keyword
MENU ▼
Read by QxMD icon Read
search

Epoxide hydrolase

keyword
https://www.readbyqxmd.com/read/29151159/enhanced-catalytic-efficiency-and-enantioselectivity-of-epoxide-hydrolase-from-agrobacterium-radiobacter-ad1-by-iterative-saturation-mutagenesis-for-r-epichlorohydrin-synthesis
#1
Shu-Ping Zou, Yu-Guo Zheng, Qun Wu, Zhi-Cai Wang, Ya-Ping Xue, Zhi-Qiang Liu
Enantioselective hydrolysis of epoxides by epoxide hydrolase (EH) is one of the most attractive approaches for the synthesis of chiral epoxides. So far, attempts to develop an efficient epoxide hydrolase -mediated biotransformation have been limited by either the low activity or insufficient enantioselectivity of epoxide hydrolase. In this study, iterative saturation mutagenesis (ISM) of epoxide hydrolase from Agrobacterium radiobacter AD1 (ArEH) was performed for efficient production of (R)-epichlorohydrin...
November 18, 2017: Applied Microbiology and Biotechnology
https://www.readbyqxmd.com/read/29138698/soluble-epoxide-hydrolase-inhibitor-and-14-15-epoxyeicosatrienoic-acid-facilitated-long-term-potentiation-through-camp-and-camkii-in-the-hippocampus
#2
Han-Fang Wu, Yi-Ju Chen, Su-Zhen Wu, Chi-Wei Lee, I-Tuan Chen, Yi-Chao Lee, Chi-Chen Huang, Chung-Hsi Hsing, Chih-Wei Tang, Hui-Ching Lin
Epoxyeicosatrienoic acids (EETs) are derived from arachidonic acid and metabolized by soluble epoxide hydrolase (sEH). The role of EETs in synaptic function in the central nervous system is still largely unknown. We found that pharmacological inhibition of sEH to stabilize endogenous EETs and exogenous 14,15-EET significantly increased the field excitatory postsynaptic potential (fEPSP) response in the CA1 area of the hippocampus, while additionally enhancing high-frequency stimulation- (HFS-) induced long-term potentiation (LTP) and forskolin- (FSK-) induced LTP...
2017: Neural Plasticity
https://www.readbyqxmd.com/read/29078321/identification-of-a-tumor-promoter-cholesterol-metabolite-in-human-breast-cancers-acting-through-the-glucocorticoid-receptor
#3
Maud Voisin, Philippe de Medina, Arnaud Mallinger, Florence Dalenc, Emilie Huc-Claustre, Julie Leignadier, Nizar Serhan, Régis Soules, Grégory Ségala, Aurélie Mougel, Emmanuel Noguer, Loubna Mhamdi, Elodie Bacquié, Luigi Iuliano, Chiara Zerbinati, Magali Lacroix-Triki, Léonor Chaltiel, Thomas Filleron, Vincent Cavaillès, Talal Al Saati, Philippe Rochaix, Raphaelle Duprez-Paumier, Camille Franchet, Laetitia Ligat, Fréderic Lopez, Michel Record, Marc Poirot, Sandrine Silvente-Poirot
Breast cancer (BC) remains the primary cause of death from cancer among women worldwide. Cholesterol-5,6-epoxide (5,6-EC) metabolism is deregulated in BC but the molecular origin of this is unknown. Here, we have identified an oncometabolism downstream of 5,6-EC that promotes BC progression independently of estrogen receptor α expression. We show that cholesterol epoxide hydrolase (ChEH) metabolizes 5,6-EC into cholestane-3β,5α,6β-triol, which is transformed into the oncometabolite 6-oxo-cholestan-3β,5α-diol (OCDO) by 11β-hydroxysteroid-dehydrogenase-type-2 (11βHSD2)...
October 31, 2017: Proceedings of the National Academy of Sciences of the United States of America
https://www.readbyqxmd.com/read/29067696/pharmacokinetics-and-antinociceptive-effects-of-the-soluble-epoxide-hydrolase-inhibitor-t-tucb-in-horses-with-experimentally-induced-radiocarpal-synovitis
#4
A G P Guedes, F Aristizabal, A Sole, A Adedeji, R Brosnan, H Knych, J Yang, S-H Hwang, C Morisseau, B D Hammock
This study determined the pharmacokinetics, antinociceptive, and anti-inflammatory effects of the soluble epoxide hydrolase (sEH) inhibitor t-TUCB (trans-4-{4-[3-(4-Trifluoromethoxy-phenyl)-ureido]-cyclohexyloxy}-benzoic acid) in horses with lipopolysaccharide (LPS)-induced radiocarpal synovitis. A total of seven adult healthy mares (n = 4-6/treatment) were administered 3 μg LPS into one radiocarpal joint and t-TUCB intravenously (i.v.) at 0 (control), 0.03, 0.1, 0.3, and 1 mg/kg in a blinded, randomized, crossover design with at least 3 weeks washout between...
