Microbial Synthesis of trans Isomer of Eicosapentaenoic Acid (EPA) from the Chemically Synthesized Trans Isomer of Linolenic Acid by a Δ12 Desaturase-defective Mutant of Mortierella alpina 1S-4(Microbiology & Fermentation Technology)
スポンサーリンク
概要
- 論文の詳細を見る
The mono tram geometrical isomer of eicosapentaenoic acid, 5c, 8c, 11c, 14c, 17t-eicosapenntaenoic acid (20 : 5Δ5c, 8c, 11c, 14c, 17t), was synthesized by fatty acid microbial conversion using a Δ12-desaturase defective mutant of an arachidonic acid (AA) -producing fungus, Mortierella alpina 1S-4. The substrate for the bioconversion, a geometrical isomer of linolenic acid, was prepared by isomerization of linseed oil methyl ester by the nitrous acid method, followed by purification on a AgNO_3-silica gel column. The structure and double bond geometry were identified after hydrazine reduction followed by permanganate oxidation to 20 : 5Δ5c, 8c, 11c, 14c, 17t. The biosynthetic route from 18 : 3Δ6c, 9c, 12t to 20 : 5Δ5c, 8c, 11c, 14c, 17t was presumed to mimic the route from linoleic acid to arachidonic acid.
- 社団法人日本農芸化学会の論文
- 2003-05-23
著者
-
Shimizu Sakayu
Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University
-
Shimizu Sakayu
Division Of Applied Life Science Graduate School Of Agriculture Kyoto University
-
SHIRASAKA Norifumi
Department of Agricultural Chemistry, Faculty of Agriculture, Kyoto University
-
YOSHIZUMI Hajime
Department of Food and Nutrition, Faculty of Agriculture, Kinki University
-
MIYAMOTO Shigenori
Department of Food and Nutrition, Faculty of Agriculture, Kinki University
-
MURAKAMI Tetsuo
Department of Food and Nutrition, Faculty of Agriculture, Kinki University
-
Shirasaka N
Kinki Univ. Nara Jpn
-
Shirasaka Norifumi
Department Of Food Science And Nutrition Faculty Of Agriculture Kinki University
-
Shirasaka Norifumi
近畿大学 農学部
-
Shirasaka Norifumi
Department Of Agricultural Chemistry Kyoto University
-
Yoshizumi Hajime
Department Of Food Science And Nutrition Faculty Of Agriculture Kinki University
-
Yoshizumi Hajime
Institute For Fundamental Research Research Center
-
Yoshizumi Hajime
Kinki University
-
Yoshizumi Hajime
Department Of Food And Nutrition Faculty Of Agriculture Kin-ki University
-
Matsuo Takuya
First Department Of Anatomy Kinki University School Of Medicine
-
Miyamoto Shigenori
Department Of Food And Nutrition Faculty Of Agriculture Kinki University
-
Matsuo Takuya
Department Of Food Science And Nutrition Faculty Of Agriculture Kinki University
-
MURAKAMI Tetsuo
Department of Food and Nutrition Faculty of Agriculture Kinki University
関連論文
- Acidolysis and Glyceride Synthesis Reactions Using Fatty Acids with Two Pseudomonas Lipases Having Different Substrate Specificities(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Cloning, sequencing and expression analysis of a gene encoding alcohol oxidase in Paenibacillus sp. AIU 311(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Alkaline pH enhances farnesol production by Saccharomyces cerevisiae(MICROBIAL PHYSIOLOGY AND BIOTECHNOLOGY)
- Production and characterization of alcohol oxidase from Penicillium purpurescens AIU 063(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Purification and Characterization of a New Aldehyde Oxidase from Pseudomonas sp. AIU 362(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Superoxide Dismutases Exhibit Oxidase Activity on Aldehyde Alcohols Similar to Alcohol Oxidase from Paenibacillus sp. AIU 311(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Purification and Characterization of a Novel Alcohol Oxidase from Paenibacillus sp. AIU 311(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Different Specificity of Two Types of Pseudomonas Lipases for C20 Fatty Acids with a Δ5 Unsaturated Double Bond and Their Application for Selective Concentration of Fatty Acids (ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Identification of mutation sites on Δ12 desaturase genes from Mortierella alpina 1S-4 mutants(GENETICS, MOLECULAR BIOLOGY, AND GENE ENGINEERING)
