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Microorganisms Mar 2021The cultivation of the cellulolytic bacterium, , can have cost-effective cellulosic biomass utilizations, such as consolidated bioprocessing, simultaneous biological...
The cultivation of the cellulolytic bacterium, , can have cost-effective cellulosic biomass utilizations, such as consolidated bioprocessing, simultaneous biological enzyme production and saccharification. However, these processes require a longer cultivation term of approximately 1 week. We demonstrate that constituents of the membrane vesicle fraction significantly promoted the growth rate of . Similarly, cell-free broth was able to increase growth rate, while several single-gene deletion mutants, e.g., , , , , , decreased the growth stimulation ability. Metabolome analysis revealed signal compounds for cell-cell communication in the membrane vesicle fraction (ethyl 2-decenoate, ethyl 4-decenoate, and 2-dodecenoic acid) and broth (nicotinamide, indole-3-carboxaldehyde, urocanic acid, nopaline, and 6-paradol). These findings suggest that the constituents in membrane vesicles from and could promote growth, leading to improved efficiency of cellulosic biomass utilization.
PubMed: 33805707
DOI: 10.3390/microorganisms9030593 -
Proceedings of the National Academy of... Sep 2012Many bacterial pathogens produce diffusible signal factor (DSF)-type quorum sensing (QS) signals in modulation of virulence and biofilm formation. Previous work on...
Many bacterial pathogens produce diffusible signal factor (DSF)-type quorum sensing (QS) signals in modulation of virulence and biofilm formation. Previous work on Xanthomonas campestris showed that the RpfC/RpfG two-component system is involved in sensing and responding to DSF signals, but little is known in other microorganisms. Here we show that in Burkholderia cenocepacia the DSF-family signal cis-2-dodecenoic acid (BDSF) negatively controls the intracellular cyclic dimeric guanosine monophosphate (c-di-GMP) level through a receptor protein RpfR, which contains Per/Arnt/Sim (PAS)-GGDEF-EAL domains. RpfR regulates the same phenotypes as BDSF including swarming motility, biofilm formation, and virulence. In addition, the BDSF(-) mutant phenotypes could be rescued by in trans expression of RpfR, or its EAL domain that functions as a c-di-GMP phosphodiesterase. BDSF is shown to bind to the PAS domain of RpfR with high affinity and stimulates its phosphodiesterase activity through induction of allosteric conformational changes. Our work presents a unique and widely conserved DSF-family signal receptor that directly links the signal perception to c-di-GMP turnover in regulation of bacterial physiology.
Topics: Bacterial Proteins; Burkholderia cenocepacia; Cell Communication; Cyclic GMP; Dimerization; Fatty Acids, Monounsaturated; Guanosine Monophosphate; Models, Genetic; Mutagenesis; Mutation; Phenotype; Protein Binding; Quorum Sensing; Receptors, Cell Surface; Signal Transduction; Virulence
PubMed: 22949660
DOI: 10.1073/pnas.1205037109 -
Molecular Plant-microbe Interactions :... Jan 2024Numerous bacterial species employ diffusible signal factor (DSF)-based quorum sensing (QS) as a widely conserved cell-cell signaling communication system to collectively... (Review)
Review
Numerous bacterial species employ diffusible signal factor (DSF)-based quorum sensing (QS) as a widely conserved cell-cell signaling communication system to collectively regulate various behaviors crucial for responding to environmental changes. -11-Methyl-dodecenoic acid, known as DSF, was first identified as a signaling molecule in pv. . Subsequently, many structurally related molecules have been identified in different bacterial species. This review aims to provide an overview of current understanding regarding the biosynthesis and regulatory role of DSF signals in both pathogenic bacteria and a biocontrol bacterium. Recent studies have revealed that the DSF-based QS system regulates antimicrobial factor production in a cyclic dimeric GMP-independent manner in the biocontrol bacterium . Additionally, the DSF family signals have been found to be involved in suppressing plant innate immunity. The discovery of these diverse signaling mechanisms holds significant promise for developing novel strategies to combat stubborn plant pathogens. [Formula: see text] Copyright © 2024 The Author(s). This is an open access article distributed under the CC BY-NC-ND 4.0 International license.
Topics: Quorum Sensing; Xanthomonas campestris; Signal Transduction; Cyclic GMP; Bacterial Proteins
PubMed: 37880815
DOI: 10.1094/MPMI-05-23-0074-CR -
Chemical Research in Toxicology Mar 2010The hydroperoxide of linoleic acid (13-HPODE) degrades to 9,12-dioxo-10(E)-dodecenoic acid (DODE), which readily modifies proteins. This study identified the major...
