1016/j.jlr.2021.100109. [PMID: 34428433]
  • Layla Van Doren, Nga Nguyen, Christopher Garzia, Elizabeth K Fletcher, Ryan Stevenson, David Jaramillo, Athan Kuliopulos, Lidija Covic. Lipid Receptor GPR31 (G-Protein-Coupled Receptor 31) Regulates Platelet Reactivity and Thrombosis Without Affecting Hemostasis. Arteriosclerosis, thrombosis, and vascular biology. 2021 01; 41(1):e33-e45. doi: 10.1161/atvbaha.120.315154. [PMID: 33267659]
  • Miriam C Wolters, Julia Schmetzer, Christine V Möser, Lisa Hahnefeld, Carlo Angioni, Dominique Thomas, Nerea Ferreirós, Gerd Geisslinger, Ellen Niederberger. Exercise-Induced Changes in Bioactive Lipids Might Serve as Potential Predictors of Post-Exercise Hypotension. A Pilot Study in Healthy Volunteers. Cells. 2020 09; 9(9):. doi: 10.3390/cells9092111. [PMID: 32948055]
  • Elżbieta Cecerska-Heryć, Rafał Heryć, Magda Wiśniewska, Natalia Serwin, Bartłomiej Grygorcewicz, Barbara Dołęgowska. Effect of renal replacement therapy on selected arachidonic acid derivatives concentration. BMC nephrology. 2020 09; 21(1):394. doi: 10.1186/s12882-020-02053-8. [PMID: 32917166]
  • Changqing Dong, Shengmao Liu, Yingchun Cui, Qiaoyan Guo. 12-Lipoxygenase as a key pharmacological target in the pathogenesis of diabetic nephropathy. European journal of pharmacology. 2020 Jul; 879(?):173122. doi: 10.1016/j.ejphar.2020.173122. [PMID: 32333927]
  • Li-Xing Tian, Xin Tang, Jun-Yu Zhu, Li Luo, Xiao-Yuan Ma, Shao-Wen Cheng, Wei Zhang, Wan-Qi Tang, Wei Ma, Xue Yang, Chuan-Zhu Lv, Hua-Ping Liang. Cytochrome P450 1A1 enhances inflammatory responses and impedes phagocytosis of bacteria in macrophages during sepsis. Cell communication and signaling : CCS. 2020 05; 18(1):70. doi: 10.1186/s12964-020-0523-3. [PMID: 32366266]
  • Vanessa Moreira, José María Gutiérrez, Bruno Lomonte, Marco Aurélio Ramirez Vinolo, Rui Curi, Gérard Lambeau, Catarina Teixeira. 12-HETE is a regulator of PGE2 production via COX-2 expression induced by a snake venom group IIA phospholipase A2 in isolated peritoneal macrophages. Chemico-biological interactions. 2020 Feb; 317(?):108903. doi: 10.1016/j.cbi.2019.108903. [PMID: 31811862]
  • Vasundhara Kain, Ganesh V Halade. Immune responsive resolvin D1 programs peritoneal macrophages and cardiac fibroblast phenotypes in diversified metabolic microenvironment. Journal of cellular physiology. 2019 04; 234(4):3910-3920. doi: 10.1002/jcp.27165. [PMID: 30191990]
  • Saskia Kroschwald, Cheng-Ying Chiu, Dagmar Heydeck, Nadine Rohwer, Tatjana Gehring, Ulrike Seifert, Anke Lux, Michael Rothe, Karsten-Henrich Weylandt, Hartmut Kuhn. Female mice carrying a defective Alox15 gene are protected from experimental colitis via sustained maintenance of the intestinal epithelial barrier function. Biochimica et biophysica acta. Molecular and cell biology of lipids. 2018 08; 1863(8):866-880. doi: 10.1016/j.bbalip.2018.04.019. [PMID: 29702245]
  • Bibo Ke, Jerzy W Kupiec-Weglinski. Lipid Metabolites: The Alarm Signal to Trigger Liver Ischemia-reperfusion Injury. Transplantation. 2018 06; 102(6):887-889. doi: 10.1097/tp.0000000000002206. [PMID: 29782474]
  • Chen Zhang, Cui Ma, Hongmin Yao, Lixin Zhang, Xiufeng Yu, Yumei Liu, Tingting Shen, Linlin Zhang, Fengying Zhang, Xinxin Chen, Daling Zhu. 12-Lipoxygenase and 12-hydroxyeicosatetraenoic acid regulate hypoxic angiogenesis and survival of pulmonary artery endothelial cells via PI3K/Akt pathway. American journal of physiology. Lung cellular and molecular physiology. 2018 04; 314(4):L606-L616. doi: 10.1152/ajplung.00049.2017. [PMID: 29074487]