- Identification of mutation sites on ω3 desaturase genes from Mortierella alpina 1S-4 mutants(GENETICS, MOLECULAR BIOLOGY, AND GENE ENGINEERING)
- Various Oils and Detergents Enhance the Microbial Production of Farnesol and Related Prenyl Alcohols(MICROBIAL PHYSIOLOGY AND BIOTECHNOLOGY)
- Identification of Mutation Sites on Δ6 Desaturase Genes from Mortierella alpina 1S-4 Mutants
- Nicardipine and Nifedipine Inhibit Fatty Acid Desaturases in Rat Liver Microsomes
- Inhibition of Rat Liver Microsomal Desaturases by Curcumin and Related Compounds
- Old Yellow Enzyme from Candida macedoniensis Catalyzes the Stereospecific Reduction of the C=C Bond of Ketoisophorone(Microbiology & Fermentation Technology)
- Isolation and Primary Structural Analysis of Two Conjugated Polyketone Reductases from Candida parapsilosis(Biochemistry & Molecular Biology)
- Moecular Cloning and Overexprssion of the Gene Encoding an NADPH-Dependent Carbonyl Reducatase from Candida magnoliae, Involved in Stereoselective Reduction of Ethyl 4-Chloro-3-oxobutanoate
- Diversity of 4-Chloroacetoacetate Ethyl Ester-Reducing Enzymes in Yeasts and Their Application to Chiral Alcohol Synthesis
- Occurrence of Multiple Ethyl 4-Chloro-3-Oxobutanoate-Reducing Enzymes in Candida magnoliae
- Distribution of Threonine Aldolase Activity with Different Stereospecificities in Aerobic Bacteria
- Purification and Characterization of NADPH-Dependent Carbonyl Reductase, Involved in Stereoselective Reduction of Ethyl 4-Chloro-3-oxobutanoate, from Candida magnoliae
- Escherichia coli Transformant Expressing the Glucose Dehydrogenase Gene from Bacillus megaterium as a Cofactor Regenerator in a Chiral Alcohol Production System
- The characteristics of desaturation of Trichoderma sp. AM076 and formation of 9,12,15-hexadecatrienoic acid (16:3ω1) through Δ15 desaturation of 9,12-hexadecadienoic acid
- Microbial Synthesis of trans Isomer of Eicosapentaenoic Acid (EPA) from the Chemically Synthesized Trans Isomer of Linolenic Acid by a Δ12 Desaturase-defective Mutant of Mortierella alpina 1S-4(Microbiology & Fermentation Technology)
- Inhibitory Effects of Capsaicinoids on Fatty Acid Desaturation in a Rat Liver Cell Line(Food & Nutrition Science)
- C19 Odd-chain Polyunsaturated Fatty Acids (PUFAs) Are Metabolized to C21-PUFAs in a Rat Liver Cell Line, and Curcumin, Gallic Acid, and Their Related Compounds Inhibit Their Desaturation
- Formation of 8, 11, 14-Octadecatrienoic Acid (18:3 n-4) from Naturally Occurring Unique Fatty Acid, 9, 12-Hexadecadienoic Acid (16:2 n-4), in Animal Cell Cultures
- Cloning, Sequence Analysis, and Expression in Escherichia coli of the Gene Encoding Monovalent Cation-activated Levodione Reductase from Corynebacterium aquaticum M-13
- Enzymes Involved in the NADPH Regeneration System Coupled with Asymmetric Reduction of Carbonyl Compounds in Microorganisms
- Novel Enzymatic Production of D-(-)-Pantoyl Lactone through the Stereospecific Reduction of Ketopantoic Acid(Microbiology & Fermentation Industry)
- Identification of Mutation Sites on Δ5 Desaturase Genes from Mortierella alpina 1S-4 Mutants(Microbial Physiology and Biotechnology)
- Characterization of the Second Form of NADH-Cytochrome b_5 Reductase Gene from Arachidonic Acid-Producing Fungus Mortierella alpina 1S-4
- Genetic Analysis of Cytochrome b_5 from Arachidonic Acid-Producing Fungus, Mortierella alpina 1S-4 : Cloning, RNA Editing and Expression of the Gene in Escherichia coli, and Purification and Characterization of the Gene Product^1
- Linoleic Acid Isomerase in Lactobacillus plantarum AKU1009a Proved to Be a Multi-Component Enzyme System Requiring Oxidoreduction Cofactors
- The Effects of Maternal Mild Protein Restriction on Stroke Incidence and Blood Pressure in Stroke-Prone Spontaneously Hypertensive Rats (SHRSP)
- Competitive Incorporation of Arachidonic Acid Analogs by Cultured Rat Keratinocytes
- Cell Age Distribution of Erythrocytes at the Incidence of Cerebral Stroke in Stroke-Prone Spontaneously Hypertensive Rats, and Their Glutathione Peroxidase Activity
