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Epoxide hydrolase

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https://www.readbyqxmd.com/read/28071912/insights-into-catalytic-mechanism-of-unsaturated-glucuronyl-hydrolase-of-bacillus-sp-gl1
#1
Jing Xiong, Dingguo Xu
Together with polysaccharide lyases, the unsaturated glucuronyl hydrolase of Bacillus sp. GL1 are responsible for the metabolism of glycosaminoglycans, which exhibits important role in various crucial physiological events. More importantly, the degradation mechanism of glycosaminoglycans often causes extracellular bacterial infection, and is thought to be one of virulence factors. We have previously studied the first degradation step catalyzed by polysaccharide lyases. In this work, we then focused the degradation of the unsaturated chondroitin disaccharide, products of chondroitin lyases...
January 10, 2017: Journal of Physical Chemistry. B
https://www.readbyqxmd.com/read/28071611/microsomal-epoxide-hydrolase-gene-polymorphisms-and-susceptibility-to-prostate-cancer-a-systematic-review
#2
REVIEW
Dsl Srivastava
Microsomal epoxide hydrolase (mEH) is a crucial biotransformation enzyme that has capability to metabolize a large number of structurally divergent, highly reactive epoxides, and numerous environmentally exposed carcinogens. It catalyzes the conversion of xenobiotic epoxide compounds into more polar diol metabolites and may play important part of the enzymatic defense against adverse effects of foreign compounds. Most commonly, two functional polymorphisms affecting mEH enzyme activity have been identified: One in exon 3 and other in exon 4 of the mEH gene, which results in His113Tyr and Arg139His amino acid substitutions, respectively...
April 2016: Indian Journal of Cancer
https://www.readbyqxmd.com/read/28065501/synthesis-docking-cytotoxicity-and-lta4h-inhibitory-activity-of-new-gingerol-derivatives-as-potential-colorectal-cancer-therapy
#3
Mai H El-Naggar, Amira Mira, Fatma M Abdel Bar, Kuniyoshi Shimizu, Mohamed M Amer, Farid A Badria
Leukotriene A4 hydrolase (LTA4H) is a proinflammatory enzyme that generates the inflammatory mediator leukotriene which may play an important role in chronic inflammation associated carcinogenesis. [6]-gingerol, the major bioactive compound of Zingiber officinale, is a potential inhibitor of LTA4H, a highly expressed enzyme in colorectal carcinoma. Eighteen compounds; seven of natural origin (including [4]-, [6]-, [8]-, and [10]-gingerol), five new and six known semi-synthesized [6]-gingerol derivatives were examined using docking, in vitro cytotoxicity against human colon cancer cells (HCT-116) and LTA4H aminopeptidase and epoxide hydrolase inhibitory studies...
December 29, 2016: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/28057597/depletion-of-juvenile-hormone-esterase-extends-larval-growth-in-bombyx-mori
#4
Zhongjie Zhang, Xiaojing Liu, Takahiro Shiotsuki, Zhisheng Wang, Xia Xu, Yongping Huang, Muwang Li, Kai Li, Anjiang Tan
Two major hormones, juvenile hormone (JH) and 20-hydroxyecdysone (20E), regulate insect growth and development according to their precisely coordinated titres, which are controlled by both biosynthesis and degradation pathways. Juvenile hormone esterase (JHE) is the primary JH-specific degradation enzyme that plays a key role in regulating JH titers, along with JH epoxide hydrolase (JHEH) and JH diol kinase (JHDK). In the current study, a loss-of-function analysis of JHE in the silkworm, Bombyx mori, was performed by targeted gene disruption using the transgenic CRISPR/Cas9 (clustered regularly interspaced short palindromic repeats/RNA-guided Cas9 nucleases) system...
January 3, 2017: Insect Biochemistry and Molecular Biology
https://www.readbyqxmd.com/read/28056085/vascular-endothelial-over-expression-of-human-soluble-epoxide-hydrolase-tie2-seh-tr-attenuates-coronary-reactive-hyperemia-in-mice-role-of-oxylipins-and-%C3%AF-hydroxylases
#5
Ahmad Hanif, Matthew L Edin, Darryl C Zeldin, Christophe Morisseau, John R Falck, Mohammed A Nayeem
Cytochromes P450 metabolize arachidonic acid (AA) into two vasoactive oxylipins with opposing biologic effects: epoxyeicosatrienoic acids (EETs) and omega-(ω)-terminal hydroxyeicosatetraenoic acids (HETEs). EETs have numerous beneficial physiological effects, including vasodilation and protection against ischemia/reperfusion injury, whereas ω-terminal HETEs induce vasoconstriction and vascular dysfunction. We evaluated the effect of these oxylipins on post-ischemic vasodilation known as coronary reactive hyperemia (CRH)...
