Stabilization and improved activity of arachidonate 11S-lipoxygenase from proteobacterium Myxococcus xanthus[S]

Lipoxygenases (LOXs) catalyze the dioxygenation of PUFAs to produce regio- and stereospecific oxygenated fatty acids. The identification of regio- and stereospecific LOXs is important because their specific products are involved in different physiological activities in various organisms. Bacterial LOXs are found only in some proteobacteria and cyanobacteria, and they are not stable in vitro. Here, we used C20 and C22 PUFAs such as arachidonic acid (ARA), eicosapentaenoic acid, and docosahexaenoic acid to identify an 11S-specific LOX from the proteobacterium Myxococcus xanthus and explore its in vitro stability and activity. The activity and stability of M. xanthus ARA 11S-LOX as well as the production of 11S-hydroxyeicosatetraenoic acid from ARA were significantly increased by the addition of phosphatidylcholine, Ca2+, and coactosin-like protein (newly identified in the yeast Rhodosporidium toluroides) as stimulatory factors; in fact, LOX activity in the presence of all three factors increased approximately 3-fold. Our results indicate that these stimulatory factors can be used to increase the activity and stability of bacterial LOX and the production of bioactive hydroxy fatty acids, which can contribute to new academic research.

• Publication year

  2018

• Venue

  Journal of Lipid Research

• Publication date

  2018-09-26

• Fields of study

  Biology, Medicine, Chemistry, Environmental Science

• Identifiers
  DOI 10.1194/jlr.M088823PMID 30257932PMCID PMC6210903
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Biotransformation of polyunsaturated fatty acids to bioactive hepoxilins and trioxilins by microbial enzymes

  2018cited by this paper
• Specific oxygenation of plasma membrane phospholipids by Pseudomonas aeruginosa lipoxygenase induces structural and functional alterations in mammalian cells

  2018cited by this paper
• Expression of an 8R-Lipoxygenase From the Coral Plexaura homomalla.

  2018cited by this paper
• Regiospecificity of a novel bacterial lipoxygenase from Myxococcus xanthus for polyunsaturated fatty acids.

  2018cited by this paper
• Expression, purification, and characterization of a novel acidic Lipoxygenase from Myxococcus xanthus.

  2017cited by this paper
• The crystal structure of Pseudomonas aeruginosa lipoxygenase Ala420Gly mutant explains the improved oxygen affinity and the altered reaction specificity.

  2017cited by this paper
• Biochemical and Cellular Characterization and Inhibitor Discovery of Pseudomonas aeruginosa 15-Lipoxygenase.

  2016cited by this paper
• Characterization of a novel 8R,11S-linoleate diol synthase from Penicillium chrysogenum by identification of its enzymatic products[S]

  2016cited by this paper
• Structural and functional basis of phospholipid oxygenase activity of bacterial lipoxygenase from Pseudomonas aeruginosa.

  2016cited by this paper
• Kinetic investigation of human 5-lipoxygenase with arachidonic acid.

  2016cited by this paper
• Crystal Structure of Manganese Lipoxygenase of the Rice Blast Fungus Magnaporthe oryzae*

  2016cited by this paper
• Crystal structure of a lipoxygenase from Cyanothece sp. may reveal novel features for substrate acquisition[S]

  2016cited by this paper
• Analysis of cytochrome P450 metabolites of arachidonic acid by stable isotope probe labeling coupled with ultra high-performance liquid chromatography/mass spectrometry.

  2015cited by this paper
• Characterization of an omega-6 linoleate lipoxygenase from Burkholderia thailandensis and its application in the production of 13-hydroxyoctadecadienoic acid

  2015cited by this paper
• The structural basis for specificity in lipoxygenase catalysis

  2015cited by this paper
• Advances in Our Understanding of Oxylipins Derived from Dietary PUFAs.

  2015cited by this paper
• Roles of coactosin-like protein (CLP) and 5-lipoxygenase-activating protein (FLAP) in cellular leukotriene biosynthesis

  2014cited by this paper
• Proresolving lipid mediators and mechanisms in the resolution of acute inflammation.

