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dodecanoic acid

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https://www.readbyqxmd.com/read/29017530/customized-microscale-approach-for-optimizing-two-phase-bio-oxidations-of-alkanes-with-high-reproducibility
#1
Johannes F Kolmar, Oliver Thum, Frank Baganz
BACKGROUND: Numerous challenges remain to achieve industrially competitive space-time yields for bio-oxidations. The ability to rapidly screen bioconversion reactions for characterization and optimization is of major importance in bioprocess development and biocatalyst selection; studies at conventional lab scale are time consuming and labor intensive with low experimental throughput. The direct ω-oxyfunctionalization of aliphatic alkanes in a regio- and chemoselective manner is efficiently catalyzed by monooxygenases such as the AlkBGT enzyme complex from Pseudomonas putida under mild conditions...
October 10, 2017: Microbial Cell Factories
https://www.readbyqxmd.com/read/28919867/sulfated-cholecystokinin-8-promotes-cd36-mediated-fatty-acid-uptake-into-primary-mouse-duodenal-enterocytes
#2
Claire Demenis, John McLaughlin, Craig P Smith
Cholecystokinin (CCK) is an archetypal incretin hormone secreted by intestinal enteroendocrine cells (EEC) in response to ingested nutrients. The aim of this study was to determine whether CCK modulates enterocyte fatty acid uptake by primary mouse duodenal cells. Exposure of primary mouse duodenal cells to 10 pM sulfated CCK-8 caused a two fold increase in dodecanoic acid fatty acid (FA) uptake. The selective CCK A receptor antagonist loxiglumide (100 μM) completely abolished the CCK-8 induced FA uptake. The CD36 fatty acid translocase-specific inhibitor sulfo-N-succinimidyl oleate (1 μM) also completely inhibited CCK-8 induced FA uptake, as did treatment with 200 μM phloretin...
2017: Frontiers in Physiology
https://www.readbyqxmd.com/read/28891327/composition-of-the-oily-compounds-phytochemical-screening-and-biological-activity-of-different-aerial-parts-of-smirnovia-turkestana-bunge
#3
Maryam Akhbari, Mahdi Yaghoobei, Sepideh Hamedi
In the present study, chemical composition of the oily compounds isolated from different parts of Smirnovia turkestana (Kashan, central Iran) using n-hexane was determined for the first time. GC-MS analysis revealed that dodecanoic acid, trans-β-ionone and methyl palmitate are the major components of leaves extract. Trans-β-ionone and hexadodecanoic acid were also, identified as the major compounds of flowers extract. Heptacosane, trans-β-ionone and vitamin E acetate were the main components of fruits. Phytochemical screening of the methanol extract proved the presence of alkaloids, anthraquinones, flavonoids and anthocyanin in the leaves, flowers and fruits of S...
September 10, 2017: Natural Product Research
https://www.readbyqxmd.com/read/28873053/c-elegans-avoids-toxin-producing-streptomyces-using-a-seven-transmembrane-domain-chemosensory-receptor
#4
Alan Tran, Angelina Tang, Colleen T O'Loughlin, Anthony Balistreri, Eric Chang, Doris Coto Villa, Joy Li, Aruna Varshney, Vanessa Jimenez, Jacqueline Pyle, Bryan Tsujimoto, Christopher Wellbrook, Christopher Vargas, Alex Duong, Nebat Ali, Sarah Y Matthews, Samantha Levinson, Sarah Woldemariam, Sami Khuri, Martina Bremer, Daryl K Eggers, Noelle L'Etoile, Laura C Miller Conrad, Miri K VanHoven
Predators and prey co-evolve, each maximizing their own fitness, but the effects of predator-prey interactions on cellular and molecular machinery are poorly understood. Here, we study this process using the predator Caenorhabditis elegans and the bacterial prey Streptomyces, which have evolved a powerful defense: the production of nematicides. We demonstrate that upon exposure to Streptomyces at their head or tail, nematodes display an escape response that is mediated by bacterially produced cues. Avoidance requires a predicted G-protein-coupled receptor, SRB-6, which is expressed in five types of amphid and phasmid chemosensory neurons...
September 5, 2017: ELife
https://www.readbyqxmd.com/read/28794998/identification-of-lipolytic-enzymes-isolated-from-bacteria-indigenous-to-eucalyptus-wood-species-for-application-in-the-pulping-industry
#5
L Ramnath, B Sithole, R Govinden
This study highlights the importance of determining substrate specificity at variable experimental conditions. Lipases and esterases were isolated from microorganisms cultivated from Eucalyptus wood species and then concentrated (cellulases removed) and characterized. Phenol red agar plates supplemented with 1% olive oil or tributyrin was ascertained to be the most favourable method of screening for lipolytic activity. Lipolytic activity of the various enzymes were highest at 45-61 U/ml at the optimum temperature and pH of between at 30-35 °C and pH 4-5, respectively...
