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N-acyl or endocannnabanoid or NAPE

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https://www.readbyqxmd.com/read/28936587/metabolite-ratios-as-potential-biomarkers-for-type-2-diabetes-a-direct-study
#1
Sophie Molnos, Simone Wahl, Mark Haid, E Marelise W Eekhoff, René Pool, Anna Floegel, Joris Deelen, Daniela Much, Cornelia Prehn, Michaela Breier, Harmen H Draisma, Nienke van Leeuwen, Annemarie M C Simonis-Bik, Anna Jonsson, Gonneke Willemsen, Wolfgang Bernigau, Rui Wang-Sattler, Karsten Suhre, Annette Peters, Barbara Thorand, Christian Herder, Wolfgang Rathmann, Michael Roden, Christian Gieger, Mark H H Kramer, Diana van Heemst, Helle K Pedersen, Valborg Gudmundsdottir, Matthias B Schulze, Tobias Pischon, Eco J C de Geus, Heiner Boeing, Dorret I Boomsma, Anette G Ziegler, P Eline Slagboom, Sandra Hummel, Marian Beekman, Harald Grallert, Søren Brunak, Mark I McCarthy, Ramneek Gupta, Ewan R Pearson, Jerzy Adamski, Leen M 't Hart
AIMS/HYPOTHESIS: Circulating metabolites have been shown to reflect metabolic changes during the development of type 2 diabetes. In this study we examined the association of metabolite levels and pairwise metabolite ratios with insulin responses after glucose, glucagon-like peptide-1 (GLP-1) and arginine stimulation. We then investigated if the identified metabolite ratios were associated with measures of OGTT-derived beta cell function and with prevalent and incident type 2 diabetes...
September 21, 2017: Diabetologia
https://www.readbyqxmd.com/read/28934626/stereoselective-sialylation-with-o-trifluoroacetylated-thiosialosides-hydrogen-bonding-involved
#2
Nikita M Podvalnyy, Nelly N Malysheva, Maria V Panova, Alexander I Zinin, Alexander O Chizhov, Anna V Orlova, Leonid O Kononov
A series of novel sialyl donors containing O-trifluoroacetyl (TFA) groups at various positions was synthesized. The choice of protecting groups in sialyl donors was based on hypothesis that variations in ability of different acyl groups to act as hydrogen bond acceptors would influence the supramolecular structure of reaction mixture (solution structure), hence the outcome of sialylation. These glycosyl donors were examined in the model glycosylation of the primary hydroxyl group of 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose in comparison with sialyl donors without O-TFA groups...
September 8, 2017: Carbohydrate Research
https://www.readbyqxmd.com/read/28933861/differential-effect-of-bilayer-thickness-on-sticholysin-activity
#3
Juan Palacios Ortega, Sara Garcia-Linares, Esperanza Rivera-de-Torre, Jose G Gavilanes, Alvaro Martinez-Del-Pozo, J Peter Slotte
In this study, we examined the influence of bilayer thickness on the activity of the actinoporin toxins sticholysin I and II (StnI and StnII) at 25 °C. Bilayer thickness was varied using di-monounsaturated phosphatidylcholine (PC) analogs (with 14:1, 16:1, 18:1, 20:1, and 22:1 acyl chains). In addition, N-14:0-sphingomyelin (SM) was always included because StnI and StnII are SM specific. Cholesterol was also incorporated as indicated. In cholesterol-free large unilamellar vesicles (LUV) the PC:SM molar ratio was 4:1, and when cholesterol was included, the complete molar ratio was 4:1:0...
September 21, 2017: Langmuir: the ACS Journal of Surfaces and Colloids
https://www.readbyqxmd.com/read/28930437/c-and-n-metalated-nitriles-the-relationship-between-structure-and-selectivity
#4
Xun Yang, Fraser F Fleming
Metalated nitriles are exceptional nucleophiles capable of forging highly hindered stereocenters in cases where enolates are unreactive. The excellent nucleophilicity emanates from the powerful inductive stabilization of adjacent negative charge by the nitrile, which has a miniscule steric demand. Inductive stabilization is the key to understanding the reactivity of metalated nitriles because this permits a continuum of structures that range from N-metalated ketenimines to nitrile anions. Solution and solid-state analyses reveal two different metal coordination sites, the formally anionic carbon and the nitrile nitrogen, with the site of metalation depending intimately on the solvent, counterion, temperature, and ligands...