The hydroperoxide of linoleic acid (13-HPODE) degrades to 9,12-dioxo-10(E)-dodecenoic acid (DODE), which readily modifies proteins. This study identified the major proteins in MCF7 cells modified by DODE. To reduce false positives, three methods were used to identify DODE-modified proteins. First, cells were treated with a synthetically biotinylated 13-HPODE (13-HPODE-biotin). Modified proteins were enriched by neutravidin affinity and identified by two-dimensional liquid chromatography--tandem mass spectrometry (2D LC-MS/MS). Second, cells were treated with native 13-HPODE. Protein carbonyls were biotinylated with an aldehyde reactive probe, and modified proteins were enriched by neutravidin affinity and identified by 2D LC-MS/MS. Third, using a newly developed DODE antibody, DODE-modified proteins were located by 2D sodium dodecyl sulfate--polyacrylamide gel electrophoresis and Western blot and identified by in-gel digestion and LC-MS/MS. Analysis of the proteins characterized by all three methods revealed a significant overlap and identified 32 primary proteins modified by DODE in MCF7 cells. These results demonstrated the feasibility for the cellular formation of DODE protein-carbonyl adducts that may be future indicators of oxidative stress.
Topics: Cell Line, Tumor; Chromatography, Liquid; Cytochromes c; Fatty Acids, Monounsaturated; Humans; Linoleic Acids; Lipid Peroxidation; Lipid Peroxides; Proteins; Tandem Mass Spectrometry
PubMed: 20131800
DOI: 10.1021/tx9002808 -
International Journal of Molecular... Jul 2022The genome of the neotropical fruit bat was recently sequenced, revealing an unexpected gene encoding a plant-like protein, CYP74C44, which shares ca. 90% sequence...
The genome of the neotropical fruit bat was recently sequenced, revealing an unexpected gene encoding a plant-like protein, CYP74C44, which shares ca. 90% sequence identity with the putative CYP74C of . The preparation and properties of the recombinant CYP74C44 are described in the present work. The CYP74C44 enzyme was found to be active against the 13- and 9-hydroperoxides of linoleic and α-linolenic acids (13-HPOD, 13-HPOT, 9-HPOD, and 9-HPOT, respectively), as well as the 15-hydroperoxide of eicosapentaenoic acid (15-HPEPE). All substrates studied were specifically transformed into chain cleavage products that are typical for hydroperoxide lyases (HPLs). The HPL chain cleavage reaction was validated by the identification of NaBH-reduced products (Me/TMS) of 15-HPEPE and 13- and 9-hydroperoxides as (all-)-14-hydroxy-5,8,11-tetradecatrienoic, (9)-12-hydroxy-9-dodecenoic, and 9-hydroxynonanoic acids (Me/TMS), respectively. Thus, CYP74C44 possessed the HPL activity that is typical for the CYP74C subfamily proteins.
Topics: Aldehyde-Lyases; Animals; Chiroptera; Cytochrome P-450 Enzyme System; Hydrogen Peroxide; Plant Proteins; Substrate Specificity
PubMed: 35887355
DOI: 10.3390/ijms23148009 -
Molecules (Basel, Switzerland) Dec 2021Pork lard (PL) is traditionally used as an anti-inflammatory agent. We propose to demonstrate the anti-inflammatory properties of PL, and elucidate which compounds could...
BACKGROUND
Pork lard (PL) is traditionally used as an anti-inflammatory agent. We propose to demonstrate the anti-inflammatory properties of PL, and elucidate which compounds could be responsible for the anti-inflammatory effects.
METHODS
The anti-inflammatory effects of PL were tested in a rat model of zymosan-induced hind paw inflammation. Further, the hydroalcoholic extract from PL was obtained, the composition analyzed, and the anti-inflammatory activity of the extracts and isolated components assayed using immune cells stimulated with lipopolysaccharide (LPS).
RESULTS
Applying the ointment on the inflamed rat feet reduced the foot diameter, foot weight, and activities of antioxidant enzymes and inflammatory markers of circulating neutrophils. The main components of the hydroalcoholic extract were 5-dodecanolide, oleamide, hexadecanoic acid, 9-octadecenoic acid, hexadecanamide, and resolvin D1.
CONCLUSIONS
PL reduces the immune response in an animal model stimulated with zymosan. Hydroalcoholic PL extract and its components (5-Dodecanolide, Oleamide, and Resolvin D1) exerted an anti-inflammatory effect on LPS-stimulated neutrophils and peripheral mononuclear cells reducing the capability to produce TNFα, as well as the activities of antioxidant and pro-inflammatory enzymes. These effects are attributable to 5-dodecanolide, although the effects of this compound alone do not reach the magnitude of the anti-inflammatory effects observed by the complete hydroalcoholic extract.