October 25, 2017: Journal of Veterinary Pharmacology and Therapeutics
https://www.readbyqxmd.com/read/29066182/tetramethylpyrazine-suppresses-angiotensin-ii-induced-soluble-epoxide-hydrolase-expression-in-coronary-endothelium-via-anti-er-stress-mechanism
#5
Shiu-Kwong Mak, Cheuk-Man Yu, Wen-Tao Sun, Guo-Wei He, Xiao-Cheng Liu, Qin Yang
Activation of soluble epoxide hydrolase (sEH) is associated with endothelial dysfunction in hypertension, though the underlying mechanisms are inadequately understood and the role of endoplasmic reticulum (ER) stress is yet to be studied in detail. Tetramethylpyrazine (TMP), a major bioactive ingredient of Chinese herb Chuanxiong, is well-known for its cardiovascular benefits. Nevertheless, whether TMP may protect vascular endothelium from ER stress and whether regulation of sEH is involved remain unknown. This study aimed at investigating the role of ER stress in angiotensin-II (Ang-II)-induced sEH dysregulation and elucidating the significance of ER stress regulation in the vasoprotective effect of TMP...
October 21, 2017: Toxicology and Applied Pharmacology
https://www.readbyqxmd.com/read/29058774/mesoderm-specific-transcript-localization-in-the-er-and-er-lipid-droplet-interface-supports-a-role-in-adipocyte-hypertrophy
#6
Igor Prudovsky, Rea P Anunciado-Koza, Chester G Jacobs, Doreen Kacer, Matthew E Siviski, Robert A Koza
Highly variable expression of mesoderm specific transcript (Mest) in adipose tissue among genetically homogeneous mice fed an obesogenic diet, and its positive association with fat mass expansion, suggests that Mest is an epigenetic determinant for the development of obesity. Although the mechanisms by which MEST augments fat accumulation in adipocytes have not been elucidated, it has sequence homology and catalytic peptide motifs which suggests that it functions as an epoxide hydrolase or as a glycerol- or acylglycerol-3-phosphate acyltransferase...
October 23, 2017: Journal of Cellular Biochemistry
https://www.readbyqxmd.com/read/29058492/association-between-the-soluble-epoxide-hydrolase-gene-and-preeclampsia
#7
Ismail Sari, Hatice Pinarbasi, Ergun Pinarbasi, Caglar Yildiz
OBJECTIVE: In this study the association between K55R polymorphism, methylation level of the EPHX2 promoter region, and PE was investigated in 520 individuals including 260 PE patients and 260 healthy pregnant women. METHODS: K55R polymorphism and methylation level of the EPHX2 promoter were determined by the real-time PCR using double-dye hydrolysis probes and methylation-sensitive high-resolution melting analysis, respectively. RESULTS: The presence of the K55R polymorphism was significantly higher in cases (28...
November 2017: Hypertension in Pregnancy
https://www.readbyqxmd.com/read/29058432/stereoselective-hydrolysis-of-epoxides-by-revreh3-a-novel-vigna-radiata-epoxide-hydrolase-with-high-enantioselectivity-or-high-and-complementary-regioselectivity
#8
Die Hu, Cunduo Tang, Chuang Li, Tingting Kan, Xiaoling Shi, Lei Feng, Minchen Wu
To provide more options for the stereoselective hydrolysis of epoxides, an epoxide hydrolase (VrEH3) gene from Vigna radiata was cloned and expressed in Escherichia coli. Recombinant VrEH3 displayed the maximum activity at pH 7.0 and 45 °C and high stability at pH 4.5-7.5 and 55 °C. Notably, reVrEH3 exhibited high and complementary regioselectivity toward styrene oxides 1a-3a and high enantioselectivity (E = 48.7) toward o-cresyl glycidyl ether 9a. To elucidate these interesting phenomena, the interactions of the three-dimensional structure between VrEH3 and enantiomers of 1a and 9a were analyzed by molecular docking simulation...
November 7, 2017: Journal of Agricultural and Food Chemistry
