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1

Letto, Joan, John T. Brosnan, and Margaret E. Brosnan. "Oxidation of 2-oxoisocaproate and 2-oxoisovalerate by the perfused rat heart. Interactions with fatty acid oxidation." Biochemistry and Cell Biology 68, no. 1 (1990): 260–65. http://dx.doi.org/10.1139/o90-036.

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The interactions between fatty acid oxidation and the oxidation of the 2-oxo acids of the branched chain amino acids were studied in the isolated Langendorff-perfused heart. 2-Oxoisocaproate inhibited the oxidation of oleate, but 2-oxoisovalerate and 2-oxo-3-methylvalerate did not. This difference was not attributable to the magnitude of the flux through the branched chain 2-oxo acid dehydrogenase, which was slightly higher with 2-oxoisovalerate than with 2-oxoisocaproate. Oxidation of 2-oxoisocaproate in the perfused heart was virtually complete, since more than 80% of the isovaleryl-CoA form
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2

Zhu, Changjin, Takaaki Ohashi, Tatsuya Morimoto, et al. "Synthesis of Phospholipids Bearing a Conjugated Oxo-polyunsaturated Fatty Acid Residue." Journal of Chemical Research 23, no. 8 (1999): 500–501. http://dx.doi.org/10.1177/174751989902300823.

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2-(15′-Oxo-5’,8’,11’,13′-eicosatetraenoyl)-1-stearoyl- sn-glycerol(3)phosphocholine (APC-CO) 1 and 2 and 2-(13′-oxo-9’,11′-octadecadienoyl)-1-stearoyl- sn-glycero(3)phosphocholine (LPC-CO) 3 are synthesized and an analytical system established for the determination of geometrical isomers at the 13’ position of APC-CO.
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3

Teichert, Axel, Tilo Lübken, Jürgen Schmidt, Andrea Porzel, Norbert Arnold, and Ludger Wessjohann. "Unusual Bioactive 4-Oxo-2-alkenoic Fatty Acids from Hygrophorus eburneus." Zeitschrift für Naturforschung B 60, no. 1 (2005): 25–32. http://dx.doi.org/10.1515/znb-2005-0105.

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From fruit bodies of the basidiomycete Hygrophorus eburneus (Bull.: Fr.) Fr. (Tricholomataceae) eight fatty acids (C16, C18) with γ -oxocrotonate partial structure could be isolated. Initial tests demonstrate their bactericidal and fungicidal activity. The structures of (2E,9E)-4-oxooctadeca- 2,9,17-trienoic acid (1), (2E,11Z)-4-oxooctadeca-2,11,17-trienoic acid (2), (E)-4-oxohexadeca-2,15- dienoic acid (3), (E)-4-oxooctadeca-2,17-dienoic acid (4), (2E,9E)-4-oxooctadeca-2,9-dienoic acid (5), (2E,11Z)-4-oxooctadeca-2,11-dienoic acid (6), (E)-4-oxohexadec-2-enoic acid (7), and (E)-4- oxooctadec-
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4

Banaszczak, Marcin, Dominika Maciejewska, Arleta Drozd, et al. "5-Lipooxygenase Derivatives as Serum Biomarkers of a Successful Dietary Intervention in Patients with NonAlcoholic Fatty Liver Disease." Medicina 56, no. 2 (2020): 58. http://dx.doi.org/10.3390/medicina56020058.

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Background: It was previously shown that a bodyweight reduction among patients with nonalcoholic fatty liver (NAFLD) was connected to the lower concentration of arachidonic and linoleic acid derivatives in their blood. We hypothesized that the concentration of these lipids was correlated with the extent of their body mass reduction and, thus, liver steatosis. Methods: We analyzed 68 individuals who completed the dietary intervention. Patients were divided into two groups depending on their body mass reduction (more or less than 7%). Before and after the dietary intervention, all patients had t
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5

Abou-ElWafa, Ghada S. E., Mohamed Shaaban, Khaled A. Shaaban, Mohamed E. E. El-Naggar, and Hartmut Laatsch. "Three New Unsaturated Fatty Acids from the Marine Green Alga Ulva fasciata Delile." Zeitschrift für Naturforschung B 64, no. 10 (2009): 1199–207. http://dx.doi.org/10.1515/znb-2009-1014.

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From the dichloromethane extract of the marine green alga Ulva fasciata Delile, collected from the Mediterranean coast of Egypt, three new fatty acids, namely, (E)-11-oxo-octadeca-12-enoic acid (1a), (E)-11-hydroxy-octadeca-12-enoic acid (2a) and 6-hydroxy-oct-7-enoic acid (3a) together with cholesterol were isolated. Analysis of the unpolar part of the extract using GC-MS detected the existence of further ten compounds, namely, dimethylsulfoxide, dimethylsulfone, phenylacetamide, 6,10,14-trimethyl-pentadecan-2-one, 8-heptadecene, dodecane, tridecane, 4-oxo-pentanoic acid, hexadecanoic acid, a
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6

Kokotou, Maroula G., Charikleia S. Batsika, Christiana Mantzourani, and George Kokotos. "Free Saturated Oxo Fatty Acids (SOFAs) and Ricinoleic Acid in Milk Determined by a Liquid Chromatography-High-Resolution Mass Spectrometry (LC-HRMS) Method." Metabolites 11, no. 1 (2021): 46. http://dx.doi.org/10.3390/metabo11010046.