  • Tamas Kriska, Michael J Thomas, John R Falck, William B Campbell. Deactivation of 12(S)-HETE through (ω-1)-hydroxylation and β-oxidation in alternatively activated macrophages. Journal of lipid research. 2018 04; 59(4):615-624. doi: 10.1194/jlr.m081448. [PMID: 29472381]
  • Yonghai Lu, Jinling Fang, Li Zou, Liang Cui, Xu Liang, Seng Gee Lim, Yock-Young Dan, Choon Nam Ong. Omega-6-derived oxylipin changes in serum of patients with hepatitis B virus-related liver diseases. Metabolomics : Official journal of the Metabolomic Society. 2018 01; 14(3):26. doi: 10.1007/s11306-018-1326-z. [PMID: 30830341]
  • Xiao-Jing Zhang, Xu Cheng, Zhen-Zhen Yan, Jing Fang, Xiaozhan Wang, Weijun Wang, Zhen-Yu Liu, Li-Jun Shen, Peng Zhang, Pi-Xiao Wang, Rufang Liao, Yan-Xiao Ji, Jun-Yong Wang, Song Tian, Xue-Yong Zhu, Yan Zhang, Rui-Feng Tian, Lin Wang, Xin-Liang Ma, Zan Huang, Zhi-Gang She, Hongliang Li. An ALOX12-12-HETE-GPR31 signaling axis is a key mediator of hepatic ischemia-reperfusion injury. Nature medicine. 2018 01; 24(1):73-83. doi: 10.1038/nm.4451. [PMID: 29227475]
  • Qi Zhang, Xiang Wang, Guifang Yan, Juan Lei, Yu Zhou, Lei Wu, Ting Wang, Xiao Zhang, Duyun Ye, Yongsheng Li. Anti- Versus Pro-Inflammatory Metabololipidome Upon Cupping Treatment. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology. 2018; 45(4):1377-1389. doi: 10.1159/000487563. [PMID: 29462800]
  • Jan Philipp Schuchardt, Annika I Ostermann, Lisa Stork, Sabrina Fritzsch, Heike Kohrs, Theresa Greupner, Andreas Hahn, Nils Helge Schebb. Effect of DHA supplementation on oxylipin levels in plasma and immune cell stimulated blood. Prostaglandins, leukotrienes, and essential fatty acids. 2017 Jun; 121(?):76-87. doi: 10.1016/j.plefa.2017.06.007. [PMID: 28651702]
  • Oscar D Rangel-Huerta, Concepcion M Aguilera, Antonio Perez-de-la-Cruz, Fernando Vallejo, Francisco Tomas-Barberan, Angel Gil, Maria D Mesa. A serum metabolomics-driven approach predicts orange juice consumption and its impact on oxidative stress and inflammation in subjects from the BIONAOS study. Molecular nutrition & food research. 2017 02; 61(2):. doi: 10.1002/mnfr.201600120. [PMID: 27689343]
  • Ashok-Kumar Dilly, Keqin Tang, Yande Guo, Sangeeta Joshi, Prasanna Ekambaram, Krishna Rao Maddipati, Yinlong Cai, Stephanie C Tucker, Kenneth V Honn. Convergence of eicosanoid and integrin biology: Role of Src in 12-LOX activation. Experimental cell research. 2017 02; 351(1):1-10. doi: 10.1016/j.yexcr.2016.12.011. [PMID: 28011194]
  • A L Peters, M A T Vervaart, R van Bruggen, D de Korte, R Nieuwland, W Kulik, A P J Vlaar. Non-polar lipids accumulate during storage of transfusion products and do not contribute to the onset of transfusion-related acute lung injury. Vox sanguinis. 2017 Jan; 112(1):25-32. doi: 10.1111/vox.12453. [PMID: 28097705]
  • Hong-Zhao Xu, Wan-Ning Wang, Yuan-Yuan Zhang, Yan-Li Cheng, Zhong-Gao Xu. Effect of angiotensin II type 1 receptor blocker on 12-lipoxygenase activity and slit diaphragm protein expression in type 2 diabetic rat glomeruli. Journal of nephrology. 2016 Dec; 29(6):775-782. doi: 10.1007/s40620-016-0296-3. [PMID: 27021232]
  • Qiaoxia Bian, Weihui Wang, Nannan Wang, Yan Peng, Wen Ma, Ronghua Dai. Arachidonic acid metabolomic study of BPH in rats and the interventional effects of Zishen pill, a traditional Chinese medicine. Journal of pharmaceutical and biomedical analysis. 2016 Sep; 128(?):149-157. doi: 10.1016/j.jpba.2016.05.027. [PMID: 27262108]
  • 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]