https://www.readbyqxmd.com/read/29055406/the-role-of-soluble-epoxide-hydrolase-in-preeclampsia
#9
Julia M Santos, Jung-A Park, Aby Joiakim, David A Putt, Robert N Taylor, Hyesook Kim
Preeclampsia is a serious complication of pregnancy characterized by the development of vasospasm, hypertension and often associated with proteinuria after the 20th week of gestation. Because termination of pregnancy results in the most efficacious resolution of preeclampsia, it is a leading cause of premature delivery worldwide. In pregnancy, 14,15-epoxyeicosatrienoic acids (EETs) have been shown to facilitate uterine blood flow during preeclampsia, in which the classic vasodilator agents such as nitric oxide and prostacyclin are reduced...
October 2017: Medical Hypotheses
https://www.readbyqxmd.com/read/29051536/feasibility-and-physiological-relevance-of-designing-highly-potent-aminopeptidase-sparing-leukotriene-a4-hydrolase-inhibitors
#10
Shin Numao, Franziska Hasler, Claire Laguerre, Honnappa Srinivas, Nathalie Wack, Petra Jäger, Andres Schmid, Arnaud Osmont, Patrik Röthlisberger, Jeremy Houguenade, Christian Bergsdorf, Janet Dawson, Nathalie Carte, Andreas Hofmann, Christian Markert, Liz Hardaker, Andreas Billich, Romain M Wolf, Carlos A Penno, Birgit Bollbuck, Wolfgang Miltz, Till A Röhn
Leukotriene A4 Hydrolase (LTA4H) is a bifunctional zinc metalloenzyme that comprises both epoxide hydrolase and aminopeptidase activity, exerted by two overlapping catalytic sites. The epoxide hydrolase function of the enzyme catalyzes the biosynthesis of the pro-inflammatory lipid mediator leukotriene (LT) B4. Recent literature suggests that the aminopeptidase function of LTA4H is responsible for degradation of the tripeptide Pro-Gly-Pro (PGP) for which neutrophil chemotactic activity has been postulated. It has been speculated that the design of epoxide hydrolase selective LTA4H inhibitors that spare the aminopeptidase pocket may therefore lead to more efficacious anti-inflammatory drugs...
October 19, 2017: Scientific Reports
https://www.readbyqxmd.com/read/29031875/soluble-epoxide-hydrolase-inhibition-with-t-tucb-alleviates-liver-fibrosis-and-portal-pressure-in-carbon-tetrachloride-induced-cirrhosis-in-rats
#11
Chi-Hao Zhang, Lei Zheng, Liang Gui, Jia-Yun Lin, Yi-Ming Zhu, Wen-Sheng Deng, Meng Luo
BACKGROUND/AIMS: Fibrosis and increased intrahepatic vascular resistance are the hallmarks of chronic inflammatory disorders of the liver and cirrhosis. Inhibitors of the enzyme soluble epoxide hydrolase reduce fibrosis in several disease models. The present study aimed at investigating the effects of soluble epoxyhydrolase inhibition with t-TUCB in tetrachloride-induced cirrhosis in rats. METHODS: The models were established by CCl4 (2ml/kg) given subcutaneously for 14 weeks...
October 11, 2017: Clinics and Research in Hepatology and Gastroenterology
https://www.readbyqxmd.com/read/29030652/evidence-for-a-complex-formation-between-cyp2j5-and-meh-in-living-cells-by-fret-analysis-of-membrane-protein-interaction-in-the-endoplasmic-reticulum-fampir
#12
Anette Carolina Orjuela Leon, Anne Marwosky, Michael Arand
The potential complex formation between microsomal epoxide hydrolase (mEH) and cytochrome P450-dependent monooxygenase (CYP) has been a subject of research for many decades. Such an association would enable efficient substrate channeling between CYP and mEH and as such represent an attractive strategy to prevent deleterious accumulation of harmful metabolic by-products such as CYP-generated epoxide intermediates. However, such complex formation is experimentally difficult to prove, because CYP and mEH are membrane-bound proteins that are prone to unspecific aggregation after solubilization...
October 13, 2017: Archives of Toxicology
https://www.readbyqxmd.com/read/29026902/exploring-the-origins-of-selectivity-in-soluble-epoxide-hydrolase-from-bacillus-megaterium
#13
Eila Serrano-Hervás, Marc Garcia-Borràs, Sílvia Osuna