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Oxidized saturated fatty acids, containing a hydroxyl or an oxo functionality, have attracted little attention so far. Recent studies have shown that saturated hydroxy fatty acids, which exhibit cancer cell growth inhibition and may suppress β-cell apoptosis, are present in milk. Herein, we present the application of a liquid chromatography-high-resolution mass spectrometry (LC-HRMS) method for the detection and quantification of various saturated oxo fatty acids (SOFAs) previously unrecognized in milk. This robust and rapid analytical method, which involves simple sample preparation and a sin
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7

Kokotou, Maroula G., Charikleia S. Batsika, Christiana Mantzourani, and George Kokotos. "Free Saturated Oxo Fatty Acids (SOFAs) and Ricinoleic Acid in Milk Determined by a Liquid Chromatography-High-Resolution Mass Spectrometry (LC-HRMS) Method." Metabolites 11, no. 1 (2021): 46. http://dx.doi.org/10.3390/metabo11010046.

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Oxidized saturated fatty acids, containing a hydroxyl or an oxo functionality, have attracted little attention so far. Recent studies have shown that saturated hydroxy fatty acids, which exhibit cancer cell growth inhibition and may suppress β-cell apoptosis, are present in milk. Herein, we present the application of a liquid chromatography-high-resolution mass spectrometry (LC-HRMS) method for the detection and quantification of various saturated oxo fatty acids (SOFAs) previously unrecognized in milk. This robust and rapid analytical method, which involves simple sample preparation and a sin
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8

Tooker, John F., and Consuelo M. De Moraes. "A Gall-Inducing Caterpillar Species Increases Essential Fatty Acid Content of Its Host Plant Without Concomitant Increases in Phytohormone Levels." Molecular Plant-Microbe Interactions® 22, no. 5 (2009): 551–59. http://dx.doi.org/10.1094/mpmi-22-5-0551.

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Gall-inducing insects are accomplished plant parasites that can profoundly influence host-plant physiology. We recently reported that the caterpillar Gnorimoschema gallaesolidaginis failed to significantly alter emissions of host-plant volatiles that often recruit natural enemies of insect herbivores, and demonstrated that a caterpillar species feeding on linolenate-deficient plant tissues avoids inducing some of the indirect defenses of its host plant. Here, we investigate whether absence of volatile responses to the galler G. gallaesolidaginis could similarly be explained by a lack of linole
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9

Kumari, Rashmi, Gopal Rao Mallavarapu, Vinod Kumar Jain, and Sushil Kumar. "Chemical Composition of the Fatty Oils of the Seeds of Cleome Viscosa Accessions." Natural Product Communications 7, no. 10 (2012): 1934578X1200701. http://dx.doi.org/10.1177/1934578x1200701029.

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Fatty oils of the seeds of Cleome viscosa accessions from Delhi, Jaipur, Faridabad, Surajkund and Hyderabad were methylated and analyzed by GC and GC-MS. The major fatty acids, identified as their methyl esters, of the oils from these five locations were palmitic acid (10.2-13.4%), stearic acid (7.2-10.2%), oleic acid (16.9-27.1%) and linoleic acid (47.0-61.1%). In addition, palmitoleic acid, octadec-(11 E)-enoicacid, arachidic acid, eicosa-(11 Z)-enoic acid, linolenic acid, heneicosanoic acid, behenic acid, lignoceric acid, pentacosanoic acid, hexacosanoic acid, 12-oxo-stearic acid, and the a
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10

Toporkova, Yana Y., Elena O. Smirnova, Natalia V. Lantsova, Lucia S. Mukhtarova, and Alexander N. Grechkin. "Detection of the First Epoxyalcohol Synthase/Allene Oxide Synthase (CYP74 Clan) in the Lancelet (Branchiostoma belcheri, Chordata)." International Journal of Molecular Sciences 22, no. 9 (2021): 4737. http://dx.doi.org/10.3390/ijms22094737.

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The CYP74 clan cytochromes (P450) are key enzymes of oxidative metabolism of polyunsaturated fatty acids in plants, some Proteobacteria, brown and green algae, and Metazoa. The CYP74 enzymes, including the allene oxide synthases (AOSs), hydroperoxide lyases, divinyl ether synthases, and epoxyalcohol synthases (EASs) transform the fatty acid hydroperoxides to bioactive oxylipins. A novel CYP74 clan enzyme CYP440A18 of the Asian (Belcher’s) lancelet (Branchiostoma belcheri, Chordata) was biochemically characterized in the present work. The recombinant CYP440A18 enzyme was active towards all subs
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11

Gupta, Madan M., Ram K. Verma, and Anand Akhila. "Oxo acids and branched fatty acid esters from rhizomes of Costus speciosus." Phytochemistry 25, no. 8 (1986): 1899–902. http://dx.doi.org/10.1016/s0031-9422(00)81170-x.