- Synthesis of 4-Hydroxyisoleucine by the Aldolase–Transaminase Coupling Reaction and Basic Characterization of the Aldolase from Arthrobacter simplex AKU 626
- Microbial Production of Optically Active β-Phenylalanine through Stereoselective Degradation of Racemic β-Phenylalanine
- Identification and Characterization of Enzyme Catalyzing Conversion of N^α-Benzyloxycarbonyl-L-Aminoadipic-δ-Semialdehyde to N^α-Benzyloxycarbonyl-L-Aminoadipic Acid in Aspergillus niger AKU 3302(MICROBIAL PHYSIOLOGY AND BIOTECHNOLOGY)
- Screening and Industrial Application of Unique Microbial Reactions Involved in Nucleic Acid and Lipid Metabolisms
- Biocatalytic Deprotection of a Cetraxate Ester by Microbacterium sp. Strain 7-1W Cells(Microbiology & Fermentation Technology)
- Changes in Composition and Content of Mycolic Acids in Glutamate-Overproducing Corynebacterium glutamicum
- NAD^+-Dependent (S)-Specific Secondary Alcohol Dehydrogenase Involved in Stereoinversion of 3-Pentyn-2-ol Catalyzed by Nocardia fusca AKU 2123
- Syntheses of Sphingomyelins and Ceramides Bearing a Docosahexaenoyl of Arachidonoyl Group
- Gene Cloning and Functional Analysis of a Second Δ6-Fatty Acid Desaturase from an Arachidonic Acid-producing Mortierella Fungus(Biochemistry & Molecular Biology)
- Glycolic Acid Production Using Ethylene Glycol-Oxidizing Microorganisms(Microbiology & Fermentation Technology)
- Effects of Angiotensin I-Converting Enzyme Inhibitor from Ashitaba (Angelica keiskei) on Blood Pressure of Spontaneously Hypertensive Rats
- Effect of cyanocobalamin and p-toluic acid on the fatty acid composition of Schizochytrium limacinum (Thraustochytriaceae, Labyrinthulomycota)
- Purification and Characterization of a Novel Lactonohydrolase from Agrobacterium tumefaciens
- Horseradish Peroxidase Degrades Lipid Hydroperoxides and Suppresses Lipid Peroxidation of Polyunsaturated Fatty Acids in the Presence of Phenolic Antioxidants(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- 1P012 カルボニル還元酵素S1の基質認識機構の構造学的解析(蛋白質-構造,第48回日本生物物理学会年会)
- High-level Secretion of a Rhizopus niveus Aspartic Proteinase in Saccharomyces cerevisiae(Microbiology & Fermentation Industry)
- Session 1 : Telehealth-Communication 1. Prevention and Treatment of Hip Fracture Caused by Osteoporosis
- Distribution of L-Azetidine-2-carboxylate N-Acetyltransferase in Yeast
- Formation of a Novel Odd Chain Polyunsaturated Fatty Acid, 5,8,11,14,17-cis-Nonadecapentaenoic Acid, by an EPA-Producing Aquatic Fungus, Saprolegnia sp.28YTF- 1
- Efficient Production of 2-Deoxyribose 5-Phosphate from Glucose and Acetaldehyde by Coupling of the Alcoholic Fermentation System of Baker's Yeast and Deoxyriboaldolase-Expressing Escherichia coli
- Microbial Production of 2-Deoxyribose 5-Phosphate from Acetaldehyde and Triosephosphate for the Synthesis of 2'-Deoxyribonucleosides(Microbiology & Fermentation Technology)
- Synthesis of 2-Deoxy-glucooligosaccharides through Condensation of 2-Deoxy-D-glucose by Glucoamylase and α-Glucosidase
- Production of Conjugated Fatty Acids by Lactic Acid Bacteria
- Indole Hydroxylation by Bacterial Cytochrome P450 BM-3 and Modulation of Activity by Cumene Hydroperoxide
- Bilirubin Dehydrogenase, an Enzyme in Aspergillus ochraceus IB-3 Useful for Diagnostic Measurement of Bilirubin(Microbiology & Fermentation Technology)
- Structural Analysis of Conjugated Linoleic Acid Produced by Lactobacillus plantarum, and Factors Affecting Isomer Production(Microbiology & Fermentation Technology)
- Ricinoleic Acid and Castor Oil as Substrates for Conjugated Linoleic Acid Production by Washed Cells of Lactobacillus plantarum(Microbiology & Fermentation Technology)
- Cosmic Rays Intensities under Sea-Water at Depths down to 1,500 Meters
- Purification and Characterization of the Lipase from Pseudomonas fluorescens HU380(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Screening and Development of Unique Microbial Functions and Their Industrial Applications
- Experimental and Clinical Studies on Prognosis-Deteriorating Factors in the Acute Stage of Intraventricular Hemorrhage