  2014cited by this paper
• Evolutionary aspects of lipoxygenases and genetic diversity of human leukotriene signaling

  2014cited by this paper
• Bacterial lipoxygenases, a new subfamily of enzymes? A phylogenetic approach

  2013cited by this paper
• Structure and interaction with phospholipids of a prokaryotic lipoxygenase from Pseudomonas aeruginosa

  2013cited by this paper
• Lipoxygenases: potential starting biocatalysts for the synthesis of signaling compounds.

  2012cited by this paper
• A Bisallylic Mini-lipoxygenase from Cyanobacterium Cyanothece sp. That Has an Iron as Cofactor*

  2010cited by this paper
• Differential expression pattern of an acidic 9/13-lipoxygenase in flower opening and senescence and in leaf response to phloem feeders in the tea plant

  2010cited by this paper
• Omega-3 fatty acids are oxygenated at the n-7 carbon by the lipoxygenase domain of a fusion protein in the cyanobacterium Acaryochloris marina.

  2010cited by this paper
• Coactosin-like protein functions as a stabilizing chaperone for 5-lipoxygenase: role of tryptophan 102.

  2009cited by this paper
• Human platelet 12-lipoxygenase: naturally occurring Q261/R261 variants and N544L mutant show altered activity but unaffected substrate binding and membrane association behavior.

  2009cited by this paper
• Pseudomonas aeruginosa Twitching Motility-Mediated Chemotaxis towards Phospholipids and Fatty Acids: Specificity and Metabolic Requirements

  2008cited by this paper
• A 49-kDa Mini-lipoxygenase from Anabaena sp. PCC 7120 Retains Catalytically Complete Functionality*

  2008cited by this paper
• Characterization and Immobilization of Marine Algal 11-Lipoxygenase from Ulva fasciata

  2008cited by this paper
• Substrate specificity changes for human reticulocyte and epithelial 15-lipoxygenases reveal allosteric product regulation.

  2008cited by this paper
• 5-Lipoxygenase: regulation of expression and enzyme activity.

  2007cited by this paper
• Identification and characterization of an arachidonate 11R-lipoxygenase.

  2006cited by this paper
• Cloning and expression of a lipoxygenase from Pseudomonas aeruginosa 42A2

  2005cited by this paper
• Metabolism of retinoids and arachidonic acid by human and mouse cytochrome P450 1b1.

  2004cited by this paper
• A single active site residue directs oxygenation stereospecificity in lipoxygenases: stereocontrol is linked to the position of oxygenation.

  2004influential reference
• Kinetic investigations of the rate-limiting step in human 12- and 15-lipoxygenase.

  2003cited by this paper
• The enzymology of prostaglandin endoperoxide H synthases-1 and -2.

  2002cited by this paper
• Identification of a developmental chemoattractant in Myxococcus xanthus through metabolic engineering

  2001cited by this paper
• Lipoxygenase in bacteria: a horizontal transfer event?

  2001cited by this paper
• Prostaglandin Endoperoxide H Synthase-1

  2001cited by this paper
• 5-Lipoxygenase Interacts with Coactosin-like Protein*

  2001cited by this paper
• Discovery of an 11(R)- and 12(S)-lipoxygenase activity in ovaries of the mussel Mytilus edulis

  2000cited by this paper
• Molecular and functional characterization of a rose lipoxygenase cDNA related to flower senescence.

  2000cited by this paper
• Role of the S. typhimurium actin-binding protein SipA in bacterial internalization.

  1999cited by this paper
• Lipoxygenases: Occurrence, Functions, Catalysis, and Acquisition of Substrate*

  1999cited by this paper
• Inhibition of arachidonate 5-lipoxygenase triggers massive apoptosis in human prostate cancer cells.

  1998cited by this paper
• Discovery of 5R-lipoxygenase activity in oocytes of the surf clam, Spisula solidissima.

  1997cited by this paper
• Fatty acids and eicosanoids regulate gene expression through direct interactions with peroxisome proliferator-activated receptors alpha and gamma.