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12

Cipollina, Chiara. "Endogenous Generation and Signaling Actions of Omega-3 Fatty Acid Electrophilic Derivatives." BioMed Research International 2015 (2015): 1–13. http://dx.doi.org/10.1155/2015/501792.

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Dietary omega-3 polyunsaturated fatty acids (PUFAs) are beneficial for a number of conditions ranging from cardiovascular disease to chronic airways disorders, neurodegeneration, and cancer. Growing evidence has shown that bioactive oxygenated derivatives are responsible for transducing these salutary effects. Electrophilic oxo-derivatives of omega-3 PUFAs represent a class of oxidized derivatives that can be generated via enzymatic and nonenzymatic pathways. Inflammation and oxidative stress favor the formation of these signaling species to promote the resolution of inflammation within a fine
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13

Jamal, Sajid, Ishtiaque Ahmad, Rajiv Agarwal, Mashood Ahmad, and Sheikh Mohammad Osman. "A novel oxo fatty acid in Plantago ovata seed oil." Phytochemistry 26, no. 11 (1987): 3067–69. http://dx.doi.org/10.1016/s0031-9422(00)84595-1.

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14

Sonesson, Anders, Erik Jantzen, Torill Tangen, and Ulrich Zähringer. "Lipopolysaccharides of Legionella erythra and Legionella oakridgensis." Canadian Journal of Microbiology 40, no. 8 (1994): 666–71. http://dx.doi.org/10.1139/m94-105.

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The chemical composition of lipopolysaccharides from Legionella erythra and Legionella oakridgensis was analysed. Sodium dodecyl sulfate polyacrylamide gel electrophoresis showed both lipopolysaccharides to have a smooth-type character. The polysaccharide part of both lipopolysaccharides contained D-mannose, D-glucose, D-glycero-D-mannoheptose, L-glycero-D-manno-heptose, 2-keto-3-deoxyoctonic acid, L-fucosamine, D-glucosamine, and glucosamine phosphate. In addition, L-rhamnose, glycerol phosphate, and glucose phosphate were identified in the polysaccharide part of L. erythra lipopolysaccharide
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15

Takigawa, Yuta, and Ichiro Koshiishi. "Catalytic Production of Oxo-fatty Acids by Lipoxygenases Is Mediated by the Radical–Radical Dismutation between Fatty Acid Alkoxyl Radicals and Fatty Acid Peroxyl Radicals in Fatty Acid Assembly." Chemical and Pharmaceutical Bulletin 68, no. 3 (2020): 258–64. http://dx.doi.org/10.1248/cpb.c19-00975.

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16

Richardson, Mark B., and Spencer J. Williams. "A practical synthesis of long-chain iso-fatty acids (iso-C12–C19) and related natural products." Beilstein Journal of Organic Chemistry 9 (September 4, 2013): 1807–12. http://dx.doi.org/10.3762/bjoc.9.210.

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A gram-scale synthesis of terminally-branched iso-fatty acids (iso-C12–C19) was developed commencing with methyl undec-10-enoate (methyl undecylenate) (for iso-C12–C14) or the C15and C16lactones pentadecanolide (for iso-C15–C17) and hexadecanolide (for iso-C18–C19). Central to the approaches outlined is the two-step construction of the terminal isopropyl group through addition of methylmagnesium bromide to the ester/lactones and selective reduction of the resulting tertiary alcohols. Thus, the C12, C17and C18iso-fatty acids were obtained in three steps from commercially-available starting mate
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17

Afaque, S., M. H. Ansari, M. S. Ahmad, and M. S. Siddiqui. "Synthesis of substituted fatty oxathiolanes and thioethers from an allylic oxo fatty acid ester." Journal of the American Oil Chemists' Society 66, no. 9 (1989): 1334–37. http://dx.doi.org/10.1007/bf03022758.

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18

Pham, Vuong Van, and Hong Khanh Dieu Nguyen. "STUDY ON CONVERSION OF VEGETABLE OIL DEODORIZER DISTILLATE TO BIODIESEL USING MESOPOROUS OXO-PHOSPHATED SULFATED ZIRCONIA." Vietnam Journal of Science and Technology 55, no. 1 (2017): 44. http://dx.doi.org/10.15625/0866-708x/55/1/8116.

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Mesoporous oxo - phosphated sulfated zirconia (m-PSZ) were applied for converting vegetable oil deodorizer distillate to biodiesel in one-step reaction. The catalyst possessed mesopores, high surface area and strong acid sites while the feedstock contained mainly free fatty acids. Many investigations were established for finding the most suitable conditions of the biodiesel synthesis process.
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19

Brobst, Susan W., and Craig A. Townsend. "The potential role of fatty acid initiation in the biosynthesis of the fungal aromatic polyketide aflatoxin B1." Canadian Journal of Chemistry 72, no. 1 (1994): 200–207. http://dx.doi.org/10.1139/v94-031.

