Enantioselective Oxidation of Racemic Citronellol with an Interface Bioreactor

スポンサーリンク

概要

• 論文の詳細を見る

• Microbial oxidation of racemic citronellol was done on the interface between a nutrient agar plate and decane (interface bioreactor). While Rhodococcus accumulated (R)-Citronellal (21-80% e.e.), many yeasts accumulated (S)-citronellic acid (20-68% e.e.) as the oxidation product. For the production of (R)-citronellal and (S)-citronellic acid, Rhodococcus equi IFO 3730 and Hansenula anomala IFO 0147 were the best strains, respectively. While citronellol-oxidation in R. equi IFO 3730 was (S)-selective, citronellal-oxidation was (R)-selective. Although H anomala had also both (S)-selective alcohol and aldehyde dehydrogenases (constitutive, NAD^+ -dependent), the equilibrium of the alcohol dehydrogenase Shifted to. reduction Of citronellal. Geotrichum candidum JCM 01747 accumulated very high concentrations of citronellic acid (conversion yield 90% in 5 days or accumulation 65 mg/ml in 13 days) in spite of the strong toxicity of the acid, although the optical purity was low. For the alleviation of the toxicity of citronellol and accumulation of toxic citronellic acid, the interface bioreactor is superior to the organic-aqueous two-liquid-phase system (dispersion system).

• 社団法人日本農芸化学会の論文
• 1996-01-23

著者

• Oda S

  Analytical Center Kansai Paint Co. Ltd.

• Oda S

  Kansai Paint Co. Ltd. Kanagawa Jpn

• Oda Shinobu

  Technical Research Laboratory Kansai Paint Co. Ltd.