September 20, 2017: Accounts of Chemical Research
https://www.readbyqxmd.com/read/28929164/oxidative-functionalisation-of-alcohols-and-aldehydes-via-the-merger-of-oxoammonium-cations-and-photoredox-catalysis
#5
Jyoti Nandi, John M Ovian, Christopher B Kelly, Nicholas E Leadbeater
We present a new paradigm for nitroxyl-mediated processes via the merger of oxoammonium cation-mediated oxidation with visible-light photoredox catalysis. The integration of these two forms of catalysis has been realised for the oxidative amidation of aldehydes, furnishing N-acylated heterocycles. Extension of this process to the oxidative amidation of alcohols via the intermediacy of an aldehyde was successfully pursued, thus proffering a general oxidation platform. The activated amides synthesised here are excellent synthetic handles for acylation...
September 20, 2017: Organic & Biomolecular Chemistry
https://www.readbyqxmd.com/read/28923926/host-modification-of-a-bacterial-quorum-sensing-signal-induces-a-phenotypic-switch-in-bacterial-symbionts
#6
Cleo Pietschke, Christian Treitz, Sylvain Forêt, Annika Schultze, Sven Künzel, Andreas Tholey, Thomas C G Bosch, Sebastian Fraune
Bacterial communities colonize epithelial surfaces of most animals. Several factors, including the innate immune system, mucus composition, and diet, have been identified as determinants of host-associated bacterial communities. Here we show that the early branching metazoan Hydra is able to modify bacterial quorum-sensing signals. We identified a eukaryotic mechanism that enables Hydra to specifically modify long-chain 3-oxo-homoserine lactones into their 3-hydroxy-HSL counterparts. Expression data revealed that Hydra's main bacterial colonizer, Curvibacter sp...
September 18, 2017: Proceedings of the National Academy of Sciences of the United States of America
https://www.readbyqxmd.com/read/28921772/interplay-of-classic-exp-and-specific-vfm-quorum-sensing-systems-on-the-phenotypic-features-of-dickeya-solani-strains-exhibiting-different-virulence-levels
#7
Marta Potrykus, Nicole Hugouvieux-Cotte-Pattat, Ewa Lojkowska
Bacteria from the genus Dickeya cause severe symptoms on numerous economically important plants. D. solani is the Dickeya species most frequently found on infected potato plants in Europe. D. solani strains from different countries show high genetic homogeneity but significant differences in their virulence level. Dickeya species possess two quorum sensing (QS) mechanisms: the Exp system based on classic N-acyl-homoserine lactone (AHL) signals and a specific system depending on the production and perception of a molecule of unknown structure, Virulence Factor Modulating (VFM)...
September 18, 2017: Molecular Plant Pathology
https://www.readbyqxmd.com/read/28920855/pfma-a-novel-quorum-quenching-n-acylhomoserine-lactone-acylase-from-pseudoalteromonas-flavipulchra
#8
Na Liu, Min Yu, Youbin Zhao, Jingguang Cheng, Ke An, Xiao-Hua Zhang
Many bacteria, such as Proteobacteria, Cyanobacteria and Bacteroidetes, use N-acylhomoserine lactones (AHLs) as quorum-sensing (QS) signal molecules for communication. Enzymatic degradation of AHLs, such as AHL acylase and AHL lactonase, can degrade AHLs (quorum quenching, QQ) to attenuate or disarm the virulence of pathogens. QQ is confirmed to be common in marine bacterial communities. Many genes encoding AHL acylases are found in marine bacteria and metagenomic collections, but only a few of these have been characterized in detail...
September 18, 2017: Microbiology
https://www.readbyqxmd.com/read/28920834/streptomyces-xylanilyticus-sp-nov-isolated-from-soil
#9
Duangtip Moonmangmee, Pawina Kanchanasin, Wongsakorn Phongsopitanun, Somboon Tanasupawat, Somporn Moonmangmee
A novel actinomycete, strain SR2-123T, belonging to the genus Streptomyces, was isolated from a soil sample collected from the Sakaerat Environmental Research Station, Thailand Institute of Scientific and Technological Research, Nakhon Ratchasima Province, Thailand. The taxonomic position of the strain was characterized using a polyphasic study. Strain SR2-123T contained ll-diaminopimelic acid, glucose, mannose and ribose in whole-cell hydrolysates. The N-acyl type of muramic acid was acetyl. Menaquinones were MK-9(H6), MK-9(H8) and MK-9(H4)...
September 18, 2017: International Journal of Systematic and Evolutionary Microbiology
https://www.readbyqxmd.com/read/28919234/effects-of-periplasmic-chaperones-and-membrane-thickness-on-bama-catalysed-outer-membrane-protein-folding
#10
Bob Schiffrin, Antonio N Calabrese, Anna J Higgins, Julia R Humes, Alison E Ashcroft, Antreas C Kalli, David J Brockwell, Sheena E Radford
The biogenesis of outer membrane proteins (OMPs) in Gram-negative bacteria involves delivery by periplasmic chaperones to the β-barrel assembly machinery (BAM) which catalyses OMP insertion into the outer membrane (OM). Here, we examine the effects of membrane thickness, the E. coli periplasmic chaperones Skp and SurA, and BamA, the central subunit of the BAM complex, on the folding kinetics of a model OMP (tOmpA) using fluorescence spectroscopy, native mass spectrometry, and molecular dynamics (MD) simulations...