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Earlier work in this laboratory has shown the intact incorporation of [1-13C]hexanoate into averufin (1), a key intermediate in aflatoxin B1 biosynthesis. Parallel experiments with equimolar amounts of [1-13C]butyrate, [1-13C]-3-oxo-octanoate, and [1-13C]-5-oxo-hexanoate gave no detectable specific incorporation of heavy isotope but low and equivalent background incorporation comparable to [1-13C]acetate. Three of these potential intermediates in polyketide formation were reexamined as their corresponding N-acetylcysteamine (NAC) thioesters. The NAC thioester of [1-13C]hexanoic acid gave a rem
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20

Wagner-Döbler, Irene, Holger Rheims, Andreas Felske, et al. "Oceanibulbus indolifex gen. nov., sp. nov., a North Sea alphaproteobacterium that produces bioactive metabolites." International Journal of Systematic and Evolutionary Microbiology 54, no. 4 (2004): 1177–84. http://dx.doi.org/10.1099/ijs.0.02850-0.

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A water sample from the North Sea was used to isolate the abundant heterotrophic bacteria that are able to grow on complex marine media. Isolation was by serial dilution and spread plating. Phylogenetic analysis of nearly complete 16S rRNA gene sequences revealed that one of the strains, HEL-45T, had 97·4 % sequence similarity to Sulfitobacter mediterraneus and 96·5 % sequence similarity to Staleya guttiformis. Strain HEL-45T is a Gram-negative, non-motile rod and obligate aerobe and requires sodium and 1–7 % sea salts for growth. It contains storage granules and does not produce bacteriochlor
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21

Zhu, Changjin, Takaaki Ohashi, Tatsuya Morimoto, et al. "Synthesis of Phospholipids Bearing a Conjugated Oxo-polyunsaturated Fatty Acid Residue." Journal of Chemical Research, no. 8 (1999): 500–501. http://dx.doi.org/10.1039/a902084e.

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22

Zhou, Yi, Jonathan Behrendt, Andrew J. Sutherland, and Gareth Griffiths. "Synthetic molecular mimics of naturally occurring cyclopentenones exhibit antifungal activity towards pathogenic fungi." Microbiology 157, no. 12 (2011): 3435–45. http://dx.doi.org/10.1099/mic.0.052233-0.

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The naturally occurring reactive electrophilic species 12-oxo-phytodienoic acid (12-oxo-PDA) is a potent antifungal agent, whereas the plant growth regulator jasmonic acid, which is synthesized from 12-oxo-PDA, is ineffective. To address what structural features of the molecule endow it with antifungal activity, we synthesized a series of molecular mimics of 12-oxo-PDA varying in the length of the alkyl chain at its C-4 ring position. The octyl analogue (4-octyl cyclopentenone) was the most effective at suppressing spore germination and subsequent mycelial growth of a range of fungal pathogens
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23

Codde, James P., and Lawrence J. Beilin. "Dietary fish oil prevents dexamethasone induced hypertension in the rat." Clinical Science 69, no. 6 (1985): 691–99. http://dx.doi.org/10.1042/cs0690691.

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1. This study was designed to examine the effect of dexamethasone treatment on tissue and urinary prostanoids, and to determine whether inhibition of prostaglandin biosynthesis by manipulation of dietary fatty acids accelerates the development of glucocorticoid hypertension. 2. Forty-eight rats were placed on either a 2-series prostaglandin ‘inhibitory’ diet (cod liver oil/linseed oil) or a control diet of saturated fat for an initial period of 4 weeks. The groups were then divided into two so that half of each received dexamethasone in their drinking water (2.5 mg/1) for 1 week whilst continu
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24

CHILD, J. Christopher, та Peter M. SHOOLINGIN-JORDAN. "Inactivation of the polyketide synthase, 6-methylsalicylic acid synthase, by the specific modification of Cys-204 of the β-ketoacyl synthase by the fungal mycotoxin cerulenin". Biochemical Journal 330, № 2 (1998): 933–37. http://dx.doi.org/10.1042/bj3300933.

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Cerulenin, [(2S,3R)-2,3-epoxy-4-oxo-7,10-dodecadienoylamide], a mycotoxin produced by Cephalosporium caerulens, irreversibly inactivated 6-methylsalicylic acid synthase from Penicillium patulum. A combination of radiolabelling studies with [3H]cerulenin, proteolytic and chemical digestion and N-terminal sequencing of labelled peptides indicated that the site of cerulenin modification is the highly reactive substrate-binding Cys-204 of the β-ketoacyl synthase enzyme component. The thiol-specific inhibitor, iodoacetamide, was also shown to alkylate this residue. These findings are analogous with
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25

Zhu, Changjin, Takaaki Ohashi, Tatsuya Morimoto, et al. "ChemInform Abstract: Synthesis of Phospholipids Bearing a Conjugated Oxo-polyunsaturated Fatty Acid Residue." ChemInform 30, no. 51 (2010): no. http://dx.doi.org/10.1002/chin.199951217.

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26

van Nuland, Youri M., Gerrit Eggink та Ruud A. Weusthuis. "Application of AlkBGT and AlkL from Pseudomonas putida GPo1 for Selective Alkyl Ester ω-Oxyfunctionalization in Escherichia coli". Applied and Environmental Microbiology 82, № 13 (2016): 3801–7. http://dx.doi.org/10.1128/aem.00822-16.

