Synthesis and Structural Confirmation of (2S, 3R, 4R, 6E)-2-Acetylamino-3-hydroxy-4-methyl-6-octenoic Acid, a New Amino Acid Produced by Neocosmospora vasinfecta
スポンサーリンク
概要
- 論文の詳細を見る
An unusual amino acid, (2S, 3R, 4R, 6E)-2-acetylamino-3-hydroxy-4-methyl-6-octenoic acid (2a) and its stereoisomer (2b), were synthesized by the aldol condensation of (2R, 4E)-2-methyl-4-hexenal (5) with tert-butyl isocyanoacetate (6) as the key reaction via trans-oxazoline derivative 7, in which two continuous chiral centers were newly formed. The oxazoline derivative was efficiently hydrolyzed to afford separable N-formyl-β-hydroxy amino acid esters 8a and 8b in a 1:1 ratio. Each diastereomer was transformed into target N-acetyl amino acids 2a and 2b via corresponding amino acids 1a and 1b.
- 社団法人日本農芸化学会の論文
- 1995-12-23
著者
-
Miyatake K
Osaka Prefecture Univ. Osaka Jpn
-
MATSUDA Kazuhiko
Laboratory of Plant Pathology and Biotechnology and Laboratory of Pesticide Chemistry
-
切畑 光統
大阪府立大学 農学部
-
Kirihata Mitsunori
Graduate School Of Life And Environmental Science Osaka Prefecture University
-
Kirihata Mitsunori
Department Of Agricultural Chemistry College Of Agriculture University Of Osaka Prefecture
-
Ichimoto I
Department Of Applied Biochemistry College Of Agriculture University Of Osaka Prefecture
-
Ichimoto Itsuo
Department Of Agricultural Chemistry College Of Agriculture
-
Nakao Yoshinobu
Department Of Applied Biochemisty College Of Agriculture University Of Osaka Prefecture
-
Fukuari Masashi
Department of Applied Biochemisty, College of Agriculture, University of Osaka Prefecture
-
Fukuari Masashi
Department Of Applied Biochemistry College Of Agriculture University Of Osaka Prefecture
-
KIRIHATA Mitsunori
Department of Agricultual Chemistry, College of Agriculture, University of Osaka Prefecture
関連論文
- 2000年度日本農芸化学会大会(2)
- Evaluation of the Potential of p-Boronophenylalaninol as a Boron Carrier in Boron Neutron Capture Therapy, Referring to the Effect on Intratumor Quiescent Cells
- BNCT Effect of BPA-ol, a Derivative of BPA, and Enhancement by Hyperthermia
- グラファイトカーボンを含有した磁性アルギン酸ビーズによる畜産排水の色度および有機物成分の除去
- The Role of Conserved Arginine Residue in Loop 4 of Glycoside Hydrolase Family 10 Xylanases
- 再発頭頸部悪性腫瘍に対するホウ素中性子捕捉療法
- Boron Neutron Capture Therapy for Newly Diagnosed Glioblastoma
- 熱外中性子および集積機序の異なる二種類の硼素化合物を同時併用した悪性脳腫瘍に対する新規硼素中性子捕捉療法
- Structural Analysis of Disaccharides Synthesized by β-D-Glucosidase of Bifidobacterium breve clb and Their Assimilation by Bifidobacteria
- Simple Synthesis of (-)-(S)- and (+)-(R)-2,2-Dimethyl-1-aminocyclopropane-1-carboxylic Acid (2,2-Dimethyl-ACC)(Organic Chemistry)
- Asymmetric Synthesis of α-Methylglutamic Acid and α-Methylornithine by a Chiral Isocyano Amide Reagent
- Synthesis of Optically Active β-[4-(^B)Borono-2,6-difluorophenyl]alanine and Its Evaluation as a Boron Carrier for BNCT
- In Vitro and Vivo Evaluation of Fluorinated p-Boronophenylalanine Derivatives as Boron Carrier and MRI Probe
- Synthesis and Evaluation of the Compounds Containing ^B and ^F Atoms as Boron Carrier and Imaging Agent
- Study of the Fluorine- and Boron-10 Containing Compounds toward MRI and BNCT