• Ohta H

  Okayama Univ. Okayama

• Ohta Hiromichi

  Department Of Chemistry Faculty Of Science And Technology Keio University

• MATSUDOMI Naotoshi

  Department of Agricultural Chemistry, Yamaguchi University

• KATO Akio

  Department of Agricultural Chemistry, Yamaguchi University

• Ohta H

  Keio Univ. Kanagawa

• Matsudomi Naotoshi

  Department Of Agricultural Chemistry Faculty Of Agriculture Yamaguchi University

• Ohta Hiromichi

  Department Of Applied Chemistry School Of Engineering Nagoya University

• Kato A

  The Institute For Bio-medical Research Teijin Limited

• Okazaki Hanako

  Department Of Chemistry Keio University

• Matsudomi N

  Department Of Biological Chemistry Faculty Of Agriculture Yamaguchi University

• Matsudomi N

  Faculty Of Agriculture Yamaguchi University

• Kato A

  Department Of Biological Chemistry Yamaguchi University

• Kato Akio

  Department Of Agricultural Chemistry Faculty Of Agriclture Yamaguchi University

関連論文

• Heat-induced Aggregation between Ovalbumin and Lysozyme(Food & Nutrition)
• Electrical Resistivity Measurements of Pd_Cu_Ni_P_ Alloy in Supercooled Liquid and Liquid State
• Thermal Diffusivities and Conductivities of Molten Germanium and Silicon
• Measurement of Thermal Diffusivity of Steels at Elevated Temperature by a Laser Flash Method
• Conformational Changes and Functional Properties of Acid-modified Soy Protein
• Difference in the Molecular Weight of Soluble Aggregates during Heat Denaturation between Ovalbumin and s-Ovalbumin
• Changes in the Emulsifying and Foaming Properties of Proteins during Heat Denaturation
• Determination of Molecular Weight of Soluble Ovalbumin Aggregates during Heat Denaturation Using Low Angle Laser Light Scattering Technique
• Effects of Partial Denaturation on Surface Properties of Ovalbumin and Lysozyme
• A New Double Coupling System : Synthesis of Citronellyl Acetate via Transacetylation to Citronellol from Acetyl Coenzyme A Produced from Glucose and Free Fatty Acids(Microbiology & Fermentation Technology)
• Solution Structure of the SH2 Domain of Grb2 / Ash Complexed with EGF Receptor-Derived Phosphotyrosine-Containing Peptide
• Characterization of Autoinducer 2 Signal in Eikenella corrodens and Its Role in Biofilm Formation(MICROBIAL PHYSIOLOGY AND BIOTECHNOLOGY)
• Involvement of N-Acetyl-D-galactosamine-specific Lectin in Biofilm Formation by the Periodontopathogenic Bacterium, Eikenella corrodens
• Preparation of honeycomb ceramics with fine channels by fiber combustion method
• Improved Conditions for the Production and Characterization of 1-Arylpropane-1,2-diols and Related Compounds
• Improved Enzymatic Procedure for a Preparative-Scale Synthesis of Sialic Acid and KDN
• Preparation of Optically Active α-Hydroxy Acid Derivatives by Microbial Hydrolysis of Cyanohydrins and Its Application to the Synthesis of (R)-4-Dodecanolide(Organic Chemistry)
• Biochemical Preparation of Optically Active 4-Hydroxy-β-ionone and Its Transformation to (S)-6-Hydroxy-α-ionone(Organic Chemistry)
• Regio- and Enantio-selective Reduction of α,γ-Diketones by Fermenting Bakers' Yeast(Organic Chemistry)
• Reductive C_2-Homologation of Substituted Benzaldehydes by Fermenting Baker's Yeast(Organic Chemistry)
• Synthesis of Regioselectively Protected Forms of Cytidine Based on Enzyme-catalyzed Deacetylation as the Key Step
• Degradation of Derivatives of N-Acetyl-D-glucosamine by Rhodococcus rhodochrous IFO 15564 : Substrate Specificity and Its Application to the Synthesis of Allyl α-N-Acetyl-D-glucosaminide
• A Chemo-Enzymatic Synthesis of _D-Allosamine Derivatives from Tri-O-acetyl-_D-glucal
• Reduction of Antigenicity of Cry j I, Major Allergen of Japanese Cedar Pollen, by the Attachment of Polysaccharides(Food & Nutrition Science)
• Functional Casein-Polysaccharide Conjugates Prepared by Controlled Dry Heating
• Functional Properties of Glycosylated Lysozyme Secreted in Pichia pastoris(Food & Nutrition Sience)
• Preparation of Methyl Ursodeoxycholate in an Interface Bioreactor : Use of a Mixed Solvent System to Increase the Solubilities of Substrate and Product