  • C Schmöcker, U Kassner, S Kiesler, M Bismarck, M Rothe, E Steinhagen-Thiessen, K H Weylandt. A lipidomic analysis approach in patients undergoing lipoprotein apheresis. Atherosclerosis. 2016 06; 249(?):30-5. doi: 10.1016/j.atherosclerosis.2016.03.019. [PMID: 27062407]
  • Hong-Zhao Xu, Yan-Li Cheng, Wan-Ning Wang, Hao Wu, Yuan-Yuan Zhang, Chong-Sen Zang, Zhong-Gao Xu. 12-Lipoxygenase Inhibition on Microalbuminuria in Type-1 and Type-2 Diabetes Is Associated with Changes of Glomerular Angiotensin II Type 1 Receptor Related to Insulin Resistance. International journal of molecular sciences. 2016 May; 17(5):. doi: 10.3390/ijms17050684. [PMID: 27164093]
  • Jelena Klawitter, Kim McFann, Alexander T Pennington, Wei Wang, Jost Klawitter, Uwe Christians, Robert W Schrier, Berenice Gitomer, Melissa A Cadnapaphornchai. Pravastatin Therapy and Biomarker Changes in Children and Young Adults with Autosomal Dominant Polycystic Kidney Disease. Clinical journal of the American Society of Nephrology : CJASN. 2015 Sep; 10(9):1534-41. doi: 10.2215/cjn.11331114. [PMID: 26224879]
  • Mark D Farrar, Anna Nicolaou, Kayleigh A Clarke, Sarah Mason, Karen A Massey, Tristan P Dew, Rachel E B Watson, Gary Williamson, Lesley E Rhodes. A randomized controlled trial of green tea catechins in protection against ultraviolet radiation-induced cutaneous inflammation. The American journal of clinical nutrition. 2015 Sep; 102(3):608-15. doi: 10.3945/ajcn.115.107995. [PMID: 26178731]
  • William S Powell, Joshua Rokach. Biosynthesis, biological effects, and receptors of hydroxyeicosatetraenoic acids (HETEs) and oxoeicosatetraenoic acids (oxo-ETEs) derived from arachidonic acid. Biochimica et biophysica acta. 2015 Apr; 1851(4):340-55. doi: 10.1016/j.bbalip.2014.10.008. [PMID: 25449650]
  • Mária Pekárová, Hartmut Kuhn, Lýdia Bezáková, Christoph Ufer, Dagmar Heydeck. Mutagenesis of triad determinants of rat Alox15 alters the specificity of fatty acid and phospholipid oxygenation. Archives of biochemistry and biophysics. 2015 Apr; 571(?):50-7. doi: 10.1016/j.abb.2015.02.029. [PMID: 25731857]
  • Li Sun, Yan-Wei Xu, Jing Han, Hao Liang, Ning Wang, Yan Cheng. 12/15-Lipoxygenase metabolites of arachidonic acid activate PPARγ: a possible neuroprotective effect in ischemic brain. Journal of lipid research. 2015 Mar; 56(3):502-514. doi: 10.1194/jlr.m053058. [PMID: 25605873]
  • David A Taylor-Fishwick, Jessica Weaver, Lindsey Glenn, Norine Kuhn, Ganesha Rai, Ajit Jadhav, Anton Simeonov, Angela Dudda, Dieter Schmoll, Theodore R Holman, David J Maloney, Jerry L Nadler. Selective inhibition of 12-lipoxygenase protects islets and beta cells from inflammatory cytokine-mediated beta cell dysfunction. Diabetologia. 2015 Mar; 58(3):549-57. doi: 10.1007/s00125-014-3452-0. [PMID: 25417214]
  • Elizabeth F Lopez, Janusz H Kabarowski, Kevin A Ingle, Vasundhara Kain, Stephen Barnes, David K Crossman, Merry L Lindsey, Ganesh V Halade. Obesity superimposed on aging magnifies inflammation and delays the resolving response after myocardial infarction. American journal of physiology. Heart and circulatory physiology. 2015 Feb; 308(4):H269-80. doi: 10.1152/ajpheart.00604.2014. [PMID: 25485899]
  • M Setkowicz, L Mastalerz, A Gielicz, A Wojas-Pelc, M Sanak. Lack of association of ALOX12 and ALOX15B polymorphisms with psoriasis despite altered urinary excretion of 12(S)-hydroxyeicosatetraenoic acid. The British journal of dermatology. 2015 Feb; 172(2):337-44. doi: 10.1111/bjd.13225. [PMID: 24975552]