Epoxide hydrolase (EH) enzymes catalyze the hydration of racemic epoxides to yield their corresponding vicinal diols. These enzymes present different enantio- and regioselectivity depending upon either the substrate structure or the substitution pattern of the epoxide ring. In this study, we computationally investigate the Bacillus megaterium epoxide hydrolase (BmEH)-mediated hydrolysis of racemic styrene oxide (rac-SO) and its para-nitro styrene oxide (rac-p-NSO) derivative using density functional theory (DFT) and an active site cluster model consisting of 195 and 197 atoms, respectively...
October 25, 2017: Organic & Biomolecular Chemistry
https://www.readbyqxmd.com/read/28994734/synthesis-of-11-c-labelled-ureas-by-palladium-ii-mediated-oxidative-carbonylation
#14
Sara Roslin, Peter Brandt, Patrik Nordeman, Mats Larhed, Luke R Odell, Jonas Eriksson
Positron emission tomography is an imaging technique with applications in clinical settings as well as in basic research for the study of biological processes. A PET tracer, a biologically active molecule where a positron-emitting radioisotope such as carbon-11 has been incorporated, is used for the studies. Development of robust methods for incorporation of the radioisotope is therefore of the utmost importance. The urea functional group is present in many biologically active compounds and is thus an attractive target for incorporation of carbon-11 in the form of [(11)C]carbon monoxide...
October 10, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28994702/transforming-growth-factor-%C3%AE-drives-the-transendothelial-migration-of-hepatocellular-carcinoma-cells
#15
Petra Koudelkova, Victor Costina, Gerhard Weber, Steven Dooley, Peter Findeisen, Peter Winter, Rahul Agarwal, Karin Schlangen, Wolfgang Mikulits
The entry of malignant hepatocytes into blood vessels is a key step in the dissemination and metastasis of hepatocellular carcinoma (HCC). The identification of molecular mechanisms involved in the transmigration of malignant hepatocytes through the endothelial barrier is of high relevance for therapeutic intervention and metastasis prevention. In this study, we employed a model of hepatocellular transmigration that mimics vascular invasion using hepatic sinusoidal endothelial cells and malignant hepatocytes evincing a mesenchymal-like, invasive phenotype by transforming growth factor (TGF)-β...
October 10, 2017: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/28982736/an-epoxide-hydrolase-secreted-by-pseudomonas-aeruginosa-decreases-mucociliary-transport-and-hinders-bacterial-clearance-from-the-lung
#16
Kelli L Hvorecny, Emily Dolben, Sophie Moreau-Marquis, Thomas H Hampton, Tamer B Shabaneh, Becca A Flitter, Christopher D Bahl, Jennifer M Bomberger, Bruce D Levy, Bruce A Stanton, Deborah A Hogan, Dean R Madden
The opportunistic pathogen Pseudomonas aeruginosa colonizes the lungs of susceptible individuals by deploying virulence factors targeting host defenses. The secreted CFTR inhibitory factor (Cif) dysregulates the endocytic recycling of CFTR and thus reduces CFTR abundance in host epithelial membranes. We have postulated that the decrease in ion secretion mediated by Cif would slow mucociliary transport and decrease bacterial clearance from the lungs. To test this hypothesis, we explored the effects of Cif in cultured epithelia and in the lungs of mice...
October 5, 2017: American Journal of Physiology. Lung Cellular and Molecular Physiology
https://www.readbyqxmd.com/read/28975360/beyond-detoxification-a-role-for-mouse-meh-in-the-hepatic-metabolism-of-endogenous-lipids
#17
Anne Marowsky, Imke Meyer, Kira Erismann-Ebner, Giovanni Pellegrini, Nandkishor Mule, Michael Arand
