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Epoxide hydrolase

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https://www.readbyqxmd.com/read/28934483/the-fused-snoal_2-domain-in-the-mycobacterium-tuberculosis-sigma-factor-%C3%AF-j-modulates-promoter-recognition
#1
Kapil Goutam, Arvind K Gupta, Balasubramanian Gopal
Extra-cytoplasmic function (ECF) σ-factors are widespread in bacteria, linking environmental stimuli with changes in gene expression. These transcription factors span several phylogenetically distinct groups and are remarkably diverse in their activation and regulatory mechanisms. Here, we describe the structural and biochemical features of a Mycobacterium tuberculosis ECF factor σJ that suggests that the SnoaL_2 domain at the C-terminus can modulate the activity of this initiation factor in the absence of a cognate regulatory anti-σ factor...
September 19, 2017: Nucleic Acids Research
https://www.readbyqxmd.com/read/28933499/multi-biomarker-approach-in-the-scallop-chlamys-farreri-to-assess-pahs-pollution-in-qingdao-coastal-areas-of-china
#2
Luqing Pan, Mengyu Zhang, Qian Jin, Rongwang Ji
A multi-biomarker approach was conducted in the scallop Chlamys farreri from three sites, denoted here as S1, S2, and S3, in Qingdao coastal areas of China in March, June, September and December 2014 to assess pollution from polycyclic aromatic hydrocarbons (PAHs) and to select appropriate biomarkers. A suite of biological responses of the gills and digestive glands of the scallops was assayed, including: (i) phase I detoxification enzymes of 7-ethoxyresorufin-O-deethylase (EROD), epoxide hydrolase (EH), and dihydrodiol dehydrogenase (DD) and phase II detoxification enzymes of glutathione-S-transferase (GST) and sulfotransferase (SULT); (ii) antioxidant enzymes: catalase (CAT), superoxide dismutase (SOD), and glutathione peroxidase (GPx); (iii) oxidative damage parameters: lipid peroxidation (LPO) expressed by malondialdehyde (MDA) contents, protein carbonylation (PC) and DNA damage (F value); and (iv) the metabolism-related genes of EH, DD, GST, SULT and SOD...
September 21, 2017: Environmental Science. Processes & Impacts
https://www.readbyqxmd.com/read/28928379/ylehd-an-epoxide-hydrolase-with-promiscuous-haloalkane-dehalogenase-activity-from-tropical-marine-yeast-yarrowia-lipolytica-is-induced-upon-xenobiotic-stress
#3
Chandrika Bendigiri, Smita Zinjarde, Ameeta RaviKumar
Recalcitrant environmental pollutants, like bromoorganics and epoxides are hydrolysed with limited substrate specificities by microbial oxygenases, reductases, hydrolases and dehalogenases. Here, we report the identification and characterisation of a protein (XP_504164) from the tropical marine yeast Yarrowia lipolytica NCIM 3589, known to degrade bromoorganics and epoxides. Multiple sequence alignment suggests it belongs to α/β superfamily with conservation of catalytic triad and oxyanion hole motifs. The corresponding gene cloned and protein (Ylehd) expressed in E...
September 19, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28890385/reduced-coronary-reactive-hyperemia-in-mice-was-reversed-by-the-soluble-epoxide-hydrolase-inhibitor-t-aucb-role-of-adenosine-a2a-receptor-and-plasma-oxylipins
#4
Ahmad Hanif, Matthew L Edin, Darryl C Zeldin, Christophe Morisseau, John R Falck, Catherine Ledent, Stephen L Tilley, Mohammed A Nayeem
Coronary reactive hyperemia (CRH) protects the heart against ischemia. Adenosine A2AAR-deficient (A2AAR(-/-)) mice have increased expression of soluble epoxide hydrolase (sEH); the enzyme responsible for breaking down the cardioprotective epoxyeicosatrienoic acids (EETs) to dihydroxyeicosatrienoic acids (DHETs). sEH-inhibition enhances CRH, increases EETs, and modulates oxylipin profiles. We investigated the changes of oxylipins and their impact on CRH in A2AAR(-/-) and wild type (WT) mice. We hypothesized that the attenuated CRH in A2AAR(-/-) mice is mediated by changes in oxylipin profiles, and that it can be reversed by either sEH- or ω-hydroxylases-inhibition...