September 15, 2017: Journal of Molecular Biology
https://www.readbyqxmd.com/read/28918598/triacsin-c-reduces-lipid-droplet-formation-and-induces-mitochondrial-biogenesis-in-primary-rat-hepatocytes
#11
Carlos R P Dechandt, Felippe H Zuccolotto-Dos-Reis, Bruno G Teodoro, Anna Maria A P Fernandes, Marcos N Eberlin, Isis C Kettelhut, Carlos Curti, Luciane C Alberici
Intracellular long-chain acyl-CoA synthetases (ACSL) activate fatty acids to produce acyl-CoA, which undergoes β-oxidation and participates in the synthesis of esterified lipids such as triacylglycerol (TAG). Imbalances in these metabolic routes are closely associated with the pathogenesis of non-alcoholic fatty liver disease (NAFLD). Triacsin C is one of the few compounds that inhibit TAG accumulation into lipid droplets (LD) by suppressing ACSL activity. Here we report that treatment of primary rat hepatocytes with triacsin C at concentrations lower than the IC50 (4...
September 16, 2017: Journal of Bioenergetics and Biomembranes
https://www.readbyqxmd.com/read/28917185/ghrelin-and-hypothalamic-npy-agrp-expression-in-mice-are-affected-by-chronic-early-life-stress-exposure-in-a-sex-specific-manner
#12
K Y Yam, S R Ruigrok, I Ziko, S N De Luca, P J Lucassen, S J Spencer, A Korosi
Early-life stress (ES) is a risk factor for metabolic disorders (e.g. obesity) with a notoriously higher prevalence in women compared to men. However, mechanisms underlying these effects remain elusive. The development of the hypothalamic feeding and metabolic regulatory circuits occurs mostly in the early sensitive postnatal phase in rodents and is tightly regulated by the metabolic hormones leptin and ghrelin. We have previously demonstrated that chronic ES reduces circulating leptin and alters adipose tissue metabolism early and later in life similarly in both sexes...
September 7, 2017: Psychoneuroendocrinology
https://www.readbyqxmd.com/read/28915034/affinity-guided-oxime-chemistry-for-selective-protein-acylation-in-live-tissue-systems
#13
Tomonori Tamura, Zhining Song, Kazuma Amaike, Shin Lee, Sifei Yin, Shigeki Kiyonaka, Itaru Hamachi
Catalyst-mediated protein modification is a powerful approach for the imaging and engineering of natural proteins. We have previously developed affinity-guided 4-dimethylaminopyridine (DMAP) (AGD) chemistry as an efficient protein modification method using a catalytic acyl transfer reaction. However, because of the high electrophilicity of the thioester acyl donor molecule, AGD chemistry suffers from nonspecific reactions to proteins other than the target protein in crude biological environments, such as cell lysates, live cells, and tissue samples...
September 15, 2017: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/28910408/effects-of-tumour-necrosis-factor-%C3%AE-upon-the-metabolism-of-the-endocannabinoid-anandamide-in-prostate-cancer-cells
#14
Jessica Karlsson, Sandra Gouveia-Figueira, Mireille Alhouayek, Christopher J Fowler
Tumour necrosis factor α (TNFα) is involved in the pathogenesis of prostate cancer, a disease where disturbances in the endocannabinoid system are seen. In the present study we have investigated whether treatment of DU145 human prostate cancer cells affects anandamide (AEA) catabolic pathways. Additionally, we have investigated whether cyclooxygenase-2 (COX-2) can regulate the uptake of AEA into cells. Levels of AEA synthetic and catabolic enzymes were determined by qPCR. AEA uptake and hydrolysis in DU145 and RAW264...
2017: PloS One
https://www.readbyqxmd.com/read/28906026/total-synthesis-and-biological-evaluation-of-spirotryprostatin-a-analogs
#15
Yangmin Ma, Chao Fan, Bin Jia, Pei Cheng, Jia Liu, Yuqiang Ma, Ke Qiao
Based on the spirotryprostatin A structure, a series of compounds belonging to spiro-indolyl diketopiperazine structural class were designed and synthesized, which embody an oxindole with an all-carbon quaternary stereocenter. The total synthesis can efficiently be accessed in a seven-step reaction sequence with 18-28% overall yield from commercially available materials, and a highly enantioselective 1,3-dipolar cycloaddition, N-acylation of the resulting stereochemically complex spiro[pyrrolidin-3,3'-oxindole]s core with Fmoc-L-pro-Cl and spontaneous ring closure upon N-deprotection were obtained...