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ABSTRACTThe enzyme system AlkBGT fromPseudomonas putidaGPo1 can efficiently ω-functionalize fatty acid methyl esters. Outer membrane protein AlkL boosts this ω-functionalization. In this report, it is shown that whole cells ofEscherichia coliexpressing the AlkBGT system can also ω-oxidize ethyl nonanoate (NAEE). Coexpression of AlkBGT and AlkL resulted in 1.7-fold-higher ω-oxidation activity on NAEE. With this strain, initial activity on NAEE was 70 U/g (dry weight) of cells (gcdw), 67% of the initial activity on methyl nonanoate. In time-lapse conversions with 5 mM NAEE the main product was 9
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27

Christensen, Shawn A., Alisa Huffaker, Fatma Kaplan, et al. "Maize death acids, 9-lipoxygenase–derived cyclopente(a)nones, display activity as cytotoxic phytoalexins and transcriptional mediators." Proceedings of the National Academy of Sciences 112, no. 36 (2015): 11407–12. http://dx.doi.org/10.1073/pnas.1511131112.

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Plant damage promotes the interaction of lipoxygenases (LOXs) with fatty acids yielding 9-hydroperoxides, 13-hydroperoxides, and complex arrays of oxylipins. The action of 13-LOX on linolenic acid enables production of 12-oxo-phytodienoic acid (12-OPDA) and its downstream products, termed “jasmonates.” As signals, jasmonates have related yet distinct roles in the regulation of plant resistance against insect and pathogen attack. A similar pathway involving 9-LOX activity on linolenic and linoleic acid leads to the 12-OPDA positional isomer, 10-oxo-11-phytodienoic acid (10-OPDA) and 10-oxo-11-p
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28

Nishimaki-Mogami, T., A. Takahashi, and Y. Hayashi. "Activation of a peroxisome-proliferating catabolite of cholic acid to its CoA ester." Biochemical Journal 296, no. 1 (1993): 265–70. http://dx.doi.org/10.1042/bj2960265.

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We have shown that a microbial cholic acid catabolite (4R)-4-(2,3,4,6,6a beta,7,8,9,9a alpha,9b beta-decahydro-6a beta-methyl-3-oxo- 1H-cyclopenta[f]quinolin-7 beta-yl)valeric acid (DCQVA), is a potent peroxisome proliferator. In this paper a possible key stage in DCQVA metabolism, the activation of DCQVA to its CoA ester, has been investigated in rat liver microsomes and particulate fractions. The microsomal reaction was dependent on CoA, ATP, DCQVA (0.2-1 mM) and protein content. The reaction was decreased by storage at 4 degrees C, preincubation of microsomes at 37 degrees C for 5 min, or i
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29

Lee, Byung Chul, Dong Hyun Kim, Iljung Lee, et al. "16-Cyclopentadienyl Tricarbonyl99mTc 16-Oxo-hexadecanoic Acid: Synthesis and Evaluation of Fatty Acid Metabolism in Mouse Myocardium†." Journal of Medicinal Chemistry 51, no. 12 (2008): 3630–34. http://dx.doi.org/10.1021/jm800049h.

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30

Matsushita, Yoh-ichi, Kazuhiro Sugamoto, Tsuyoshi Nakama, Takanao Matsui, Yoshiki Hayashi, and Kazuo Uenakai. "Enantioselective syntheses of 10-oxo-11(E)-octadecen-13-olide and related fatty acid." Tetrahedron Letters 38, no. 34 (1997): 6055–58. http://dx.doi.org/10.1016/s0040-4039(97)01359-2.

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31

Grun, Christoph, Susanne Berger, Daniel Matthes, and Martin J. Mueller. "Early accumulation of non-enzymatically synthesised oxylipins in Arabidopsis thaliana after infection with Pseudomonas syringae." Functional Plant Biology 34, no. 1 (2007): 65. http://dx.doi.org/10.1071/fp06205.

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The formation of non-enzymatic oxylipins is catalysed by reactive oxygen species. Reactive oxygen species are produced in response to pathogen attack. In this study, the accumulation of non-enzymatically formed hydroxy fatty acids and F1-phytoprostanes in leaves of Arabidopsis thaliana (L.) Heyhn upon infection with Pseudomonas syringae was investigated and compared with the accumulation of the enzymatically formed oxylipins jasmonic acid and 12-oxo-phytodienoic acid. Levels of all oxylipins increased after infection with a virulent and with an avirulent strain of P. syringae. Inoculation of t
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32

Nilsson, Anders K., Per Fahlberg, Mats Ellerström, and Mats X. Andersson. "Oxo-phytodienoic acid (OPDA) is formed on fatty acids esterified to galactolipids after tissue disruption inArabidopsis thaliana." FEBS Letters 586, no. 16 (2012): 2483–87. http://dx.doi.org/10.1016/j.febslet.2012.06.010.