  • Alwena H Morgan, Victoria J Hammond, Machiko Sakoh-Nakatogawa, Yoshinori Ohsumi, Christopher P Thomas, Fabien Blanchet, Vincent Piguet, Kirill Kiselyov, Valerie B O'Donnell. A novel role for 12/15-lipoxygenase in regulating autophagy. Redox biology. 2015; 4(?):40-7. doi: 10.1016/j.redox.2014.11.005. [PMID: 25498966]
  • Yuan-yuan Zhang, Qiao-yan Guo, Mei-yan Wu, Chong-sen Zang, Fu-zhe Ma, Tao Sun, Wan-ning Wang, Li-ning Miao, Zhong-gao Xu. p16ink4a Expression Is Increased through 12-Lipoxygenase in High Glucose-Stimulated Glomerular Mesangial Cells and Type 2 Diabetic Glomeruli. Nephron. 2015; 130(2):141-50. doi: 10.1159/000431106. [PMID: 26022507]
  • Asem I Fitian, David R Nelson, Chen Liu, Yiling Xu, Miguel Ararat, Roniel Cabrera. Integrated metabolomic profiling of hepatocellular carcinoma in hepatitis C cirrhosis through GC/MS and UPLC/MS-MS. Liver international : official journal of the International Association for the Study of the Liver. 2014 Oct; 34(9):1428-44. doi: 10.1111/liv.12541. [PMID: 24661807]
  • Isabella Squellerio, Benedetta Porro, Paola Songia, Fabrizio Veglia, Donatella Caruso, Elena Tremoli, Viviana Cavalca. Liquid chromatography-tandem mass spectrometry for simultaneous measurement of thromboxane B2 and 12(S)-hydroxyeicosatetraenoic acid in serum. Journal of pharmaceutical and biomedical analysis. 2014 Aug; 96(?):256-62. doi: 10.1016/j.jpba.2014.04.004. [PMID: 24786190]
  • M A Fernández-Peralbo, C Ferreiro Vera, F Priego-Capote, M D Luque de Castro. Stable isotopic internal standard correction for quantitative analysis of hydroxyeicosatetraenoic acids (HETEs) in serum by on-line SPE-LC-MS/MS in selected reaction monitoring mode. Talanta. 2014 Aug; 126(?):170-6. doi: 10.1016/j.talanta.2014.03.038. [PMID: 24881549]
  • Jung-Jin Lee, Won-Kyung Cho, Hyeeun Kwon, Minjung Gu, Jin Yeul Ma. Galla rhois exerts its antiplatelet effect by suppressing ERK1/2 and PLCβ phosphorylation. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2014 Jul; 69(?):94-101. doi: 10.1016/j.fct.2014.03.032. [PMID: 24685825]
  • Mathias Teichmann, Nicole Kretschy, Sabine Kopf, Kanokwan Jarukamjorn, Atanas G Atanasov, Katharina Viola, Benedikt Giessrigl, Philipp Saiko, Thomas Szekeres, Wolfgang Mikulits, Verena M Dirsch, Nicole Huttary, Sigurd Krieger, Walter Jäger, Michael Grusch, Helmut Dolznig, Georg Krupitza. Inhibition of tumour spheroid-induced prometastatic intravasation gates in the lymph endothelial cell barrier by carbamazepine: drug testing in a 3D model. Archives of toxicology. 2014 Mar; 88(3):691-9. doi: 10.1007/s00204-013-1183-5. [PMID: 24352538]
  • Suzanne M Pilkington, Lesley E Rhodes, Naser M I Al-Aasswad, Karen A Massey, Anna Nicolaou. Impact of EPA ingestion on COX- and LOX-mediated eicosanoid synthesis in skin with and without a pro-inflammatory UVR challenge--report of a randomised controlled study in humans. Molecular nutrition & food research. 2014 Mar; 58(3):580-90. doi: 10.1002/mnfr.201300405. [PMID: 24311515]
  • Peter Hoffman, Drahomíra Rauová, Lýdia Bezáková, Marek Obložinský, Peter Mikuš. HPLC method for determination of lipoxygenase positional specific products. Journal of pharmaceutical and biomedical analysis. 2013 Oct; 84(?):53-8. doi: 10.1016/j.jpba.2013.05.041. [PMID: 23797041]
  • Lesley E Rhodes, Gemma Darby, Karen A Massey, Kayleigh A Clarke, Tristan P Dew, Mark D Farrar, Susan Bennett, Rachel E B Watson, Gary Williamson, Anna Nicolaou. Oral green tea catechin metabolites are incorporated into human skin and protect against UV radiation-induced cutaneous inflammation in association with reduced production of pro-inflammatory eicosanoid 12-hydroxyeicosatetraenoic acid. The British journal of nutrition. 2013 Sep; 110(5):891-900. doi: 10.1017/s0007114512006071. [PMID: 23351338]