2017: PloS One
https://www.readbyqxmd.com/read/28036068/design-synthesis-and-cellular-characterization-of-a-dual-inhibitor-of-5-lipoxygenase-and-soluble-epoxide-hydrolase
#6
Karin Meirer, Daniel Glatzel, Simon Kretschmer, Sandra K Wittmann, Markus Hartmann, René Blöcher, Carlo Angioni, Gerd Geisslinger, Dieter Steinhilber, Bettina Hofmann, Robert Fürst, Ewgenij Proschak
The arachidonic acid cascade is a key player in inflammation, and numerous well-established drugs interfere with this pathway. Previous studies have suggested that simultaneous inhibition of 5-lipoxygenase (5-LO) and soluble epoxide hydrolase (sEH) results in synergistic anti-inflammatory effects. In this study, a novel prototype of a dual 5-LO/sEH inhibitor KM55 was rationally designed and synthesized. KM55 was evaluated in enzyme activity assays with recombinant enzymes. Furthermore, activity of KM55 in human whole blood and endothelial cells was investigated...
December 29, 2016: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28028752/cigarette-smoke-induced-pulmonary-inflammation-and-autophagy-are-attenuated-in-ephx2-deficient-mice
#7
Yunxiao Li, Ganggang Yu, Shaopeng Yuan, Chunting Tan, Puqiao Lian, Lixia Fu, Qi Hou, Bo Xu, Haoyan Wang
Cigarette smoke (CS) increases the risk of chronic obstructive pulmonary disease (COPD) by causing inflammation, emphysema, and reduced lung function. Additionally, CS can induce autophagy which contributes to COPD. Arachidonic acid-derived epoxyeicosatrienoic acids (EETs) have promising anti-inflammatory properties that may protect the heart and liver by regulating autophagy. For this reason, the effect of decreased soluble epoxide hydrolase (sEH, Ephx2)-mediated EET hydrolysis on inflammation, emphysema, lung function, and autophagy was here studied in CS-induced COPD in vivo...
December 27, 2016: Inflammation
https://www.readbyqxmd.com/read/28002622/inhibition-of-soluble-epoxide-hydrolase-augments-astrocyte-release-of-vascular-endothelial-growth-factor-and-neuronal-recovery-after-oxygen-glucose-deprivation
#8
Yue Zhang, Gina Hong, Kin Sing Stephen Lee, Bruce D Hammock, Debebe Gebremedhin, David R Harder, Raymond C Koehler, Adam Sapirstein
Epoxyeicosatrienoic acids (EETs) are synthesized in astrocytes, and inhibitors of soluble epoxide hydrolase (sEH), which hydrolyzes EETs, reduce infarct volume in ischemic stroke. Astrocytes can release protective neurotrophic factors, such as vascular endothelial growth factor (VEGF). We found that addition of sEH inhibitors to rat cultured astrocytes immediately after oxygen-glucose deprivation (OGD) markedly increased VEGF concentration in the medium 48 h later and the effect was blocked by an EET antagonist...
December 21, 2016: Journal of Neurochemistry
https://www.readbyqxmd.com/read/27992199/contribution-of-shape-and-charge-to-the-inhibition-of-a-family-gh99-endo-%C3%AE-1-2-mannanase
#9
Marija Petricevic, Lukasz F Sobala, Pearl Z Fernandes, Lluís Raich, Andrew J Thompson, Ganeko Bernardo-Seisdedos, Oscar Millet, Sha Zhu, Matthieu Sollogoub, Jesús Jiménez-Barbero, Carme Rovira, Gideon J Davies, Spencer J Williams
Inhibitor design incorporating features of the reaction coordinate and transition-state structure has emerged as a powerful approach for the development of enzyme inhibitors. Such inhibitors find use as mechanistic probes, chemical biology tools, and therapeutics. Endo-α-1,2-mannosidases and endo-α-1,2-mannanases, members of glycoside hydrolase family 99 (GH99), are interesting targets for inhibitor development as they play key roles in N-glycan maturation and microbiotal yeast mannan degradation, respectively...
January 17, 2017: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/27989636/probing-the-orientation-of-inhibitor-and-epoxy-eicosatrienoic-acid-binding-in-the-active-site-of-soluble-epoxide-hydrolase
#10
Kin Sing Stephen Lee, Niel M Henriksen, Connie J Ng, Jun Yang, Weitao Jia, Christophe Morisseau, Armann Andaya, Michael K Gilson, Bruce D Hammock
Soluble epoxide hydrolase (sEH) is an important therapeutic target of many diseases, such as chronic obstructive pulmonary disease (COPD) and diabetic neuropathic pain. It acts by hydrolyzing and thus regulating specific bioactive long chain polyunsaturated fatty acid epoxides (lcPUFA), like epoxyeicosatrienoic acids (EETs). To better predict which epoxides could be hydrolyzed by sEH, one needs to dissect the important factors and structural requirements that govern the binding of the substrates to sEH. This knowledge allows further exploration of the physiological role played by sEH...