September 14, 2017: Chirality
https://www.readbyqxmd.com/read/28905460/synthesis-of-acylborons-by-ozonolysis-of-alkenylboronates-preparation-of-an-enantioenriched-amino-acid-acylboronate
#16
Jumpei Taguchi, Toshiki Ikeda, Rina Takahashi, Ikuo Sasaki, Yasushi Ogasawara, Tohru Dairi, Naoya Kato, Yasunori Yamamoto, Jeffrey W Bode, Hajime Ito
A concise synthesis of acylborons was achieved by ozonolysis of alkenyl MIDA (N-methyliminodiacetic acid) boronates. This reaction exhibits excellent functional group tolerance and is applicable to various acyl MIDA boronates and potassium acyltrifluroborates (KATs) that could not be synthesized by previous methods. In addition, α-amino acylborons, which would be essential for peptide ligations, were prepared for the first time. The acylboron of L-alanine was obtained in high enantiopurity and found to be configurationally stable...
September 14, 2017: Angewandte Chemie
https://www.readbyqxmd.com/read/28905379/a-new-species-of-pomatoschistus-teleostei-gobiidae-the%C3%A2-mediterranean-s-smallest-marine-fish
#17
S Engin, D Seyhan
The new sand goby species Pomatoschistus nanus (Teleostei: Gobiidae) is described from the northern coast of the Levantine Sea (eastern Mediterranean Sea) based on both morphological and DNA barcoding data. The new species is the smallest fish in the Mediterranean Sea and may be distinguished from congeners by the following features: predorsal area, first dorsal-fin base and breast naked; δ-pore missing; anterior point of the suborbital row b not reaching level of posterior point of suborbital row d; slightly emarginated caudal fin and nape coloration pattern...
September 14, 2017: Journal of Fish Biology
https://www.readbyqxmd.com/read/28904371/acute-interaction-between-hydrocortisone-and-insulin-alters-the-plasma-metabolome-in-humans
#18
Mohammad A Alwashih, Roland H Stimson, Ruth Andrew, Brian R Walker, David G Watson
With the aim of identifying biomarkers of glucocorticoid action and their relationship with biomarkers of insulin action, metabolomic profiling was carried out in plasma samples from twenty healthy men who were administered either a low or medium dose insulin infusion (n = 10 each group). In addition, all subjects were given metyrapone (to inhibit adrenal cortisol secretion) + /- hydrocortisone (HC) in a randomised crossover design to produce low, medium and high glucocorticoid levels. The clearest effects of insulin were to reduce plasma levels of the branched chain amino acids (BCAs) leucine/isoleucine and their deaminated metabolites, and lowered free fatty acids and acylcarnitines...
September 13, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28900515/fluorocarbons-enhance-intracellular-delivery-of-short-stat3-sensors-and-enable-specific-imaging
#19
Valeriy Metelev, Surong Zhang, Shaokuan Zheng, Anand T N Kumar, Alexei Bogdanov
Short oligonucleotide sequences are now being widely investigated for their potential therapeutic properties. The modification of oligonucleotide termini with short fluorinated residues is capable of drastically altering their behavior in complex in vitro and in vivo systems, and thus may serve to greatly enhance their therapeutic potential. The main goals of our work were to explore: 1) how modification of STAT3 transcription factor-binding oligodeoxynucleotide (ODN) duplexes (ODND) with one or two short fluorocarbon (FC)-based residues would change their properties in vitro and in vivo, and if so, how this would affect their intracellular uptake by cancer cells, and 2) the ability of such modified ODND to form non-covalent complexes with FC-modified carrier macromolecule...
2017: Theranostics
https://www.readbyqxmd.com/read/28898260/hyperglycemia-related-advanced-glycation-end-products-is-associated-with-the-altered-phosphatidylcholine-metabolism-in-osteoarthritis-patients-with-diabetes
#20
Weidong Zhang, Edward W Randell, Guang Sun, Sergei Likhodii, Ming Liu, Andrew Furey, Guangju Zhai
To test whether type 2 diabetic patients have an elevated level of advanced glycation end-products (AGEs) and responsible for altered phosphatidylcholine metabolism, which we recently found to be associated with osteoarthritis (OA) and diabetes mellitus (DM), synovial fluid (SF) and plasma samples were collected from OA patients with and without DM. Hyperglycemia-related AGEs including methylglyoxal (MG), free methylglyoxal-derived hydroimidazolone (MG-H1), and protein bound N-(Carboxymethyl)lysine (CML) and N-(Carboxyethyl)lysine (CEL) levels were measured in both SF and plasma samples using liquid chromatography coupled tandem mass spectrometry methodology...
2017: PloS One
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