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33

Yang, Dengfeng, Takahiro Mori, Takashi Matsui, et al. "Expression, purification and crystallization of a fungal type III polyketide synthase that produces the csypyrones." Acta Crystallographica Section F Structural Biology Communications 70, no. 6 (2014): 730–33. http://dx.doi.org/10.1107/s2053230x14008516.

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CsyB fromAspergillus oryzaeis a novel type III polyketide synthase that catalyzes the formation of csypyrone B1 [4-(3-acetyl-4-hydroxy-2-oxo-2H-pyran-6-yl)butyric acid] from fatty acyl-CoA, malonyl-CoA and acetoacetyl-CoA. Recombinant CsyB expressed inEscherichia coliwas crystallized by the sitting-drop vapour-diffusion method. The crystals belonged to spaceP21, with unit-cell parametersa= 70.0,b= 104.8,c= 73.5 Å, β = 114.4°.
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34

Kotlega, Dariusz, Agnieszka Zembron-Lacny, Monika Golab-Janowska, Przemyslaw Nowacki, and Malgorzata Szczuko. "The Association of Free Fatty Acids and Eicosanoids with the Severity of Depressive Symptoms in Stroke Patients." International Journal of Molecular Sciences 21, no. 15 (2020): 5220. http://dx.doi.org/10.3390/ijms21155220.

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The study was designed to demonstrate the relationship of free fatty acids (FFAs) and eicosanoids levels with the severity of depressive symptoms in stroke. The ischemic stroke patients (n = 74) were included in the prospective study. The risk of depression was evaluated by the Beck Depression Inventory-II (BDI-II) 7 days and 6 months after the stroke onset. FFAs and inflammatory metabolites were determined by gas chromatography and liquid chromatography. In the acute phase of stroke, BDI-II and FFAs inversely correlated with C13:0 tridecanoic acid, C15:1 cis-10-pentadecanoid acid, C17:1 cis-1
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Kwa, Faith A., Nabeela K. Dulull, Ute Roessner, Daniel A. Dias, and Thusitha W. Rupasinghe. "Lipidomics reveal the protective effects of a vegetable-derived isothiocyanate against retinal degeneration." F1000Research 8 (July 12, 2019): 1067. http://dx.doi.org/10.12688/f1000research.19598.1.

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Background: Age-related macular degeneration (AMD) is a leading cause of blindness in the ageing population. Without effective treatment strategies that can prevent disease progression, there is an urgent need for novel therapeutic interventions to reduce the burden of vision loss and improve patients’ quality of life. Dysfunctional innate immune responses to oxidative stress observed in AMD can be caused by the formation of oxidised lipids, whilst polyunsaturated fatty acids have shown to increase the risk of AMD and disease progression in affected individuals. Previously, our laboratory has
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Kwa, Faith A., Nabeela K. Dulull, Ute Roessner, Daniel A. Dias, and Thusitha W. Rupasinghe. "Lipidomics reveal the protective effects of a vegetable-derived isothiocyanate against retinal degeneration." F1000Research 8 (October 16, 2019): 1067. http://dx.doi.org/10.12688/f1000research.19598.2.

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Background: Age-related macular degeneration (AMD) is a leading cause of blindness in the ageing population. Without effective treatment strategies that can prevent disease progression, there is an urgent need for novel therapeutic interventions to reduce the burden of vision loss and improve patients’ quality of life. Dysfunctional innate immune responses to oxidative stress observed in AMD can be caused by the formation of oxidised lipids, whilst polyunsaturated fatty acids have shown to increase the risk of AMD and disease progression in affected individuals. Previously, our laboratory has
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37

Kwa, Faith A., Nabeela K. Dulull, Ute Roessner, Daniel A. Dias, and Thusitha W. Rupasinghe. "Lipidomics reveal the protective effects of a vegetable-derived isothiocyanate against retinal degeneration." F1000Research 8 (February 20, 2020): 1067. http://dx.doi.org/10.12688/f1000research.19598.3.

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Background: Age-related macular degeneration (AMD) is a leading cause of blindness in the ageing population. Without effective treatment strategies that can prevent disease progression, there is an urgent need for novel therapeutic interventions to reduce the burden of vision loss and improve patients’ quality of life. Dysfunctional innate immune responses to oxidative stress observed in AMD can be caused by the formation of oxidised lipids, whilst polyunsaturated fatty acids have shown to increase the risk of AMD and disease progression in affected individuals. Previously, our laboratory has
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38

Kwa, Faith A., Nabeela K. Dulull, Ute Roessner, Daniel A. Dias, and Thusitha W. Rupasinghe. "Lipidomics reveal the protective effects of a vegetable-derived isothiocyanate against retinal degeneration." F1000Research 8 (August 4, 2020): 1067. http://dx.doi.org/10.12688/f1000research.19598.4.