  • Marisol Cabral, Raquel Martín-Venegas, Juan J Moreno. Role of arachidonic acid metabolites on the control of non-differentiated intestinal epithelial cell growth. The international journal of biochemistry & cell biology. 2013 Aug; 45(8):1620-8. doi: 10.1016/j.biocel.2013.05.009. [PMID: 23685077]
  • Kai-Hsiang Kang, Thai-Yen Ling, Horng-Huei Liou, Yong-Kang Huang, Mann-Jen Hour, Horng-Chi Liou, Wen-Mei Fu. Enhancement role of host 12/15-lipoxygenase in melanoma progression. European journal of cancer (Oxford, England : 1990). 2013 Aug; 49(12):2747-59. doi: 10.1016/j.ejca.2013.03.030. [PMID: 23664097]
  • Jan Philipp Schuchardt, Simone Schmidt, Gaby Kressel, Hua Dong, Ina Willenberg, Bruce D Hammock, Andreas Hahn, Nils Helge Schebb. Comparison of free serum oxylipin concentrations in hyper- vs. normolipidemic men. Prostaglandins, leukotrienes, and essential fatty acids. 2013 Jul; 89(1):19-29. doi: 10.1016/j.plefa.2013.04.001. [PMID: 23694766]
  • Greg S McMahon, Chris I Jones, Paul D Hayes, A Ross Naylor, Alison H Goodall. Transient heparin-induced platelet activation linked to generation of platelet 12-lipoxygenase. Findings from a randomised controlled trial. Thrombosis and haemostasis. 2013 Jun; 109(6):1099-107. doi: 10.1160/th12-11-0793. [PMID: 23494053]
  • H J Zhang, C H Sun, H Y Kuang, X Y Jiang, H L Liu, W F Hua, Z J Liu, H Zhou, H Sui, R Qi. 12S-hydroxyeicosatetraenoic acid levels link to coronary artery disease in Type 2 diabetic patients. Journal of endocrinological investigation. 2013 Jun; 36(6):385-9. doi: 10.3275/8654. [PMID: 23095287]
  • J Xu, Y Zhang, Y Xiao, S Ma, Q Liu, S Dang, M Jin, Y Shi, B Wan, Y Zhang. Inhibition of 12/15-lipoxygenase by baicalein induces microglia PPARβ/δ: a potential therapeutic role for CNS autoimmune disease. Cell death & disease. 2013 Apr; 4(?):e569. doi: 10.1038/cddis.2013.86. [PMID: 23559003]
  • Stephan W Reinhold, Thomas Scherl, Benjamin Stölcker, Tobias Bergler, Ute Hoffmann, Christian Weingart, Miriam C Banas, Dmitrij Kollins, Martin C Kammerl, Bernd Krüger, Bernhard Kaess, Bernhard K Krämer, Bernhard Banas. Lipoxygenase products in the urine correlate with renal function and body temperature but not with acute transplant rejection. Lipids. 2013 Feb; 48(2):167-75. doi: 10.1007/s11745-012-3751-5. [PMID: 23275077]
  • Marco Sisignano, Carlo Angioni, Nerea Ferreiros, Claus-Dieter Schuh, Jing Suo, Yannick Schreiber, John M Dawes, Ana Antunes-Martins, David L H Bennett, Stephen B McMahon, Gerd Geisslinger, Klaus Scholich. Synthesis of lipid mediators during UVB-induced inflammatory hyperalgesia in rats and mice. PloS one. 2013; 8(12):e81228. doi: 10.1371/journal.pone.0081228. [PMID: 24349046]
  • Amira Othman, Saif Ahmad, Sylvia Megyerdi, Rene Mussell, Karishma Choksi, Krishna Rao Maddipati, Ahmed Elmarakby, Nasser Rizk, Mohamed Al-Shabrawey. 12/15-Lipoxygenase-derived lipid metabolites induce retinal endothelial cell barrier dysfunction: contribution of NADPH oxidase. PloS one. 2013; 8(2):e57254. doi: 10.1371/journal.pone.0057254. [PMID: 23437353]
  • Yossi Issan, Edith Hochhauser, Austin Guo, Katherine H Gotlinger, Ran Kornowski, Dorit Leshem-Lev, Eli Lev, Eyal Porat, Eitan Snir, Carl I Thompson, Nader G Abraham, Michal Laniado-Schwartzman. Elevated level of pro-inflammatory eicosanoids and EPC dysfunction in diabetic patients with cardiac ischemia. Prostaglandins & other lipid mediators. 2013 Jan; 100-101(?):15-21. doi: 10.1016/j.prostaglandins.2012.12.002. [PMID: 23291334]