July 2017: Prostaglandins & Other Lipid Mediators
https://www.readbyqxmd.com/read/28881620/eets-reduces-lps-induced-hyperpermeability-by-targeting-grp78-mediated-src-activation-and-subsequent-rho-rock-signaling-pathway
#5
Ruolan Dong, Danli Hu, Yan Yang, Zhihui Chen, Menglu Fu, Dao Wen Wang, Xizhen Xu, Ling Tu
Integrity of endothelial barrier is a determinant of the prognosis in the acute lung injury caused by sepsis. The epoxyeicosatrienoic acids (EETs), metabolites of arachidonic acid, exhibit protective effects in various pathogenic states, however, whether EETs play a role in endothelial barrier enhancement and the involved mechanisms remain to be investigated. Here, we show that increased EETs level by endothelial specific cytochrome P450 epoxygenase 2J2 over-expression and soluble epoxide hydrolase (sEH) inhibitor TPPU reduced lipopolysaccharide-induced endothelial hyper-permeability in vivo, accompanied by improved survival of septic mice...
August 1, 2017: Oncotarget
https://www.readbyqxmd.com/read/28875350/enantioconvergent-hydrolysis-of-racemic-styrene-oxide-at-high-concentration-by-a-pair-of-novel-epoxide-hydrolases-into-r-phenyl-1-2-ethanediol
#6
Rui Wang, Die Hu, Xuncheng Zong, Jinping Li, Lei Ding, Minchen Wu, Jianfang Li
OBJECTIVES: To prepare (R)-phenyl-1,2-ethanediol ((R)-PED) with high enantiomeric excess (ee p) and yield from racemic styrene oxide (rac-SO) at high concentration by bi-enzymatic catalysis. RESULTS: The bi-enzymatic catalysis was designed for enantioconvergent hydrolysis of rac-SO by a pair of novel epoxide hydrolases (EHs), a Vigna radiata EH3 (VrEH3) and a variant (AuEH2(A250I)) of Aspergillus usamii EH2. The simultaneous addition mode of VrEH3 and AuEH2(A250I), exhibiting the highest average turnover frequency (aTOF) of 0...
September 5, 2017: Biotechnology Letters
https://www.readbyqxmd.com/read/28867792/soluble-epoxide-hydrolase-inhibitory-activity-of-components-isolated-from-apios-americana-medik
#7
Jang Hoon Kim, Hyo Young Kim, Si Yong Kang, Young Ho Kim, Chang Hyun Jin
A new compound 1, 5-methoxy-2,5,7,4'-tetrahydroxy-coumaronochromone, along with seven known compounds (2-8), were isolated from Apios americana using open column chromatography. Their structures were established based on an analysis of 1D and 2D NMR, and MS spectra. Among these, two compounds 1 and 2 showed inhibitory activity on soluble epoxide hydrolase (sEH) at a concentration below 50 μM. The respective competitive (1) and mixed (2) inhibitors were revealed to have Ki values of 21.0 ± 0.8 and 14.5 ± 1...
August 30, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28867330/silencing-of-juvenile-hormone-epoxide-hydrolase-gene-nljheh-enhances-short-wing-formation-in-a-macropterous-strain-of-the-brown-planthopper-nilaparvata-lugens
#8
Jing Zhao, Yunlong Zhou, Xiang Li, Wanlun Cai, Hongxia Hua
The rice brown planthopper, Nilaparvata lugens, is an important migratory pest in many rice planting areas of Asia. The typical wing dimorphism of N. lugens gives them flexibility to adapt to different environmental cues. As an important hormone in the insect's endocrine regulation, juvenile hormone (JH) has previously been shown to participate in the wing morph determination of N. lugens. In this paper, we investigated the possible wing morph determination roles of two JH metabolic enzymes, JH esterase (JHE) and JH epoxide hydrolase (JHEH)...