September 2017: Biotechnology Reports
https://www.readbyqxmd.com/read/28756564/production-of-dodecanedioic-acid-via-biotransformation-of-low-cost-plant-oil-derivatives-using-candida-tropicalis
#6
Irina Funk, Nina Rimmel, Christoph Schorsch, Volker Sieber, Jochen Schmid
Dodecanedioic acid (DDA) is highly useful to the chemical industry as a versatile precursor for producing the polyamide nylon-6,12, which is used for many technical applications, such as heat and chemical-resistant sheaths. However, DDA synthesis has several drawbacks, such as high energy input and cost-intensive removal of by-products. Therefore, alternative bio-based production routes are required due to increasing industrial demand for green chemicals and renewable products. Candida tropicalis converts petrochemical-based n-dodecanes to the corresponding dicarboxylic acids by targeted functionalization...
July 29, 2017: Journal of Industrial Microbiology & Biotechnology
https://www.readbyqxmd.com/read/28741242/the-weakening-effect-of-soluble-epoxide-hydrolase-inhibitor-auda-on-febrile-response-to-lipopolysaccharide-and-turpentine-in-rat
#7
Jakub Piotrowski, Tomasz Jędrzejewski, Małgorzata Pawlikowska, Agata Joanna Pacuła, Jacek Ścianowski, Wiesław Kozak
A still growing body of evidence suggests the importance of epoxyeicosatrienoic acids (EETs) in the regulation of inflammatory response; therefore, drugs that stabilize their levels by targeting the soluble epoxide hydrolase (sEH), an enzyme responsible for their metabolism, are currently under investigation. The effect of sEH inhibitors on molecular components of fever mechanism, i.e., on synthesis of pro-inflammatory cytokines or prostaglandins, has been repeatedly proven; however, the hypothesis that sEH inhibitors affect febrile response has never been tested...
November 2017: Journal of Physiology and Biochemistry
https://www.readbyqxmd.com/read/28676893/immobilization-of-rhizomucor-miehei-lipase-on-a-polymeric-film-for-synthesis-of-important-fatty-acid-esters-kinetics-and-application-studies
#8
Vivek C Badgujar, Kirtikumar C Badgujar, Pravin M Yeole, Bhalchandra M Bhanage
The present work deals with the designing of biocompatible hybrid blend of cellulosic copolymers made of hydroxypropyl methylcellulose (HMC) and chitosan (CHI) for immobilization of Rhizomucor miehei lipase (RML), in order to construct the robust biocatalytic system to synthesize industrially important dodecanoate compounds (fatty acid esters). The present biocatalyst HMC:CHI:RML was characterized in detail by various physical and biochemical methods and subsequently applied for the synthesis of fatty acid esters...
July 4, 2017: Bioprocess and Biosystems Engineering
https://www.readbyqxmd.com/read/28571316/co-assembly-of-peptide-amphiphiles-and-lipids-into-supramolecular-nanostructures-driven-by-anion-%C3%AF-interactions
#9
Zhilin Yu, Aykut Erbas, Faifan Tantakitti, Liam C Palmer, Joshua A Jackman, Monica Olvera de la Cruz, Nam-Joon Cho, Samuel I Stupp
Co-assembly of binary systems driven by specific non-covalent interactions can greatly expand the structural and functional space of supramolecular nanostructures. We report here on the self-assembly of peptide amphiphiles and fatty acids driven primarily by anion-π interactions. The peptide sequences investigated were functionalized with a perfluorinated phenylalanine residue to promote anion-π interactions with carboxylate headgroups in fatty acids. These interactions were verified here by NMR and circular dichroism experiments as well as investigated using atomistic simulations...
June 1, 2017: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/28567033/detection-of-androgenic-mutagenic-compounds-and-potential-autochthonous-bacterial-communities-during-in-situ-bioremediation-of-post-methanated-distillery-sludge
#10
Ram Chandra, Vineet Kumar
Sugarcane-molasses-based post-methanated distillery waste is well known for its toxicity, causing adverse effects on aquatic flora and fauna. Here, it has been demonstrated that there is an abundant mixture of androgenic and mutagenic compounds both in distillery sludge and leachate. Gas chromatography-mass spectrometry (GC-MS) analysis showed dodecanoic acid, octadecanoic acid, n-pentadecanoic acid, hexadecanoic acid, β-sitosterol, stigmasterol, β-sitosterol trimethyl ether, heptacosane, dotriacontane, lanosta-8, 24-dien-3-one, 1-methylene-3-methyl butanol, 1-phenyl-1-propanol, 5-methyl-2-(1-methylethyl) cyclohexanol, and 2-ethylthio-10-hydroxy-9-methoxy-1,4 anthraquinone as major organic pollutants along with heavy metals (all mg kg(-1)): Fe (2403), Zn (210...