Topics: Animals; Male; Rats; Anti-Inflammatory Agents; Dietary Fats; Disease Models, Animal; Fatty Acids, Monounsaturated; Inflammation; Pork Meat; Rats, Sprague-Dawley; Swine
PubMed: 34885945
DOI: 10.3390/molecules26237363 -
Postepy Higieny I Medycyny... 2007The majority of Gram-negative bacteria are pathogenic to humans and animals. Lipopolysaccharide (LPS) is the most biologically active component of these microorganisms.... (Review)
Review
The majority of Gram-negative bacteria are pathogenic to humans and animals. Lipopolysaccharide (LPS) is the most biologically active component of these microorganisms. This compound is also called endotoxin to emphasize its negative impact on a macroorganism. Lipid A, one of the three structural components of the LPS molecule, is responsible for the pathophysiological effects associated with Gram-negative bacteria infections. Although lipid A is considered the conservative component of endotoxin, differences in its structure among species and even strains may occur. These differences concern the type of aminosugars, the degree of substitution of the disaccharide core by fatty acids, phosphate, and/or ethanolamine, and also the type, quantity, and distribution of fatty acids. The lipid A saccharide backbone of the majority of Gram-negative bacteria consists of two glucosamine units in beta (1-->6) glycosidic linkage. Amino groups (at positions 2 and 2') and hydroxy groups (at positions 3 and 3') of glucosamines are commonly substituted by 3-hydroxyfatty acids, most often by 3-hydroxytetradecanoic acid. Other fatty acids (usually saturated, unbranched) are ester-linked to hydroxyacids by their hydroxy group. In lipid A of different microorganisms there is a high diversity of fatty acids, from mirystic (tetradecanoic, 14:0) and lauric (dodecanoic, 12:0) acids and their hydroxylated derivatives to such unique structures as cis-11-octadecenoic acid (Rhodospirillum salinarum 40), 3-hydroxy-5-dodecenoic acid (Phenylobacterium immobile), and iso-2,3-dihydroxytetradecanoic acid (Legionella pneumophila). The saccharide core of some bacterial lipid A may consist of sugars different from glucosamine, e.g., 2,3-diamino-2,3-dideoxy-D-glucose. Other substituents of this part of LPS, besides phosphate groups and ethanolamine, are beta -mannopyranose, 4-aminoarabinose, galacturonic acid, and glycine. Therefore, lipid A, though considered the relatively conservative component of endotoxin, reveals relatively large structural diversity, which influences the variety of LPS biological activity.
Topics: Animals; Endotoxins; Gram-Negative Bacteria; Gram-Negative Bacterial Infections; Humans; Lipid A
PubMed: 17369779
DOI: No ID Found -
Journal of Chemical Ecology Mar 2021The European grapevine moth, Lobesia botrana, uses (E,Z)-7,9-dodecadienyl acetate as its major sex pheromone component. Through in vivo labeling experiments we...
Biosynthesis of the Sex Pheromone Component (E,Z)-7,9-Dodecadienyl Acetate in the European Grapevine Moth, Lobesia botrana, Involving ∆11 Desaturation and an Elusive ∆7 Desaturase.
The European grapevine moth, Lobesia botrana, uses (E,Z)-7,9-dodecadienyl acetate as its major sex pheromone component. Through in vivo labeling experiments we demonstrated that the doubly unsaturated pheromone component is produced by ∆11 desaturation of tetradecanoic acid, followed by chain shortening of (Z)-11-tetradecenoic acid to (Z)-9-dodecenoic acid, and subsequently introduction of the second double bond by an unknown ∆7 desaturase, before final reduction and acetylation. By sequencing and analyzing the transcriptome of female pheromone glands of L. botrana, we obtained 41 candidate genes that may be involved in sex pheromone production, including the genes encoding 17 fatty acyl desaturases, 13 fatty acyl reductases, 1 fatty acid synthase, 3 acyl-CoA oxidases, 1 acetyl-CoA carboxylase, 4 fatty acid transport proteins and 2 acyl-CoA binding proteins. A functional assay of desaturase and acyl-CoA oxidase gene candidates in yeast and insect cell (Sf9) heterologous expression systems revealed that Lbo_PPTQ encodes a ∆11 desaturase producing (Z)-11-tetradecenoic acid from tetradecanoic acid. Further, Lbo_31670 and Lbo_49602 encode two acyl-CoA oxidases that may produce (Z)-9-dodecenoic acid by chain shortening (Z)-11-tetradecenoic acid. The gene encoding the enzyme introducing the E7 double bond into (Z)-9-dodecenoic acid remains elusive even though we assayed 17 candidate desaturases in the two heterologous systems.