October 28, 2016: Archives of Biochemistry and Biophysics
https://www.readbyqxmd.com/read/27983948/probing-the-orientation-of-inhibitor-and-epoxy-eicosatrienoic-acid-binding-in-the-active-site-of-soluble-epoxide-hydrolase
#11
Kin Sing Stephen Lee, Niel M Henriksen, Connie J Ng, Jun Yang, Weitao Jia, Christophe Morisseau, Armann Andaya, Michael K Gilson, Bruce D Hammock
Soluble epoxide hydrolase (sEH) is an important therapeutic target of many diseases, such as chronic obstructive pulmonary disease (COPD) and diabetic neuropathic pain. It acts by hydrolyzing and thus regulating specific bioactive long chain polyunsaturated fatty acid epoxides (lcPUFA), like epoxyeicosatrienoic acids (EETs). To better predict which epoxides could be hydrolyzed by sEH, one needs to dissect the important factors and structural requirements that govern the binding of the substrates to sEH. This knowledge allows further exploration of the physiological role played by sEH...
January 1, 2017: Archives of Biochemistry and Biophysics
https://www.readbyqxmd.com/read/27981341/a-sensitive-lc-ms-ms-method-for-the-quantification-of-regioisomers-of-epoxyeicosatrienoic-and-dihydroxyeicosatrienoic-acids-in-human-plasma-during-endothelial-stimulation
#12
Thomas Duflot, Tony Pereira, Clothilde Roche, Michèle Iacob, Pascal Cardinael, Najla El-Gharbi Hamza, Christian Thuillez, Patricia Compagnon, Robinson Joannidès, Fabien Lamoureux, Jérémy Bellien
Epoxyeicosatrienoic acids (EETs) are vasodilating lipid mediators metabolized into dihydroxyeicosatrienoic acids (DHETs) by soluble epoxide hydrolase. We aimed to develop a LC-MS/MS method to quantify EETs and DHETs in human plasma and monitored their levels during vascular endothelial stimulation. Plasma samples, collected from 14 healthy and five hypertensive subjects at baseline and during radial artery endothelium-dependent flow-mediated dilatation, were spiked with internal standards. Lipids were then extracted by a modified Bligh and Dyer method and saponified to release bound EETs and DHETs...
December 15, 2016: Analytical and Bioanalytical Chemistry
https://www.readbyqxmd.com/read/27980032/pseudomonas-aeruginosa-sabotages-the-generation-of-host-proresolving-lipid-mediators
#13
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
Recurrent Pseudomonas aeruginosa infections coupled with robust, damaging neutrophilic inflammation characterize the chronic lung disease cystic fibrosis (CF). The proresolving lipid mediator, 15-epi lipoxin A4 (15-epi LXA4), plays a critical role in limiting neutrophil activation and tissue inflammation, thus promoting the return to tissue homeostasis. Here, we show that a secreted P. aeruginosa epoxide hydrolase, cystic fibrosis transmembrane conductance regulator inhibitory factor (Cif), can disrupt 15-epi LXA4 transcellular biosynthesis and function...
January 3, 2017: Proceedings of the National Academy of Sciences of the United States of America
https://www.readbyqxmd.com/read/27975800/soluble-epoxide-hydrolase-inhibitory-activity-of-anthraquinone-components-from-aloe
#14
Y N Sun, A R Jo, J H Kim, J S Kang, Y H Kim
No abstract text is available yet for this article.
December 2016: Planta Medica
https://www.readbyqxmd.com/read/27951440/a-perspective-of-chronic-low-exposure-of-arsenic-on-non-working-women-risk-of-hypertension
#15
Yanxin Yu, Yunhe Guo, Jingxu Zhang, Jing Xie, Yibing Zhu, Jingjing Yan, Bin Wang, Zhiwen Li
The relationship between arsenic (As) exposure and hypertension risk are extensively studied. The As content in scalp hair has been used as a reliable indicator of population for long-time exposure from different sources. Therefore, we investigated the association between hair As concentration and hypertension risk, as well as the potential modifying effects of single nucleotide polymorphisms (SNPs) related to phase II metabolism enzyme genes. We recruited 398 non-working women in Shanxi Province, northern China, from Aug 2012 to May 2013, including 163 subjects with hypertension (cases) and 235 healthy controls...