  1997cited by this paper
• Fatty acids and eicosanoids regulate gene expression through direct interactions with peroxisome proliferator-activated receptors α and γ

  1997cited by this paper
• Pharmacodynamics of 15(S)-hydroperoxyeicosatetraenoic (15-HPETE) and 15(S)-hydroxyeicosatetraenoic acid (15-HETE) in isolated arteries from guinea pig, rabbit, rat and human.

  1995cited by this paper
• Inhibition of platelet aggregation and eicosanoid production by phenolic components of olive oil.

  1995cited by this paper
• Identification of profilin as an actin-binding protein in higher plants.

  1993cited by this paper
• Involvement of Cyclooxygenase- and Lipoxygenase-Mediated Conversion of Arachidonic Acid in Controlling Human Vascular Smooth Muscle Cell Proliferation

  1990cited by this paper
• Homology of a yeast actin-binding protein to signal transduction proteins and myosin-I

  1990cited by this paper
• Identification of an actin-binding protein from Dictyostelium as elongation factor 1a

  1990cited by this paper
• Monohydroxyeicosatetraenoic Acids (5‐HETE and 15‐HETE) Induce Pulmonary Vasoconstriction and Edema

  1988cited by this paper
• Single protein from human leukocytes possesses 5-lipoxygenase and leukotriene A4 synthase activities.

  1986cited by this paper
• Characterization of 11-HETE and 15-HETE, together with prostacyclin, as major products of the cyclooxygenase pathway in cultured rat aorta smooth muscle cells.

  1983cited by this paper
• The regulation of human eosinophil function by endogenous mono-hydroxy-eicosatetraenoic acids (HETEs).

  1980cited by this paper

• Altering 15‐Lipoxygenases to 18‐Lipoxygenases and Their Application to the Production of 5,18‐Dihydroxyeicosapentaenoic Acids

  2025cites this paper
• Discovery and Molecular Characterization of a Novel 9S-Lipoxygenase from Enhygromyxa salina for Fatty Acid Biotransformations.

  2024cites this paper
• Formation of Lipid-Derived Flavors in Dry-Cured Mackerel (Scomberomorus niphonius) via Simulation of Autoxidation and Lipoxygenase-Induced Fatty Acid Oxidation

  2023cites this paper
• Biotransformation of C20- and C22-polyunsaturated fatty acids to 11S- and 13S-hydroxy fatty acids by Escherichia coli expressing 11S-lipoxygenase from Enhygromyxa salina

  2022cites this paper
• Characterization and Preliminary Application of a Novel Lipoxygenase from Enterovibrio norvegicus

  2022cites this paper
• Production of C20 9S- and C22 11S-hydroxy fatty acids by cells expressing Shewanella hanedai arachidonate 9S-lipoxygenase

  2022cites this paper
• Molecular insights into lipoxygenases for biocatalytic synthesis of diverse lipid mediators.

  2021cites this paper
• Combinatorial strategy towards the efficient expression of lipoxygenase in Escherichia coli at elevated temperatures

  2020cites this paper
• Bacterial and Protozoan Lipoxygenases Could be Involved in Cell-to-Cell Signaling and Immune Response Suppression

  2020cites this paper
• Design and engineering of whole-cell biocatalytic cascades for the valorization of fatty acids

  2020cites this paper
• Production of 8S- and 10S-hydroxy polyunsaturated fatty acids by recombinant Escherichia coli cells expressing mouse arachidonate 8S-lipoxygenase

  2019cites this paper
• Production of 8 Sand 10 S-hydroxy polyunsaturated fatty acids by recombinant Escherichia coli cells expressing mouse arachidonate 8 S-lipoxygenase

  2019cites this paper
• Enzymatic synthesis of new hepoxilins and trioxilins from polyunsaturated fatty acids

  2019cites this paper
• Microbial Synthesis of Linoleate 9 S-Lipoxygenase Derived Plant C18 Oxylipins from C18 Polyunsaturated Fatty Acids.

  2019cites this paper