September 1, 2017: Journal of Insect Physiology
https://www.readbyqxmd.com/read/28863368/postprandial-effect-to-decrease-soluble-epoxide-hydrolase-activity-roles-of-insulin-and-gut-microbiota
#9
Jun Yang, Young Taek Oh, Debin Wan, Richard M Watanabe, Bruce D Hammock, Jang H Youn
Epoxides of free fatty acids (FFAs), especially epoxyeicosatrienoic acids (EETs), are lipid mediators with beneficial effects in metabolic and cardiovascular (CV) health. FFA epoxides are quickly metabolized to biologically less active diols by soluble epoxide hydrolase (sEH). Inhibition of sEH, which increases EET levels, improves glucose homeostasis and CV health and is proposed as an effective strategy for the treatment of diabetes and CV diseases. Here, we show evidence that sEH activity is profoundly reduced in postprandial states in rats; plasma levels of 17 sEH products (i...
July 21, 2017: Journal of Nutritional Biochemistry
https://www.readbyqxmd.com/read/28845983/a-dual-modulator-of-farnesoid-x-receptor-and-soluble-epoxide-hydrolase-to-counter-non-alcoholic-steatohepatitis
#10
Jurema Schmidt, Marco Rotter, Tim Weiser, Sandra K Wittmann, Lilia Weizel, Astrid Kaiser, Jan Heering, Tamara Goebel, Carlo Angioni, Mario Wurglics, Alexander Paulke, Gerd Geisslinger, Astrid Kahnt, Dieter Steinhilber, Ewgenij Proschak, Daniel Merk
Non-alcoholic steatohepatitis arising from western diet and lifestyle is characterized by accumulation of fat in liver causing inflammation and fibrosis. It evolves as serious health burden with alarming incidence but there is no satisfying pharmacological therapy to date. Considering the disease's multifactorial nature, modulation of multiple targets might provide superior therapeutic efficacy. In particular, farnesoid X receptor (FXR) activation that revealed anti-steatotic and anti-fibrotic effects in clinical trials combined with inhibition of soluble epoxide hydrolase (sEH) as anti-inflammatory strategy promises synergies...
August 28, 2017: Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28839250/pharmacological-profile-and-efficiency-in-vivo-of-diflapolin-the-first-dual-inhibitor-of-5-lipoxygenase-activating-protein-and-soluble-epoxide-hydrolase
#11
Ulrike Garscha, Erik Romp, Simona Pace, Antonietta Rossi, Veronika Temml, Daniela Schuster, Stefanie König, Jana Gerstmeier, Stefanie Liening, Markus Werner, Heiner Atze, Sandra Wittmann, Christina Weinigel, Silke Rummler, Gerhard K Scriba, Lidia Sautebin, Oliver Werz
Arachidonic acid (AA) is metabolized to diverse bioactive lipid mediators. Whereas the 5-lipoxygenase-activating protein (FLAP) facilitates AA conversion by 5-lipoxygenase (5-LOX) to pro-inflammatory leukotrienes (LTs), the soluble epoxide hydrolase (sEH) degrades anti-inflammatory epoxyeicosatrienoic acids (EETs). Accordingly, dual FLAP/sEH inhibition might be advantageous drugs for intervention of inflammation. We present the in vivo pharmacological profile and efficiency of N-[4-(benzothiazol-2-ylmethoxy)-2-methylphenyl]-N'-(3,4-dichlorophenyl)urea (diflapolin) that dually targets FLAP and sEH...
August 24, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28827365/capturing-lta4-hydrolase-in-action-insights-to-the-chemistry-and-dynamics-of-chemotactic-ltb4-synthesis
#12
Alena Stsiapanava, Bengt Samuelsson, Jesper Z Haeggström
Human leukotriene (LT) A4 hydrolase/aminopeptidase (LTA4H) is a bifunctional enzyme that converts the highly unstable epoxide intermediate LTA4 into LTB4, a potent leukocyte activating agent, while the aminopeptidase activity cleaves and inactivates the chemotactic tripeptide Pro-Gly-Pro. Here, we describe high-resolution crystal structures of LTA4H complexed with LTA4, providing the structural underpinnings of the enzyme's unique epoxide hydrolase (EH) activity, involving Zn(2+), Y383, E271, D375, and two catalytic waters...