• Synthesis of Citronellyl Acetate via a Transacetylation to Citronellol from Acetyl Coenzyme A Produced from Glucose and Acetate in Growing Yeasts
• Preparation of Methyl Ursodeoxycholate via Microbial Reduction of Methyl 7-Ketolithocholate in an Anaerobic Interface Bioreactor
• Synthesis of Methyl Ursodeoxycholate via Microbial Reduction of Methyl 7-Ketolithocholate with Eubacterium aerofaciens JCM 7790 Grown on Two Kinds of Carbon and Hydride Sources, Glucose and Mannitol
• Syntheses of Optically Active Citronellol, Citronellal, and Citronellic Acid by Microbial Oxidation and Double Coupling System in an Interface Bioreactor
• Synthesis of (Rc,Ss)-1,1,1-Trifluoro-3-(p-tolylsulfinyl)-2-propanol by an Asymmaaaaetric Reduction with a Test, Yamadazyma farinosa, as a Key-step
• Preparative-scale Enzyme-catalyzed Synthesis of (R)-α-Fluorophenylacetic Acid
• Optical Resolution of Racemic Citronellol via a Double Coupling System in an Interface Bioreactor
• Production of Ethyl (R)-2-Hydroxy-4-phenylbutanoate via Reduction of Ethyl 2-Oxo-4-phenylbutanoate in an Interface Bioreactor
• Cysteine188 Revealed as Being Critical for the Enzyme Activity of Arylmalonate Decarboxylase by Site-Directed Mutagenesis
• Biocatalysis in Organic Synthesis : The Use of Nitrile- and Amide-hydrolyzing Microorganisms
• Pivotal Role of (E)-3-Carbamoyl-1-propenylboronic Acid in the Combination of Suzuki-Miyaura Coupling and Enzyme Reactions : Synthesis of (3E, 5E)- and (3E, 5Z)-6-Phenyl-3, 5-hexadienoic Acid
• Preparation of Sulfur-Containing Optically Active Secondary Alcohols Based on Pichia farinosa-Catalyzed anti-Prelog-Rule Reduction
• Efficient Lipase-catalyzed Preparation of Long-chain Fatty Acid Esters of Bile Acids: Biological Activity and Synthetic Application of the products
• Action of Nitrile Hydratase from Rhodococcus rhodochrous IFO 15564 on Derivatives of 2,5-Anhydro-D-allononitrile
• Thermoelectric Properties of(ZnO)5In2O3 Thin Films Prepared by r.f.Sputtering Method (特集 熱電変換材料)
• Enantioselective Oxidation of Sulfinic Acid Esters with the Aid of a Microorganism
• Enzymatic Preparation of Glycerol-related Chiral Pool Possessing tert-Alkoxy Group
• A Novel Enzymatic Decarboxylation Proceeds via a Thiol Ester Intermediate
• Measurement of Physical Properties of Slag Formed around the Raceway in the Working Blast furnace
• Heat-induced Aggregation of Lysozyme with Ovotransferrin(Food & Nutrition)
• Heat-induced Aggregation of Lysozyme with Pepsin-treated Ovalbumin(Food & Nutrition)
• Properties of Heat-induced Soluble Aggregates of Ovalbumin Preheated in the Dry State
• On the Conformation of the Substrate Binding to the Active Site during the Course of Enzymatic Decarboxylation
• The Mode of Substrate-Recognition Mechanism of Arylmalonate Decarboxylase
• Direct Observation of Thiol Ester Formation between an Enzyme and an Active Site Directed Inhibitor by FT-IR
• Bactericidal Action of Lysozyme against Gram-negative Bacteria Due to Insertion of a Hydrophobic Pentapeptide into Its C-Terminus
• Ovomucin-Food Protein Conjugates Prepared through the Transglutaminase Reaction(Food & Nutrition)
• Deamidation of Ovalbumin during s-Ovalbumin Conversion
• Functional Properties of Deamidated Gluten Obtained by Treating with Chymotrypsin at Alkali pH(Food & Nutrition)
• Synthesis of (S)-Ibuprofen via Enantioselective Degradation of Racemic Ibuprofen with an Isolated Yeast, Trichosporon cutaneum KPY 30802, in an Interface Bioreactor
• Amyloid Fibril Formation of Hen Lysozyme Depends on the Instability of the C-Helix (88-99)
• Characterization of Recombinant Amyloidogenic Chicken Cystatin Mutant I66Q Expressed in Yeast
• Structural and Functional Properties of Chicken Lysozyme Fused Serine-rich Heptapeptides at the C-Terminus
• Expression and Characterization of Saccharomyces cerevisiae Cne1p, a Calnexin Homologue
• Secretion of Glycosylated α-Lactalbumin in Yeast Pichia pastoris
• Effects of Calnexin Deletion in Saccharomyces cerevisiae on the Secretion of Glycosylated Lysozymes
• Enantioselective Oxidation of Racemic Citronellol with an Interface Bioreactor