- Directed evolution of an aminoalcohol dehydrogenase for efficient production of double chiral aminoalcohols(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Synthesis of 4-Hydroxyisoleucine by the Aldolase-Transaminase Coupling Reaction and Basic Characterization of the Aldolase from Arthrobacter simplex AKU 626
- A Novel Lipase from Pseudomonas fluorescens HU380: Gene Cloning, Overproduction, Renaturation-Activation, Two-Step Purification, and Characterization(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Prenyl Alcohol Production by Expression of Exogenous Isopentenyl Diphosphate Isomerase and Farnesyl Diphosphate Synthase Genes in Escherichia coli
- Purification and cDNA Cloning of LaIT2, a Novel Insecticidal Toxin from Venom of the Scorpion Liocheles australasiae
- Sardine Peptide with Angiotensin I-Converting Enzyme Inhibitory Activity Improves Glucose Tolerance in Stroke-Prone Spontaneously Hypertensive Rats
- Distribution of L-Azetidine-2-carboxylate N-Acetyltransferase in Yeast
- Linoleic Acid Isomerase in Lactobacillus plantarum AKU1009a Proved to Be a Multi-Component Enzyme System Requiring Oxidoreduction Cofactors
- Prediction of Stroke Lesions in Stroke-prone Spontaneously Hypertensive Rats by Glutathione Peroxidase in Erythrocytes
- Electron Microscopic Study of Ventricular Wall and Choroid Plexus in Experimentally-Induced Hydrocephalic Dogs
- Biosynthesis and Regulation of Microbial Polyunsaturated Fatty Acid Production
- Cloning and sequencing of a gene encoding of aldehyde oxidase in Pseudomonas sp. AIU 362(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Inhibitory Effects of Whisky Polyphenols on Melanogenesis in Mouse B16 Melanoma Cells
- Suppressive Action of Docosahexaenoic Acid Enriched-Euglena on Reduction of Endothelium-Dependent Relaxation in Stroke-Prone Spontaneously Hypertensive Rats (SHRSP).
- Search for Promotion Factors of Ultrasound Bone Measurement in Japanese Males and Pre/Post-Menarcheal Females Aged 8-14 Years
- Various Oils and Detergents Enhance the Microbial Production of Farnesol and Related Prenyl Alcohols
- Purification and Characterization of a New Aldehyde Oxidase from Pseudomonas sp. AIU 362
- Cloning and sequencing of a gene encoding of aldehyde oxidase in Pseudomonas sp. AIU 362
- Breeding of a Cyclic Imide-Assimilating Bacterium, Pseudomonas putida s52, for High Efficiency Production of Pyruvate
- Functional Changes of Erythrocytes at Cerebral Stroke in Stroke Prone Spontaneously Hypertensive Rats
- Fundus and Histopathological Changes in SHRSP after Administration of Antihypertensive Agents-A Comparison of Nifedipine and Captopril
- Fundus and Histopathological Changes in SHRSP after Administration of Three Kinds of Antihypertensive Agents and Ascorbic acid:A Comparison of Ca-channel blocker, β-blocker, ACEI and V-C
- Influence of Episesamin on Lipoprotein Metabolism in Hypercholesterolemic Stroke-Prone SHR (SHRSP)
- Dietary Docosahexaenoic Acid Intake During Gestation and Lactation Period and the Open Field Activity and the Holeboard Exploratory Performance of Stroke-prone Spontaneously Hypertensive Rat
- Effect of Episesamin on Lipoprotein Metabolism in Normocholesterolemic Stroke-Prone SHR (SHRSP)
- Effect of Chronic Alcohol Consumption on Blood Pressure, Cerebral Stroke Lesions, Body Weight and Life-span in SHRSP
- Effects of Oxidative Stress on Vascular Reactivity in the Offspring of Protein-Restricted Stroke-Prone Spontaneously Hypertensive Rats
- Subterminal oxidation of n-alkanes in achlorophyllous alga Prototheca sp.(MICROBIAL PHYSIOLOGY AND BIOTECHNOLOGY)
- Effect of Buckwheat Protein Extract on Lipid Metabolism in Diet-Induced Hypercholesterolemic Stroke-Prone SHR (SHRSP)
- Vitamin E Improves Cholesterol Metabolism in Hypercholesterolemic Stroke-Prone SHR (SHRSP)
- Achlorophyllous alga Prototheca zopfii oxidizes n-alkanes with different carbon-chain lengths through a unique subterminal oxidation pathway(MICROBIAL PHYSIOLOGY AND BIOTECHNOLOGY)