Microsomal and soluble epoxide hydrolase (mEH and sEH) fulfill apparently distinct roles: Whereas mEH detoxifies xenobiotics, sEH hydrolyzes fatty acid (FA) signaling molecules and is thus implicated in a variety of physiological functions. These epoxy FAs comprise epoxyeicosatrienoic acids (EETs) and epoxy-octadecenoic acids (EpOMEs), which are formed by CYP epoxygenases from arachidonic acid (AA) and linoleic acid, respectively, and then are hydrolyzed to their respective diols, the so-called DHETs and DiHOMEs...
October 3, 2017: Archives of Toxicology
https://www.readbyqxmd.com/read/28973302/pseudoexfoliation-and-alzheimer-s-associated-clu-risk-variant-rs2279590-lies-within-an-enhancer-element-and-regulates-clu-ephx2-and-ptk2b-gene-expression
#18
Biswajit Padhy, Bushra Hayat, Gargi Gouranga Nanda, Pranjya Paramita Mohanty, Debasmita Pankaj Alone
Genetic variants at PTK2B-CLU locus pose as high-risk factors for many age-related disorders. However, the role of these variants in disease progression is less characterized. In this study, we aimed to investigate the functional significance of a clusterin intronic SNP, rs2279590, that has been associated with pseudoexfoliation, Alzheimer's disease (AD) and diabetes. We have previously shown that the alleles at rs2279590 differentially regulate clusterin (CLU) gene expression in lens capsule tissues. This polymorphism resides in an active regulatory region marked by H3K27Ac and DNase I hypersensitive site and is an eQTL for CLU expression...
November 15, 2017: Human Molecular Genetics
https://www.readbyqxmd.com/read/28970503/omega-6-and-omega-3-oxylipins-are-implicated-in-soybean-oil-induced-obesity-in-mice
#19
Poonamjot Deol, Johannes Fahrmann, Jun Yang, Jane R Evans, Antonia Rizo, Dmitry Grapov, Michelle Salemi, Kwanjeera Wanichthanarak, Oliver Fiehn, Brett Phinney, Bruce D Hammock, Frances M Sladek
Soybean oil consumption is increasing worldwide and parallels a rise in obesity. Rich in unsaturated fats, especially linoleic acid, soybean oil is assumed to be healthy, and yet it induces obesity, diabetes, insulin resistance, and fatty liver in mice. Here, we show that the genetically modified soybean oil Plenish, which came on the U.S. market in 2014 and is low in linoleic acid, induces less obesity than conventional soybean oil in C57BL/6 male mice. Proteomic analysis of the liver reveals global differences in hepatic proteins when comparing diets rich in the two soybean oils, coconut oil, and a low-fat diet...
October 2, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28958841/effects-of-dronedarone-amiodarone-and-their-active-metabolites-on-sequential-metabolism-of-arachidonic-acid-to-epoxyeicosatrienoic-and-dihydroxyeicosatrienoic-acids
#20
Aneesh Karkhanis, Nhan Dai Thien Tram, Eric Chun Yong Chan
Cardiac enzymes such as cytochrome P450 2J2 (CYP2J2) metabolize arachidonic acid (AA) to cardioprotective epoxyeicosatrienoic acids (EETs), which in turn are metabolized by soluble epoxide hydrolase (sEH) to dihydroxyeicosatrienoic acids (DHETs). As EETs and less potent DHETs exhibit cardioprotective and vasoprotective functions, optimum levels of cardiac EETs are paramount in cardiac homeostasis. Previously, we demonstrated that dronedarone, amiodarone and their main metabolites, namely N-desbutyldronedarone (NDBD) and N-desethylamiodarone (NDEA), potently inhibit human cardiac CYP2J2-mediated astemizole metabolism in vitro...
September 25, 2017: Biochemical Pharmacology
keyword
keyword
9146
1
2
Fetch more papers »
Fetching more papers... Fetching...
Read by QxMD. Sign in or create an account to discover new knowledge that matter to you.
Remove bar
Read by QxMD icon Read
×

Search Tips

Use Boolean operators: AND/OR

diabetic AND foot
diabetes OR diabetic

Exclude a word using the 'minus' sign

Virchow -triad

Use Parentheses

water AND (cup OR glass)

Add an asterisk (*) at end of a word to include word stems

Neuro* will search for Neurology, Neuroscientist, Neurological, and so on

Use quotes to search for an exact phrase

"primary prevention of cancer"
(heart or cardiac or cardio*) AND arrest -"American Heart Association"