August 21, 2017: Proceedings of the National Academy of Sciences of the United States of America
https://www.readbyqxmd.com/read/28827330/cytochrome-p450-monooxygenase-lipid-metabolites-are-significant-second-messengers-in-the-resolution-of-choroidal-neovascularization
#13
Eiichi Hasegawa, Saori Inafuku, Lama Mulki, Yoko Okunuki, Ryoji Yanai, Kaylee E Smith, Clifford B Kim, Garrett Klokman, Diane R Bielenberg, Narender Puli, John R Falck, Deeba Husain, Joan W Miller, Matthew L Edin, Darryl C Zeldin, Kin Sing Stephen Lee, Bruce D Hammock, Wolf-Hagen Schunck, Kip M Connor
Age-related macular degeneration (AMD) is the most common cause of blindness for individuals age 50 and above in the developed world. Abnormal growth of choroidal blood vessels, or choroidal neovascularization (CNV), is a hallmark of the neovascular (wet) form of advanced AMD and leads to significant vision loss. A growing body of evidence supports a strong link between neovascular disease and inflammation. Metabolites of long-chain polyunsaturated fatty acids derived from the cytochrome P450 (CYP) monooxygenase pathway serve as vital second messengers that regulate a number of hormones and growth factors involved in inflammation and vascular function...
August 21, 2017: Proceedings of the National Academy of Sciences of the United States of America
https://www.readbyqxmd.com/read/28827137/a-novel-mechanism-of-ascorbate-direct-modulation-of-soluble-epoxide-hydrolase
#14
Bin Zhang, Sharath Kandhi, Yang-Ming Yang, Yicong Le, Wensheng Deng, Jun Qin, Houli Jiang, Ghezal Froogh, Dong Sun, An Huang
To test the hypothesis that VitC downregulates soluble epoxide hydrolase (sEH, responsible for converting EETs to DHETs) to stabilize tissue EETs, the heart, lung, liver, kidney, and mesenteric arteries isolated from normal rats were incubated with VitC (1000μM) for 72h, and tissue sEH expression, along with EET and DHET profiles were assessed. VitC caused significant reductions in sEH mRNA and protein content in the liver, heart and vessels, but had no effect on renal and pulmonary sEH expression, revealing a tissue-specific regulatory mechanism...
August 18, 2017: Prostaglandins & Other Lipid Mediators
https://www.readbyqxmd.com/read/28822809/inhibition-of-soluble-epoxide-hydrolase-lowers-portal-hypertension-in-cirrhotic-rats-by-ameliorating-endothelial-dysfunction-and-liver-fibrosis
#15
Wensheng Deng, Yiming Zhu, Jiayun Lin, Lei Zheng, Chihao Zhang, Meng Luo
Epoxyeicostrienoic acids (EETs) are arachidonic acid derived meditators which are catalyzed by soluble epoxide hydrolase (sEH) to less active dihydroeicostrienoics acids (DHETS). The aim of our study is to investigate the effects of sEH inhibition on hepatic and systemic hemodynamics, hepatic endothelial dysfunction, and hepatic fibrosis in CCl4 cirrhotic rats. The sEH inhibitor,trans-4-{4-[3-(4-trifluoromethoxyphenyl)-ureido]cyclohexyloxy}benzoic acid (t-TUCB) was administered to stabilize hepatic EETs by gavage at a dose of 1mg/kg/d...
August 16, 2017: Prostaglandins & Other Lipid Mediators
https://www.readbyqxmd.com/read/28822080/soluble-epoxide-hydrolase-inhibition-attenuates-mptp-induced-neurotoxicity-in-the-nigrostriatal-dopaminergic-system-involvement-of-%C3%AE-synuclein-aggregation-and-er-stress
#16
Hui-Ju Huang, Yi-Ting Wang, Hui-Ching Lin, Yi-Hsuan Lee, Anya Maan-Yuh Lin
Soluble epoxide hydrolase (sEH) is widely expressed in the mammalian brain and possesses dual enzymatic activities, including C-terminal epoxide hydrolase (C-EH) which degrades epoxyeicosatrienoic acid (EET), a beneficial arachidonic acid metabolite. In the present study, the neuroprotective effect of sEH inhibition on 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-induced neurodegeneration of nigrostriatal dopaminergic system was investigated using genetic and pharmacological approaches. MPTP (15 mg/kg) was intraperitoneally injected in sEH knockout (KO) mice and C57BL/6J mice as wild-type (WT) mice...