2017: Frontiers in Microbiology
https://www.readbyqxmd.com/read/28532626/single-nucleotide-polymorphisms-of-abcc2-modulate-renal-secretion-of-endogenous-organic-anions
#11
COMPARATIVE STUDY
Kienana Muhrez, Bérenger Largeau, Patrick Emond, Frédéric Montigny, Jean-Michel Halimi, Patrick Trouillas, Chantal Barin-Le Guellec
The ATP-binding cassette family transporter MRP2 (multidrug resistance-associated protein 2), encoded by the ABCC2 gene, is involved in the renal excretion of numerous xenobiotics and it is likely that it also transports many endogenous molecules arising from not only normal essential metabolic processes but also from environmental toxins or food intake. We used a targeted gas chromatography-mass spectrometry metabolomics analysis to study whether endogenous organic anions are differentially excreted in urines of healthy volunteers according to their genotype for three functional single nucleotide polymorphisms (SNPs) in ABCC2...
September 15, 2017: Biochemical Pharmacology
https://www.readbyqxmd.com/read/28501790/obesity-aggravates-toxic-effect-of-bpa-on-spermatogenesis
#12
Weiyue Hu, Tianyu Dong, Lingling Wang, Quanquan Guan, Ling Song, Daozhen Chen, Zuomin Zhou, Minjian Chen, Yankai Xia, Xinru Wang
Both bisphenol A (BPA) and obesity affect male reproductive system. However, whether there is an interaction between them remains poorly understood. The aim of the present study was to evaluate the interaction between BPA exposure and obesity on semen quality and elucidate the mechanism in humans and animals. We firstly analyzed the interaction on semen volume, sperm count per ejaculate, sperm concentration and sperm motility in 357 men, and found that urinary BPA concentration was significantly correlated with sperm count per ejaculate in obese men (β=-34...
August 2017: Environment International
https://www.readbyqxmd.com/read/28370710/probing-skin-physiology-through-the-volatile-footprint-discriminating-volatile-emissions-before-and-after-acute-barrier-disruption
#13
Emer Duffy, Matthew R Jacobs, Brian Kirby, Aoife Morrin
Volatile organic compounds emitted by human skin were sampled before and after acute barrier disruption of the volar forearm to investigate the significance of this approach to skin physiology research. A small wearable housing integrating a solid-phase micro-extraction fibre permitting rapid enclosed headspace sampling of human skin volatiles is presented, enabling non-invasive sample collection in 15 minutes, in a comfortable wearable format. Gas chromatography-mass spectrometry was utilised to separate and identify the volatile metabolites...
March 31, 2017: Experimental Dermatology
https://www.readbyqxmd.com/read/28264464/chemical-composition-in-vitro-antimicrobial-free-radical-scavenging-and-antioxidant-activities-of-the-essential-oil-of-leucas-inflata-benth
#14
Ramzi A Mothana, Omar M Noman, Ebtesam S Al-Sheddi, Jamal M Khaled, Mansour S Al-Said, Adnan J Al-Rehaily
The essential oil of Leucas inflata Balf.f. (Lamiaceae), collected in Yemen, was analyzed using gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS) techniques. Forty-three components were recognized, representing 89.2% of the total oil. The L. inflata volatile oil was found to contain a high percentage of aliphatic acids (51.1%). Hexadecanoic acid (32.8%) and n-dodecanoic acid (7.8%) were identified as the major compounds. Oxygenated monoterpenes were distinguished as the second significant group of constituents (16...
February 27, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28251439/plant-volatiles-increase-sex-pheromone-attraction-of-holotrichia-parallela-coleoptera-scarabaeoidea
#15
Qian Ju, Xiao-Qiang Guo, Xiao Li, Xiao-Jing Jiang, Xiang-Guo Jiang, Wan-Li Ni, Ming-Jing Qu
Holotrichia parallela (Coleoptera: Scarabaeoidea) is a notorious pest of many crops. To improve the effectiveness of its female-produced sex pheromone (L-isoleucine methyl ester:(R)-(-)-linalool = 6:1), 14 plant volatiles, including dodecanoic acid, dodecanal, farnesol, α-farnesene, (Z)-3-hexen-1-ol, (E)-2-hexen-1-ol, (Z)-3-hexenyl acetate, (E)-2-hexenyl acetate, (R)-(+)-limonene, α-phellandrene, α-pinene, ocimene, methyl benzoate, and benzaldehyde, were individually evaluated using electroantennography and olfactometer assays...