Topics: Acetyl-CoA Carboxylase; Amino Acid Sequence; Animals; Dodecanol; Fatty Acid Desaturases; Fatty Acid Synthases; Fatty Acid Transport Proteins; Female; Gas Chromatography-Mass Spectrometry; Moths; Myristic Acid; Oxidoreductases; Saccharomyces cerevisiae; Sex Attractants; Sf9 Cells; Transcriptome
PubMed: 33779878
DOI: 10.1007/s10886-021-01252-3 -
The Journal of Biological Chemistry Jan 2009Nitrated derivatives of fatty acids (NO2-FA) are pluripotent cell-signaling mediators that display anti-inflammatory properties. Current understanding of NO2-FA signal...
Nitrated derivatives of fatty acids (NO2-FA) are pluripotent cell-signaling mediators that display anti-inflammatory properties. Current understanding of NO2-FA signal transduction lacks insight into how or if NO2-FA are modified or metabolized upon formation or administration in vivo. Here the disposition and metabolism of nitro-9-cis-octadecenoic (18:1-NO2) acid was investigated in plasma and liver after intravenous injection in mice. High performance liquid chromatography-tandem mass spectrometry analysis showed that no 18:1-NO2 or metabolites were detected under basal conditions, whereas administered 18:1-NO2 is rapidly adducted to plasma thiol-containing proteins and glutathione. NO2-FA are also metabolized via beta-oxidation, with high performance liquid chromatography-tandem mass spectrometry analysis of liver lipid extracts of treated mice revealing nitro-7-cis-hexadecenoic acid, nitro-5-cis-tetradecenoic acid, and nitro-3-cis-dodecenoic acid and corresponding coenzyme A derivatives of 18:1-NO2 as metabolites. Additionally, a significant proportion of 18:1-NO2 and its metabolites are converted to nitroalkane derivatives by saturation of the double bond, and to a lesser extent are desaturated to diene derivatives. There was no evidence of the formation of nitrohydroxyl or conjugated ketone derivatives in organs of interest, metabolites expected upon 18:1-NO2 hydration or nitric oxide (*NO) release. Plasma samples from treated mice had significant extents of protein-adducted 18:1-NO2 detected by exchange to added beta-mercaptoethanol. This, coupled with the observation of 18:1-NO2 release from glutathione-18:1-NO2 adducts, supports that reversible and exchangeable NO2-FA-thiol adducts occur under biological conditions. After administration of [3H]18:1-NO2, 64% of net radiolabel was recovered 90 min later in plasma (0.2%), liver (18%), kidney (2%), adipose tissue (2%), muscle (31%), urine (6%), and other tissue compartments, and may include metabolites not yet identified. In aggregate, these findings show that electrophilic FA nitroalkene derivatives (a) acquire an extended half-life by undergoing reversible and exchangeable electrophilic reactions with nucleophilic targets and (b) are metabolized predominantly via saturation of the double bond and beta-oxidation reactions that terminate at the site of acyl-chain nitration.
Topics: Animals; Fatty Acids; Glutathione; Humans; Liver; Mice; Nitro Compounds; Organ Specificity; Oxidation-Reduction; Plasma; Proteins; Signal Transduction
PubMed: 19015269
DOI: 10.1074/jbc.M802298200 -
Trends in Microbiology Apr 2017The diffusible signaling factor (DSF)-based quorum sensing (QS) system has emerged as a widely conserved cell-cell communication mechanism in Gram-negative bacteria.... (Review)
Review
The diffusible signaling factor (DSF)-based quorum sensing (QS) system has emerged as a widely conserved cell-cell communication mechanism in Gram-negative bacteria. Typically, signals from the DSF family are cis-2-unsaturated fatty acids which regulate diverse biological functions. Recently, substantial progress has been made on the characterization of new members of this family of signals. There have also been new developments in the understanding of the biosynthesis of these molecules where dual enzymatic activities of the DSF synthase and the use of various substrates have been described. The recent discovery of a naturally occurring DSF turnover mechanism and its regulation provides a new dimension in our understanding of how DSF-dependent microorganisms modulate virulence gene expression in response to changes in the surrounding environment.
Topics: Burkholderia cenocepacia; Cronobacter; Fatty Acids; Fatty Acids, Monounsaturated; Gene Expression Regulation, Bacterial; Laurates; Quorum Sensing; Signal Transduction; Virulence; Virulence Factors; Xanthomonas campestris
PubMed: 27979499
DOI: 10.1016/j.tim.2016.11.013