Preparation of Methyl Ursodeoxycholate via Microbial Reduction of Methyl 7-Ketolithocholate in an Anaerobic Interface Bioreactor

スポンサーリンク

概要

• 論文の詳細を見る

• An interface bioreactor, which is a device for the microbial transformation of water-insoluble substrates, was applied to an anaerobic bioconversion for the first time. Methyl 7-ketolithocholate [Me-7KLCA] was reduced with the human intestinal bacterium Eubacterium aerofaciens JCM 7790 in a convenient anaerobic interface bioreactor using a nutrient agar plate placed in a GasPak^<TM> pouch. The resulting methyl ursodeoxycholate [Me-UDCA] is a precursor of ursodeoxycholic acid, which is used as a cholesterol gallstone-dissolving agent. The reaction conditions were optimized, and ABCM medium and dihexyl ether were selected as the best carrier and reaction solvent, respectively. The toxicity of the bile acid esters toward the human intestinal bacterium was effectively alleviated in the interface bioreactor, in which the maximal concentrations of Me-7KLCA and Me-UDCA in the dihexyl ether layer respectively reached to 12.0 and 6.1 g/l.

• 社団法人日本生物工学会の論文
• 2001-02-25

著者

• 須貝 威

  慶應義塾大学理工学部

• 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 H

  Department Of Bioscience And Informatics Center For Life Science And Technology Keio University

• Ohta H

  Department Of Chemistry Faculty Of Science And Technology Keio University

• Ohta H

  Department Of Chemistry Keio University

• Ohta Hiromichi

  Department Of Chemistry Faculty Of Science And Technology Keio University

• Ohta H

  Keio Univ. Kanagawa

• Sugai Tomoharu

  Department Of Bioresource Engineering Faculty Of Agriculture Yamagata University

• SUGAI Takeshi

  Department of Chemistry, Faculty of Science and Technology, Keio University

• Ohta H

  Department Of Food And Nutrition Nakamura Gakuen University

• Ohta Hiromichi

  Department Of Applied Chemistry School Of Engineering Nagoya University

• Okazaki Hanako

  Department Of Chemistry Keio University

• Sugai Takeshi

  Department Of Agricultural Chemistry The University Of Tokyo

関連論文

• 微生物・酵素反応を基盤とする複合糖質関連物質の合成研究
• 微生物を用いた純粋なN-アセチルマンノサミンの調整法 : 糖鎖工学
• 酵素反応を基盤とするN-グリコリルノイラミン酸の合成研究 : 糖鎖工学
• 96(P-28) ヒマワリのアレロパシー物質ヘリアヌオール類の合成と活性(ポスター発表の部)
• 産業界からのメッセージ
• P-76 微生物酵素触媒を活用する生物活性物質合成(ポスター発表の部)
• 酵母を用いた光学活性1-アリールプロパン-1,2-ジオールの合成 : 有機化学,天然物化学
• Differential Recovery of Terpene Hydrocarbons and Oxygenated Compounds from Condensates Containing Essential Oil Discharged during Concentration of Citrus Juices Using a Ceramic Membrane
• 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
• 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)
• バイオファーム研究所取締役所長遠藤章氏
• Solution Structure of the SH2 Domain of Grb2 / Ash Complexed with EGF Receptor-Derived Phosphotyrosine-Containing Peptide
• 長瀬産業株式会社研究開発センター所長生中雅也 氏
• MK800-62F1, a New Inhibitor of Apoptotic Cell Death, from Streptomyces diastatochromogenes MK800-62F1 : II. Structure Elucidation
• 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
• 酵素・微生物触媒反応を基盤とする有用物質合成への展開
• P-49 エポキシドの効率的合成と立体選択的反応を基盤とする天然物合成(ポスター発表の部)
• 酵素光学分割を基盤とする光学活性アミノ酸・アミノアルコール調製に向けたプロセス開発 (特集 プロセス化学--先端研究開発の展望)
• 生命分子の変化をつかさどるタンパク質触媒-酵素 : 触媒のしくみ, 鏡像異性とのかかわりから物質合成まで
• モノづくりの基盤としての有機合成反応酵素触媒を例として
• 83(P-2) 酵母Torulasapora delbrueckiiを用いる還元反応の生物活性天然物合成への展開(ポスター発表の部)
• 酸素反応は, 信頼性の高い光学分割法 : そのしくみと新しい展開
• 加水分解酵素を用いる鏡像体の分離-選択性の評価, 実施上の注意
• Access to Enantiomerically Pure Intermediates for (-) -Geosmin Synthesis Starting from (4aS, 5S) -4, 4a, 5, 6, 7, 8-Hexahydro-5-hydroxy-4a-methyl-naphthalen-2 (3H) -one(Organic Chemistry)
• 痒さと戦う化学者
• シアル酸アルドラーゼを用いた糖質合成における最近の話題
• 生体触媒を利用する有機合成 -古くて新しいピルビン酸脱炭酸酵素-
• 生体触媒を用いる光学活性ヒドロキシ酸類の調製法
• 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
• Efficient Route to (S)-Azetidine-2-carboxylic Acid
• 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
• 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
• Phaeoside, a Novel Galactoside of Hydroxymanoyl Oxide from the Gibberellin A_1-Producing Phaeosphaeria sp. L487
• Synthesis of (S)-Ibuprofen via Enantioselective Degradation of Racemic Ibuprofen with an Isolated Yeast, Trichosporon cutaneum KPY 30802, in an Interface Bioreactor
• 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
• 薬学教育における化学, 特に有機化学
• Mass Production of Pure Gibberellin A_1 by Phaeosphaeria sp. L487 and the Fungal Preparation of [U-^C] Gibberellin A_1(Organic Chemistry)
• Purification and Gene Cloning of an Enantioselective Thioesterification Enzyme from Brevibacterium ketoglutamicum KU1073, a Deracemization Bacterium of 2-(4-Chlorophenoxy)propanoic Acid
• Syntheses of Highly Oxygen-functionalized Derivatives of Dihydrodihydroxyphthalic Acid in Enantiomerically Enriched Forms
• 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
• Synthesis of (4aR, 10aS)-(-)-8-Methoxy-1, 1, 4a-trimethyl-2-oxo-1, 2, 3, 4, 4a, 9, 10, 10a-octahydrophenanthrene, an Optically Active Intermediate for the Synthesis of Diterpenes(Organic Chemistry)
• Mechanistic Studies on Nitrosation-Deaminocyclization of Mono-Carbamoylated Vicinal Amino Alcohols and Diols : A New Preparative In Situ Formation of Ethanediazo Hydroxide for the Ethylation of Carboxylates under Mild Conditions
• プロセス化学の新潮流--酵素触媒と化学合成をいかに相乗的に活用するか (特集 生体触媒を用いた医薬原料・中間体生産法の最新動向)
• 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)
• Short-Step and Scalable Synthesis of (±)-Cytoxazone
• 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)
• 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
• 新しいNF-κB阻害剤DHMEQ : その生物有機化学と抗炎症・抗がん剤への展望
• 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
• Both Enantiomers of N-Boc-indoline-2-carboxylic Esters
• 薬学教育における化学,特に有機化学(化学教育 徒然草)
• 生体触媒を用いる不斉合成に関する研究および有用物質生産への応用
• 生命分子の変化をつかさどるタンパク質触媒-酵素 : 触媒のしくみ,鏡像異性とのかかわりから物質合成まで(ヘッドライン:生体関連物質)
• 薬学教育における化学,特に有機化学(化学教育 徒然草)
• 薬学教育における化学, 特に有機化学

もっと見る 閉じる

スポンサーリンク