• Production of (S)-Citronellic Acid and (R)-Citronellol with an Interface Bioreactor
• Production of Aliphatic Carboxylic Acids via Microbial Oxidation of 1-Alkanols with Interface Bioreactor
• Improvement of the Surface Functional Properties of β-Lactoglobulin and α-Lactalbumin by Heating in a Dry State
• Purification and Gene Cloning of an Enantioselective Thioesterification Enzyme from Brevibacterium ketoglutamicum KU1073, a Deracemization Bacterium of 2-(4-Chlorophenoxy)propanoic Acid
• Enhanced Heat-induced Gelation of β-Lactoglobulin by α-Lactalbumin
• Syntheses of Highly Oxygen-functionalized Derivatives of Dihydrodihydroxyphthalic Acid in Enantiomerically Enriched Forms
• The Inhibitory Effects of Catechins on Biofilm Formation by the Periodontopathogenic Bacterium, Eikenella corrodens
• Relationship between the Stability of Hen Egg-White Lysozymes Mutated at Sites Designed to Interact with α-Helix Dipoles and Their Secretion Amounts in Yeast
• Biodesulfurization of Dibenzothiophene with Rhodococcus erythropolis ATCC 53968 and Its Mutant in an Interface Bioreactor(ENVIRONMENTAL BIOTECHNOLOGY)
• Biocatalytic Preparation of (R) - (-) -4- (Phenylthio) -2-butanol and (R) - (-) -4- (Phenylsulfonyl) -2-butanol by the Sequential Use of Pichia farinosa and Rhodococcus rhodochrous
• Purification and Characterization of Arylmalonate Decarboxylase from Achromobacter sp. KU1311(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
• Stereochemistry of Decarboxylation of Arylmalonate Catalyzed by Mutant Enzymes
• The Aldol Type Reaction Catalyzed by Arylmalonate Decarboxylase : A Decarboxylase can Catalyze an Entirely Different Reaction, Aldol Reaction
• Effects of Freeze-denaturation of Ovomacroglobulin on the Chymosin Inhibition(Food & Nutrition)
• Emulsifying Properties of Protein-Polysaccharide Complexes and Hybrids(Food & Nutrition)
• Inhibition by Ovomacroglobulin of Pepsin and Rennin(Biological Chemistry)
• Effects of Phosphate Residues on the Excellent Emulsifying Properties of Phosphoglycoprotein Phosvitin(Food & Nutrition)
• The Role of Sialic Acid in the Functional Properties of Ovomucin(Food & Nutrition)
• Enzymatic Preparation of Ethyl (S)-3-Hydroxybutanoate with a High Enantiomeric Excess(Organic Chemistry)
• Synthesis of the (4R, 5R)-Isomer of 5-Hydroxy-6-phenyl-4-hexanolide, a Lateral Root-inducing Substance Isolated from Erwinia quercina
• Biochemical Preparation of (R)-Sulcatol(Organic Chemistry)
• Lipase-Catalyzed Kinetic Resolution of 2-Hydroxyhexadecanoic Acid and Its Esters(Organic Chemistry)
• A Simple Preparation of (R)-2-Hydroxy-4-phenyl-butanoic Acid(Organic Chemistry)
• Preventive Effect of Egg Yolk Phosvitin on Heat-Insolubilization of Egg White Protein and Its Application to Heat-Induced Egg White Gel
• Site-specific Glycosylation at Asn-292 in Ovalbumin is Essential to Efficient Secretion in Yeast
• Improvement of Gelling Properties of Ovalbumin by Heating in Dry State(Food & Nutrition)
• Heat-induced Aggregation of Pepsin-treated Ovalbumin(Foof & Nutrition)
• Structural Characteristics of Hen Egg Ovalbumin Expressed in Yeast Pichia pastoris
• Synthesis of Optically Active Mandelic Acid via Microbial Oxidation of Racemic 1-Phenyl-1,2-ethanediol
• Purification and Gene Cloning of an Enantioselective Thioesterification Enzyme from Brevibacterium ketoglutamicum KU1073, a Deracemization Bacterium of 2-(4-Chlorophenoxy)propanoic Acid
• Biochemical Reduction of 3-Oxoalkanoic Esters by a Bottom-fermentation Yeast, Saccharomyces cerevisiae IFO 0565
• Microbial Transformation on Interface between Hydrophilic Carriers and Hydrophobic Organic Solvents
• Double Coupling of Acetyl Coenzyma A Production and Microbial Esterification with Alcohol Acetyltransferase in an Interface Bioreactor
• Coupling of Fermentation and Esterification : Microbial Esterification of Decanoic Acid with Ethanol Produced via Fermentation
• Alleviation of Toxicity of Poisonous Organic Compounds on Hydrophilic Carrier/Hydrophobic Organic Solvent Interface
• Interface Bioreactor Packed with Synthetic Polymer Pad : Application to Hydrolysis of Neat 2-Ethylhexyl Acetate

もっと見る 閉じる

スポンサーリンク