March 2017: Journal of Chemical Ecology
https://www.readbyqxmd.com/read/28211329/first-report-of-perfluoroalkyl-substances-in-south-african-odonata
#16
Velesia Lesch, Hindrik Bouwman, Ayako Kinoshita, Yasuyuki Shibata
Perfluorinated substances are global and ubiquitous pollutants. However, very little is known about these substances in invertebrates, and even less in terrestrial invertebrates in particular. We analysed adult male dragonflies from six sites in South Africa for perfluoroalkyl substances (PFASs), including perfluorooctanesulfonic acid (PFOS), perfluorooctanoic acid (PFOA), perfluorononanoic acid (PFNA), perfluorodecanoic acid (PFDA), perfluro-n-undecanoic acid (PFUnA), perfluoro-n-dodecanoic acid (PFDoA), perfluorohexanoic acid (PFHxA), and perfluorohexane sulfonic acid (PFHxS)...
May 2017: Chemosphere
https://www.readbyqxmd.com/read/28130121/synthesis-and-structure-activity-studies-on-novel-analogs-of-human-growth-hormone-releasing-hormone-ghrh-with-enhanced-inhibitory-activities-on-tumor-growth
#17
Marta Zarandi, Renzhi Cai, Magdolna Kovacs, Petra Popovics, Luca Szalontay, Tengjiao Cui, Wei Sha, Miklos Jaszberenyi, Jozsef Varga, XianYang Zhang, Norman L Block, Ferenc G Rick, Gabor Halmos, Andrew V Schally
The syntheses and biological evaluations of new GHRH analogs of Miami (MIA) series with greatly increased anticancer activity are described. In the design and synthesis of these analogs, the following previous substitutions were conserved: D-Arg(2), Har(9), Abu(15), and Nle(27). Most new analogs had Ala at position 8. Since replacements of both Lys(12) and Lys(21) with Orn increased resistance against enzymatic degradation, these modifications were kept. The substitutions of Arg at both positions 11 and 20 by His were also conserved...
March 2017: Peptides
https://www.readbyqxmd.com/read/28122817/structural-and-biological-characteristics-of-different-forms-of-v-filiformis-lipid-a-use-of-ms-to-highlight-structural-discrepancies
#18
Aude Breton, Alexey Novikov, Richard Martin, Pierre Tissieres, Martine Caroff
Vitreoscilla filiformis is a Gram-negative bacterium isolated from spa waters and described for its beneficial effects on the skin. We characterized the detailed structure of its lipopolysaccharide (LPS) lipid A moiety, an active component of the bacterium that contributes to the observed skin activation properties. Two different batches differing in postculture cell recovery were tested. Chemical analyses and mass spectra, obtained before and after mild-alkali treatments, revealed that these lipids A share the common bisphosphorylated β-(1→6)-linked d-glucosamine disaccharide with hydroxydecanoic acid in an amide linkage...
March 2017: Journal of Lipid Research
https://www.readbyqxmd.com/read/27966642/epoxygenated-fatty-acids-inhibit-retinal-vascular-inflammation
#19
Megan E Capozzi, Sandra S Hammer, Gary W McCollum, John S Penn
The objective of the present study was to assess the effect of elevating epoxygenated fatty acids on retinal vascular inflammation. To stimulate inflammation we utilized TNFα, a potent pro-inflammatory mediator that is elevated in the serum and vitreous of diabetic patients. In TNFα-stimulated primary human retinal microvascular endothelial cells, total levels of epoxyeicosatrienoic acids (EETs), but not epoxydocosapentaenoic acids (EDPs), were significantly decreased. Exogenous addition of 11,12-EET or 19,20-EDP when combined with 12-(3-adamantane-1-yl-ureido)-dodecanoic acid (AUDA), an inhibitor of epoxide hydrolysis, inhibited VCAM-1 and ICAM-1 expression and protein levels; conversely the diol product of 19,20-EDP hydrolysis, 19,20-DHDP, induced VCAM1 and ICAM1 expression...
December 14, 2016: Scientific Reports
https://www.readbyqxmd.com/read/27904937/separation-of-cyclic-lipopeptide-puwainaphycins-from-cyanobacteria-by-countercurrent-chromatography-combined-with-polymeric-resins-and-hplc
#20
José Cheel, Petra Urajová, Jan Hájek, Pavel Hrouzek, Marek Kuzma, Elodie Bouju, Karine Faure, Jiří Kopecký
Puwainaphycins are a recently described group of β-amino fatty acid cyclic lipopeptides of cyanobacterial origin that possess interesting biological activities. Therefore, the development of an efficient method for their isolation from natural sources is necessary. Following the consecutive adsorption of the crude extract on Amberlite XAD-16 and XAD-7 resins, countercurrent chromatography (CCC) was applied to separate seven puwainaphycin variants from a soil cyanobacterium (Cylindrospermum alatosporum CCALA 988)...
November 30, 2016: Analytical and Bioanalytical Chemistry
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