  • Monika Szklenar, Janine Kalkowski, Verena Stangl, Mario Lorenz, Ralph Rühl. Eicosanoids and docosanoids in plasma and aorta of healthy and atherosclerotic rabbits. Journal of vascular research. 2013; 50(5):372-82. doi: 10.1159/000350865. [PMID: 23969947]
  • Santiago E Farias, Kim A Heidenreich, Max V Wohlauer, Robert C Murphy, Ernest E Moore. Lipid mediators in cerebral spinal fluid of traumatic brain injured patients. The Journal of trauma. 2011 Nov; 71(5):1211-8. doi: 10.1097/ta.0b013e3182092c62. [PMID: 21427623]
  • Chaoqin Xie, Donna H Wang. Inhibition of renin release by arachidonic acid metabolites, 12(s)-HPETE and 12-HETE: role of TRPV1 channels. Endocrinology. 2011 Oct; 152(10):3811-9. doi: 10.1210/en.2011-0141. [PMID: 21846804]
  • Yande Guo, Wenliang Zhang, Craig Giroux, Yinlong Cai, Prasanna Ekambaram, Ashok-Kumar Dilly, Andrew Hsu, Senlin Zhou, Krishna Rao Maddipati, Jingjing Liu, Sangeeta Joshi, Stephanie C Tucker, Menq-Jer Lee, Kenneth V Honn. Identification of the orphan G protein-coupled receptor GPR31 as a receptor for 12-(S)-hydroxyeicosatetraenoic acid. The Journal of biological chemistry. 2011 Sep; 286(39):33832-40. doi: 10.1074/jbc.m110.216564. [PMID: 21712392]
  • Maria-Patapia Zafiriou, Laura Cecilia Zelarayan, Claudia Noack, Anke Renger, Santosh Nigam, Athanassia Siafaka-Kapadai. Hepoxilin A(3) protects β-cells from apoptosis in contrast to its precursor, 12-hydroperoxyeicosatetraenoic acid. Biochimica et biophysica acta. 2011 Jun; 1811(6):361-9. doi: 10.1016/j.bbalip.2011.03.002. [PMID: 21420506]
  • Gabrielle Fredman, Sungwhan F Oh, Srinivas Ayilavarapu, Hatice Hasturk, Charles N Serhan, Thomas E Van Dyke. Impaired phagocytosis in localized aggressive periodontitis: rescue by Resolvin E1. PloS one. 2011; 6(9):e24422. doi: 10.1371/journal.pone.0024422. [PMID: 21935407]
  • Seyhan Sahan-Firat, Brett L Jennings, Fariborz A Yaghini, Chi Young Song, Anne M Estes, Xiao R Fang, Nasreen Farjana, Amir I Khan, Kafait U Malik. 2,3',4,5'-Tetramethoxystilbene prevents deoxycorticosterone-salt-induced hypertension: contribution of cytochrome P-450 1B1. American journal of physiology. Heart and circulatory physiology. 2010 Dec; 299(6):H1891-901. doi: 10.1152/ajpheart.00655.2010. [PMID: 20852048]
  • Barbara Dolegowska, Wojciech Blogowski, Krzysztof Safranow, Leszek Domanski, Katarzyna Jakubowska, Maria Olszewska. Lipoxygenase-derived hydroxyeicosatetraenoic acids--novel perioperative markers of early post-transplant allograft function?. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 2010 Dec; 25(12):4061-7. doi: 10.1093/ndt/gfq320. [PMID: 20530808]
  • D Somjen, S Katzburg, E Knoll, O Sharon, G H Posner, N Stern. Vitamin D analogs induce lipoxygenase mRNA expression and activity as well as reactive oxygen species (ROS) production in human bone cells. The Journal of steroid biochemistry and molecular biology. 2010 Jul; 121(1-2):265-7. doi: 10.1016/j.jsbmb.2010.03.047. [PMID: 20307663]
  • Ivy K M Law, Aimin Xu, Karen S L Lam, Thorsten Berger, Tak W Mak, Paul M Vanhoutte, Jacky T C Liu, Gary Sweeney, Mingyan Zhou, Bo Yang, Yu Wang. Lipocalin-2 deficiency attenuates insulin resistance associated with aging and obesity. Diabetes. 2010 Apr; 59(4):872-82. doi: 10.2337/db09-1541. [PMID: 20068130]
  • Christopher P Thomas, Lloyd T Morgan, Benjamin H Maskrey, Robert C Murphy, Hartmut Kühn, Stanley L Hazen, Alison H Goodall, Hassan A Hamali, Peter W Collins, Valerie B O'Donnell. Phospholipid-esterified eicosanoids are generated in agonist-activated human platelets and enhance tissue factor-dependent thrombin generation. The Journal of biological chemistry. 2010 Mar; 285(10):6891-903. doi: 10.1074/jbc.m109.078428. [PMID: 20061396]