December 9, 2016: Science of the Total Environment
https://www.readbyqxmd.com/read/27928909/using-proteomics-to-discover-novel-biomarkers-for-fatty-liver-development-and-response-to-cb1r-antagonist-treatment-in-an-obese-mouse-model
#16
Chin-Chang Chen, Tzung-Yan Lee, Ching-Fai Kwok, Yung-Pei Hsu, Kuang-Chung Shih, Yan-Jie Lin, Low-Tone Ho
Over activity of cannabinoid receptor type 1 (CB1R) plays a key role in increasing the incidence of obesity-induced non-alcoholic fatty liver disease. Tissue proteome analysis has been applied to investigate the bioinformatics regarding the mode of action and therapeutic mechanism. The aim of this study was to explore the potential pathways altered with CB1R in obesity-induced fatty liver. Male C57BL/6 mice were fed either a standard chow diet (STD) or a high-fat diet (HFD) with or without 1-week treatment of CB1R inverse agonist AM251 at 5 mg/kg...
January 2017: Proteomics
https://www.readbyqxmd.com/read/27928588/investigation-of-the-binding-mode-of-1-3-4-oxadiazole-derivatives-as-amide-based-inhibitors-for-soluble-epoxide-hydrolase-seh-by-molecular-docking-and-mm-gbsa
#17
Leila Karami, Ali Akbar Saboury, Elham Rezaee, Sayyed Abbas Tabatabai
The soluble epoxide hydrolase (sEH) enzyme plays an important role in the metabolism of endogenous chemical mediators involved in the regulation of blood pressure and inflammation. Inhibition of sEH provides a new approach to the treatment of inflammation, hypertension and atherosclerosis. In this study, the binding modes and inhibition mechanisms of the new oxadiazole-based amide inhibitors of the human soluble epoxide hydrolase were investigated by molecular docking and molecular dynamics (MD) simulation followed by the MM-GBSA method to calculate the binding free energy of each inhibitor to sEH...
December 7, 2016: European Biophysics Journal: EBJ
https://www.readbyqxmd.com/read/27924507/tppu-protects-tau-from-h2o2-induced-hyperphosphorylation-in-hek293-tau-cells-by-regulating-pi3k-akt-gsk-3%C3%AE-pathway
#18
En-Sheng Yao, Yan Tang, Xing-Hua Liu, Ming-Huan Wang
Neurofibrillary pathology of abnormally hyperphosphorylated tau is a hallmark of Alzheimer's disease (AD) and other tauopathies. Phosphatidylinositol 3-kinase (PI3K)/Akt/glycogen synthase kinase-3 beta (GSK-3β) signaling pathway is pivotal for tau phosphorylation. Inhibition of soluble epoxide hydrolase (sEH) metabolism has been shown to effectively increase the accumulation of epoxyeicosatrienoic acids (EETs), which are cytochrome P450 metabolites of arachidonic acid and have been demonstrated to have neuroprotective effects...
December 2016: Journal of Huazhong University of Science and Technology. Medical Sciences
https://www.readbyqxmd.com/read/27917951/catalytic-conversion-of-lipophilic-substrates-by-phase-constrained-enzymes-in-the-aqueous-or-in-the-membrane-phase
#19
Marcus Cebula, Ilke Simsek Turan, Birgitta Sjödin, Madhuranayaki Thulasingam, Joseph Brock, Volodymyr Chmyrov, Jerker Widengren, Hiroshi Abe, Bengt Mannervik, Jesper Z Haeggström, Agnes Rinaldo-Matthis, Engin U Akkaya, Ralf Morgenstern
Both soluble and membrane-bound enzymes can catalyze the conversion of lipophilic substrates. The precise substrate access path, with regard to phase, has however, until now relied on conjecture from enzyme structural data only (certainly giving credible and valuable hypotheses). Alternative methods have been missing. To obtain the first experimental evidence directly determining the access paths (of lipophilic substrates) to phase constrained enzymes we here describe the application of a BODIPY-derived substrate (PS1)...
December 5, 2016: Scientific Reports
https://www.readbyqxmd.com/read/27914004/hybrid-receptor-bound-mm-gbsa-per-residue-energy-based-pharmacophore-modelling-enhanced-approach-for-identification-of-selective-lta4h-inhibitors-as-potential-anti-inflammatory-drugs
#20
Patrick Appiah-Kubi, Mahmoud Soliman
Leukotriene A4 hydrolase has been identified as an enzyme with dual anti- and pro-inflammatory role, thus, the conversion of leukotriene to leukotriene B4 in the initiation stage of inflammation and the removal of the chemotactic Pro-Gly-Pro tripeptide. These findings make leukotriene A4 hydrolase an attractive drug target: suggesting an innovative approach towards the identification and design of novel class of compounds that can selectively inhibit leukotriene B4 synthesis while sparing the aminopeptidase activity...
December 2, 2016: Cell Biochemistry and Biophysics
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