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Background: Age-related macular degeneration (AMD) is a leading cause of blindness in the ageing population. Without effective treatment strategies that can prevent disease progression, there is an urgent need for novel therapeutic interventions to reduce the burden of vision loss and improve patients’ quality of life. Dysfunctional innate immune responses to oxidative stress observed in AMD can be caused by the formation of oxidised lipids, whilst polyunsaturated fatty acids have shown to increase the risk of AMD and disease progression in affected individuals. Previously, our laboratory has
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39

Kwa, Faith A., Nabeela K. Dulull, Ute Roessner, Daniel A. Dias, and Thusitha W. Rupasinghe. "Lipidomics reveal the protective effects of a vegetable-derived isothiocyanate against retinal degeneration." F1000Research 8 (October 5, 2020): 1067. http://dx.doi.org/10.12688/f1000research.19598.5.

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Background: Age-related macular degeneration (AMD) is a leading cause of blindness in the ageing population. Without effective treatment strategies that can prevent disease progression, there is an urgent need for novel therapeutic interventions to reduce the burden of vision loss and improve patients’ quality of life. Dysfunctional innate immune responses to oxidative stress observed in AMD can be caused by the formation of oxidised lipids, whilst polyunsaturated fatty acids have shown to increase the risk of AMD and disease progression in affected individuals. Previously, our laboratory has
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40

Choi, Se Rin, Mee Youn Lee, Chagam Koteswara Reddy, Sang Jun Lee, and Choong Hwan Lee. "Evaluation of Metabolite Profiles of Ginseng Berry Pomace Obtained after Different Pressure Treatments and Their Correlation with the Antioxidant Activity." Molecules 26, no. 2 (2021): 284. http://dx.doi.org/10.3390/molecules26020284.

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Ginseng berry pomace (GBP) is a byproduct of ginseng berry processing and is rich in numerous bioactive components, including ginsenosides and their derivatives. The application of GBP as a beneficial biomaterial is currently limited. In this study, we aimed to evaluate their potential as a promising source of bioactive compounds using metabolite profiling. The GBP obtained after different ultra-high-pressure (UHP) treatments was analyzed by GC-TOF-MS and UHPLC-LTQ-Orbitrap-MS/MS. In multivariate analyses, we observed a clear demarcation between the control and UHP-treated groups. The results
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Choi, Se Rin, Mee Youn Lee, Chagam Koteswara Reddy, Sang Jun Lee, and Choong Hwan Lee. "Evaluation of Metabolite Profiles of Ginseng Berry Pomace Obtained after Different Pressure Treatments and Their Correlation with the Antioxidant Activity." Molecules 26, no. 2 (2021): 284. http://dx.doi.org/10.3390/molecules26020284.

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Ginseng berry pomace (GBP) is a byproduct of ginseng berry processing and is rich in numerous bioactive components, including ginsenosides and their derivatives. The application of GBP as a beneficial biomaterial is currently limited. In this study, we aimed to evaluate their potential as a promising source of bioactive compounds using metabolite profiling. The GBP obtained after different ultra-high-pressure (UHP) treatments was analyzed by GC-TOF-MS and UHPLC-LTQ-Orbitrap-MS/MS. In multivariate analyses, we observed a clear demarcation between the control and UHP-treated groups. The results
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42

Marnett, Lawrence J., and Allan L. Wilcox. "The chemistry of lipid alkoxyl radicals and their role in metal-amplified lipid peroxidation." Biochemical Society Symposia 61 (November 1, 1995): 65–72. http://dx.doi.org/10.1042/bss0610065.

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Reaction of polyunsaturated fatty acid hydroperoxides with metal complexes generates lipid alkoxyl radicals and metal-oxo complexes. Lipid alkoxyl radicals are presumed to be the species responsible for metal-amplified lipid peroxidation because of the chemical analogy of simple organic alkoxyl radicals to the hydroxyl radical. However, polyunsaturated fatty acid alkoxyl radicals exhibit a rich and diverse chemistry that is dominated by intramolecular cyclization to epoxyallylic radicals. Studies described herein demonstrate that the equilibrium between cyclization and ring-opening of epoxyall
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Kiet, T. T., H. Dörfelt, M. Ritzau, S. Heinze, and U. Gräfe. "14-Hydroxy-12-oxo-10E,13E,15E-octadecatrienoic acid, a new fatty acid from a Vietnamese mushroom,Cantharellus friesiiQuel." Journal of Basic Microbiology 39, no. 1 (1999): 25–28. http://dx.doi.org/10.1002/(sici)1521-4028(199903)39:1<25::aid-jobm25>3.0.co;2-j.

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Reisberg, Mathias, Norbert Arnold, Andrea Porzel, Reinhard H. H. Neubert, and Birgit Dräger. "Malusides, novel glucosylceramides isolated from apple pomace (Malus domestica)." Zeitschrift für Naturforschung C 73, no. 1-2 (2018): 33–39. http://dx.doi.org/10.1515/znc-2017-0059.