  • Georgette M Buga, Mohamad Navab, Satoshi Imaizumi, Srinivasa T Reddy, Babak Yekta, Greg Hough, Shawn Chanslor, G M Anantharamaiah, Alan M Fogelman. L-4F alters hyperlipidemic (but not healthy) mouse plasma to reduce platelet aggregation. Arteriosclerosis, thrombosis, and vascular biology. 2010 Feb; 30(2):283-9. doi: 10.1161/atvbaha.109.200162. [PMID: 19965777]
  • Ulaganathan Mabalirajan, Jyotirmoi Aich, Geeta Devi Leishangthem, Surendra Kumar Sharma, Amit Kumar Dinda, Balaram Ghosh. Effects of vitamin E on mitochondrial dysfunction and asthma features in an experimental allergic murine model. Journal of applied physiology (Bethesda, Md. : 1985). 2009 Oct; 107(4):1285-92. doi: 10.1152/japplphysiol.00459.2009. [PMID: 19628725]
  • Gazala N Khan, Michael A Gorin, Devin Rosenthal, Quintin Pan, Li Wei Bao, Zhi Fen Wu, Robert A Newman, Alison D Pawlus, Peiying Yang, Ephraim P Lansky, Sofia D Merajver. Pomegranate fruit extract impairs invasion and motility in human breast cancer. Integrative cancer therapies. 2009 Sep; 8(3):242-53. doi: 10.1177/1534735409341405. [PMID: 19815594]
  • Aaron T Wecksler, Cyril Jacquot, Wilfred A van der Donk, Theodore R Holman. Mechanistic investigations of human reticulocyte 15- and platelet 12-lipoxygenases with arachidonic acid. Biochemistry. 2009 Jul; 48(26):6259-67. doi: 10.1021/bi802332j. [PMID: 19469483]
  • Zhong-Gao Xu, Li-Ning Miao, Ying-Chun Cui, Ye Jia, Hang Yuan, Man Wu. Angiotensin II type 1 receptor expression is increased via 12-lipoxygenase in high glucose-stimulated glomerular cells and type 2 diabetic glomeruli. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 2009 Jun; 24(6):1744-52. doi: 10.1093/ndt/gfn703. [PMID: 19103735]
  • Barbara Dołegowska, Wojciech Błogowski, Karolina Kedzierska, Krzysztof Safranow, Katarzyna Jakubowska, Maria Olszewska, Monika Rać, Dariusz Chlubek, Kazimierz Ciechanowski. Platelets arachidonic acid metabolism in patients with essential hypertension. Platelets. 2009 Jun; 20(4):242-9. doi: 10.1080/09537100902849836. [PMID: 19440924]
  • Marpadga A Reddy, Saurabh Sahar, Louisa M Villeneuve, Linda Lanting, Rama Natarajan. Role of Src tyrosine kinase in the atherogenic effects of the 12/15-lipoxygenase pathway in vascular smooth muscle cells. Arteriosclerosis, thrombosis, and vascular biology. 2009 Mar; 29(3):387-93. doi: 10.1161/atvbaha.108.179150. [PMID: 19095999]
  • Emaad M Abdel-Rahman, Peter M Abadir, Helmy M Siragy. Regulation of renal 12(S)-hydroxyeicosatetraenoic acid in diabetes by angiotensin AT1 and AT2 receptors. American journal of physiology. Regulatory, integrative and comparative physiology. 2008 Nov; 295(5):R1473-8. doi: 10.1152/ajpregu.90699.2008. [PMID: 18799632]
  • Diana Nieves, Juan J Moreno. Enantioselective effect of 12(S)-hydroxyeicosatetraenoic acid on 3T6 fibroblast growth through ERK 1/2 and p38 MAPK pathways and cyclin D1 activation. Biochemical pharmacology. 2008 Sep; 76(5):654-61. doi: 10.1016/j.bcp.2008.06.013. [PMID: 18640102]
  • Yeshao Wen, Jiali Gu, George E Vandenhoff, Xiaoping Liu, Jerry L Nadler. Role of 12/15-lipoxygenase in the expression of MCP-1 in mouse macrophages. American journal of physiology. Heart and circulatory physiology. 2008 Apr; 294(4):H1933-8. doi: 10.1152/ajpheart.00260.2007. [PMID: 18296557]