August 18, 2017: Molecular Neurobiology
https://www.readbyqxmd.com/read/28820457/role-of-cyp2c9-cyp2c19-and-ephx-polymorphism-in-the-pharmacokinetic-of-phenytoin-a-study-on-uruguayan-caucasian-subjects
#17
Natalia Guevara, Cecilia Maldonado, Manuel Uría, Raquel González, Manuel Ibarra, Silvana Alvariza, Antonella Carozzi, Carlos Azambuja, Pietro Fagiolino, Marta Vázquez
Phenytoin (PHT) oxidative route leads to its main metabolite p-hydroxyphenytoin (p-HPPH), by means of CYP2C9 and CYP2C19. Formation of p-HPPH proceeds via a reactive arene-oxide intermediate. This intermediate can also be converted into PHT dihydrodiol by microsomal epoxide hydrolase (EPHX). The three enzymes are polymorphically expressed and the genetic variants are responsible for changes in the enzyme activity. In order to evaluate the effect that these polymorphisms have on PHT metabolism, PHT and p-HPPH plasma concentrations were measured and the genotype for the three enzymes was assessed in 50 Uruguayan epileptic patients...
August 18, 2017: Pharmaceuticals
https://www.readbyqxmd.com/read/28798352/soluble-epoxide-hydrolase-inhibition-promotes-white-matter-integrity-and-long-term-functional-recovery-after-chronic-hypoperfusion-in-mice
#18
Yuxue Chen, Hao Tian, Ensheng Yao, Yeye Tian, Huaqiu Zhang, Li Xu, Zhiyuan Yu, Yongkang Fang, Wei Wang, Peng Du, Minjie Xie
Chronic cerebral hypoperfusion induced cerebrovascular white matter lesions (WMLs) are closely associated with cognitive impairment and other neurological deficits. The mechanism of demyelination in response to hypoperfusion has not yet been fully clarified. Soluble epoxide hydrolase (sEH) is an endogenous key enzyme in the metabolic conversion and degradation of P450 eicosanoids called epoxyeicosatrienoic acids. Inhibition of sEH has been suggested to represent a prototype "combination therapy" targeting multiple mechanisms of stroke injury with a single agent...
August 10, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28789952/the-tyr113his-t-c-rs1051740-and-very-slow-phenotype-of-the-ephx1-gene-alters-mir-26b-5p-and-mir-1207-5p-expression-in-pregnancy
#19
Pragalathan Naidoo, Rajen N Naidoo, Prithiksha Ramkaran, Kareshma Asharam, Anil A Chuturgoon
BACKGROUND: Environmental insults and microsomal epoxide hydrolase 1 (EPHX1) single nucleotide polymorphisms (SNPs), Tyr113His T/C rs1051740 and His139Arg A/G rs2234922, aberrantly alters microRNA (miR) expression and are linked to low birthweights (LBW). OBJECTIVES: To investigate the interplay between pollution, EPHX1 SNPs and miRs during pregnancy and associated LBW outcomes. METHODS: South African pregnant women (n=241) were recruited in the MACE birth cohort study in Durban, a city with high levels of industry and traffic related pollutants...
August 5, 2017: Gene
https://www.readbyqxmd.com/read/28774830/a-physiologically-based-toxicokinetic-model-for-inhaled-ethylene-and-ethylene-oxide-in-mouse-rat-and-human
#20
Johannes Georg Filser, Dominik Klein
The olefin ethylene (ET) is the largest volume organic chemical. Mammals metabolize ET to ethylene oxide (EO), another important industrial chemical. The epoxide alkylates hemoglobin (Hb) and DNA and has mutagenic and carcinogenic properties. In order to estimate the EO burden in mice, rats, and humans resulting from inhalation exposure to gaseous ET or EO, a physiological toxicokinetic model was developed. It consists of the compartments lung, richly perfused tissues, kidneys, muscle, fat, arterial blood, venous blood, and liver containing the sub-compartment endoplasmic reticulum...
July 31, 2017: Toxicology Letters
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