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AbstractThree new glucosylceramides (GluCers) named malusides I–III (1–3) were isolated from apple (cultivars ofMalus domestica) pomace (fruit material remaining after juice extraction). An unusual oxo/hydroxy group pattern within the sphingadienine (d18:2) type sphingoid base was observed. All compounds contained the sameα-hydroxylated fatty acid (h16:0) and aβ-D-glucose moiety. Their structures were assigned on the basis of one- and two-dimensional (1D and 2D) nuclear magnetic resonance (NMR) spectroscopic analyses and mass spectrometry (MS) measurements.
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List, Bernd, Andrea Golz, Wilhelm Boland, and Hartmut K. Lichtenthaler. "Inhibition of de novo Fatty-Acid Biosynthesis in Isolated Chloroplasts by the Antibiotic Cerulenin and Its Synthetic Derivatives." Zeitschrift für Naturforschung C 47, no. 5-6 (1992): 382–86. http://dx.doi.org/10.1515/znc-1992-0611.

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The antibiotic cerulenin was shown to be a potent dose-dependent inhibitor of de novo fattyacid biosynthesis in intact isolated chloroplasts of different plants (measured as [14C]acetate incorporation into the total fatty-acid fraction). Various chemical derivatives of cerulenin were synthesized and tested in the chloroplast assay-system of oat, spinach and pea. Modifications of the hydrocarbon chain of cerulenin (e.g. tetrahydro-cerulenin and its short-chain cis-2,3-epoxy-4-oxoheptanamide derivative) decreased the inhibitory activity of cerulenin, whereas variations of the epoxy-oxo-amide str
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Fletcher, MT, G. Takken, BJ Blaney, and V. Alberts. "Isoquinoline alkaloids and keto-fatty acids of Argemone ochroleuca and A. mexicana (mexican poppy) seed. I. An assay method and factors affecting their concentration." Australian Journal of Agricultural Research 44, no. 2 (1993): 265. http://dx.doi.org/10.1071/ar9930265.

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An assay for the isoquinoline alkaloids of Argemone ochroleuca and A. mexicana seeds is described. The method consists of extraction into weakly acidified methanol and ion-pair high performance liquid chromatography with sodium lauryl sulfate and tartaric acid in acetonitri1e:water as eluent. Analysis of A. ochroleuca seed showed it to contain dihydrosanguinarine and dihydrochelerythrine (c. 3 : 2) as major alkaloid components with minor amounts of protopine, sanguinarine, berberine and chelerythrine. A single sample of authenticated A. mexicana seed contained dihydrosanguinarine as the major
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47

Robinson, Lisa J., Janelle R. Zacherl, Stephanie J. Mihalik, et al. "Atherogenic Trans Fatty Acid Alters Macrophage Lipid Metabolism with Sustained Dysregulation of Zinc Homeostasis." Blood 124, no. 21 (2014): 4112. http://dx.doi.org/10.1182/blood.v124.21.4112.4112.

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Abstract Atherosclerosis, through its sequelae of heart disease, stroke and peripheral vascular disease, underlies substantial human morbidity and mortality. The incidence of atherosclerosis increased markedly over the last century paralleling the increase in fat, particularly saturated fat, in the modern diet. Furthermore, artificial hydrogenation of saturated fats, originally introduced to provide a ‘healthier’ dietary substitute, resulted in consumption of non-physiological trans fatty acids that are themselves now strongly linked to the development of atherosclerosis. A major cellular targ
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Sulijaya, Benso, Naoki Takahashi, and Kazuhisa Yamazaki. "Lactobacillus-Derived Bioactive Metabolites for the Regulation of Periodontal Health: Evidences to Clinical Setting." Molecules 25, no. 9 (2020): 2088. http://dx.doi.org/10.3390/molecules25092088.

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Background: Gut microbiota plays a pivotal role in regulating host metabolism that affects the systemic health. To date, several studies have confirmed the fact that microbiota interacts with host, modulating immunity, controlling the homeostasis environment, and maintaining systemic condition. Recent studies have focused on the protective function of poly unsaturated fatty acids, 10-oxo-trans-11-oxadecenoic acid (KetoC) and 10-hydroxy-cis-12-octadecenoic acid (HYA), generated by gut microbiota on periodontal disease. Nevertheless, the mechanism remains unclear as investigations are limited to
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Liu, F., F. Duan, K. He, Y. Ma, K. A. Rahn, and Q. Zhang. "An enhanced procedure for measuring organic acids and methyl esters in PM<sub>2.5</sub>." Atmospheric Measurement Techniques Discussions 8, no. 3 (2015): 2379–407. http://dx.doi.org/10.5194/amtd-8-2379-2015.

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Abstract. We have developed an enhanced analytical procedure to measure organic acids and methyl esters in fine aerosol with much greater specificity and sensitivity than previously available. This capability is important because of these species and their low concentrations, even in highly polluted atmospheres like Beijing, China. The procedure first separates the acids and esters from the other organic compounds with anion-exchange solid- phase extraction (SPE), then, quantifies them by gas chromatography coupled with mass spectrometry. This allows us to accurately quantify the C4-C11 dicarb
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MATSUSHITA, Y., K. SUGAMOTO, T. NAKAMA, T. MATSUI, Y. HAYASHI, and K. UENAKAI. "ChemInform Abstract: Enantioselective Syntheses of 10-Oxo-11(E)-octadecen-13-olide and Related Fatty Acid." ChemInform 28, no. 47 (2010): no. http://dx.doi.org/10.1002/chin.199747259.

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