  • James F Collins, Zihua Hu, P N Ranganathan, Dian Feng, Laura M Garrick, Michael D Garrick, Richard W Browne. Induction of arachidonate 12-lipoxygenase (Alox15) in intestine of iron-deficient rats correlates with the production of biologically active lipid mediators. American journal of physiology. Gastrointestinal and liver physiology. 2008 Apr; 294(4):G948-62. doi: 10.1152/ajpgi.00274.2007. [PMID: 18258795]
  • Zhong-Gao Xu, Hang Yuan, Linda Lanting, Shu-Lian Li, Mei Wang, Narkunaraja Shanmugam, Mitsuo Kato, Sharon G Adler, Marpadga A Reddy, Rama Natarajan. Products of 12/15-lipoxygenase upregulate the angiotensin II receptor. Journal of the American Society of Nephrology : JASN. 2008 Mar; 19(3):559-69. doi: 10.1681/asn.2007080939. [PMID: 18235084]
  • Rona Limor, Orly Sharon, Esther Knoll, Ariel Many, Gary Weisinger, Naftali Stern. Lipoxygenase-derived metabolites are regulators of peroxisome proliferator-activated receptor gamma-2 expression in human vascular smooth muscle cells. American journal of hypertension. 2008 Feb; 21(2):219-23. doi: 10.1038/ajh.2007.39. [PMID: 18202670]
  • H Jiang, A G Zhu, M Mamczur, J R Falck, K M Lerea, J C McGiff. Stimulation of rat erythrocyte P2X7 receptor induces the release of epoxyeicosatrienoic acids. British journal of pharmacology. 2007 Aug; 151(7):1033-40. doi: 10.1038/sj.bjp.0707311. [PMID: 17558440]
  • C E Espada, M A Berra, M J Martinez, A R Eynard, M E Pasqualini. Effect of Chia oil (Salvia Hispanica) rich in omega-3 fatty acids on the eicosanoid release, apoptosis and T-lymphocyte tumor infiltration in a murine mammary gland adenocarcinoma. Prostaglandins, leukotrienes, and essential fatty acids. 2007 Jul; 77(1):21-8. doi: 10.1016/j.plefa.2007.05.005. [PMID: 17618100]
  • Wolfgang Bednar, Klaus Holzmann, Brigitte Marian. Assessing 12(S)-lipoxygenase inhibitory activity using colorectal cancer cells overexpressing the enzyme. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2007 Mar; 45(3):508-14. doi: 10.1016/j.fct.2006.08.013. [PMID: 17027136]
  • Keiji Uchide, Masato Sakon, Hideo Ariyoshi, Syouji Nakamori, Masaru Tokunaga, Morito Monden. Cancer cells cause vascular endothelial cell (vEC) retraction via 12(S)HETE secretion; the possible role of cancer cell derived microparticle. Annals of surgical oncology. 2007 Feb; 14(2):862-8. doi: 10.1245/s10434-006-9225-3. [PMID: 17103063]
  • B Dołegowska, E Pikuła, K Safranow, M Olszewska, K Jakubowska, D Chlubek, P Gutowski. Metabolism of eicosanoids and their action on renal function during ischaemia and reperfusion: the effect of alprostadil. Prostaglandins, leukotrienes, and essential fatty acids. 2006 Dec; 75(6):403-11. doi: 10.1016/j.plefa.2006.07.016. [PMID: 17011760]
  • Sarah Chouinard, Georges Pelletier, Alain Bélanger, Olivier Barbier. Isoform-specific regulation of uridine diphosphate-glucuronosyltransferase 2B enzymes in the human prostate: differential consequences for androgen and bioactive lipid inactivation. Endocrinology. 2006 Nov; 147(11):5431-42. doi: 10.1210/en.2006-0229. [PMID: 16887906]
  • Abraham Abebe Wube, Simon Gibbons, Kaleab Asres, Bernhard Streit, Michael Adams, Rudolf Bauer, Franz Bucar. In vitro 12(S)-HETE and leukotriene metabolism inhibitory activity of sesquiterpenes of Warburgia ugandensis. Planta medica. 2006 Jun; 72(8):754-6. doi: 10.1055/s-2006-931596. [PMID: 16732527]
  • Kasem Nithipatikom, Marilyn A Isbell, William A See, William B Campbell. Elevated 12- and 20-hydroxyeicosatetraenoic acid in urine of patients with prostatic diseases. Cancer letters. 2006 Feb; 233(2):219-25. doi: 10.1016/j.canlet.2005.03.025. [PMID: 15882928]