- Low Sucrase Activity in the Small Intestine of a Senescence-accelerated Strain of Mouse, SAMP1
- Morphological and molecular characterization for a Japanese isolate of tomato powdery mildew Oidium neolycopersici and its host range
- 水耕栽培の主要藻類であるクラミドモナス属緑藻の増殖に及ぼすインドール類縁化合物の効果
- Expression of a Gene Encoding Chitinase(pCA 8 ORF)from Aeromonas sp.No.10S-24 in Escherichia coli and Enzyme Characterization
- Increases in Gastric Histidine Decarboxylase Activity and Plasma Gastrin Level in Streptozotocin-induced Type 1 Diabetic Rats
- Purification and Characterization of ADP-Ribosyl Cyclase from Euglena gracilis
- Suppression by Water Extracts of Sophora Plants of Sucrose-induced Hyperglycemia in Rats and Inhibition of Intestinal Disaccharidases In Vitro
- α2-Adrenoceptor-Mediated Antisecretory Effect of Hypoxia in Conscious Rats
- Asymmetric Reduction of Ethyl 2-methyl 3-oxobutanoate by Fungi
- Asymmetric Reduction of Ethyl 2-methyl 3-oxobutanoate by Chlorella
- Family 19 Chitinase from Aeromonas sp. No. 10S-24 : Role of Chitin-Binding Domain in the Enzymatic Activity
- Overcrowding Factors of Mosqutio Larvae X. Structure-Bioactivity Relationship and Bacterial Activation of the Alkyl-branched
- Synthesis of ρ-Boronophenylalanine-Containing Peptides for Boron Neutron Capture Therapy of Cancer Cells
- A New Cytotoxic Compound from a Water Extract of Corn
- Subcellular Localization and Some Properties of NADP^+ -Linked Malic Enzymes in Euglena
- Separation and Determination of Adenine Nucleotides by High-Performance Liquid Chromatography(Analytical Chemistry)
- Fructose-2,6-bisphosphate Activates Pyruvate Kinase from the Protist Euglena gracilis
- Purification and Characterization of Chitinase B from Moderately Thermophilic Bacterium Ralstonia sp. A-471
- Detection of β-glucosidase as saprotrophic ability from an ectomycorrhizal mushroom, Tricholoma matsutake
- Characterization of extracellular glucoamylase from the ectomycorrhizal mushroom Lyophyllum shimeji
- Effects of carbohydrate substrate on the vegetative mycelial growth of an ectomycorrhizal mushroom, Tricholoma matsutake, isolated from Quercus
- Characterization of the carbohydrase productions of an ectomycorrhizal fungus, Tricholoma matsutake
- Effects of Sugar Acids on the Functions of Ribulose Bisphosphate Carboxylase/Oxygenase : Differentiation of Two Different Ligand-binding Modes of the Catalytic Sites
- Synthesis of O-[(o-Carboran-1-yl)methyl]-3-hydroxytyrosine, a Novel p-Boronophenyl-alanine Analogue for Boron Neutron Capture Therapy
- Synthesis of p-Boronophenylserine, a New Boron-containing Amino Acid for Boron Neutron Capture Therapy
- A Simple and Improved Synthesis of p-Boronophenylalanine, a Boron Carrier for the Boron-Neutron Capture Therapy
- Kinetic Studies on the Hydrolysis of N-Acetylated and N-Deacetylated Derivatives of 4-Methylumbelliferyl Chitobioside by the Family 18 Chitinases ChiA and ChiB from Serratia Marcescens
- Substrate Specificity of the N, 6-ο-Diacetylmuramidase from Streptomyces globisporus
- An Investigation of the pH-Activity Relationships of Cex, a Family 10 Xylanase from Cellulomonas fimi : Xylan Inhibition and the Influence of Nitro-Substituted Aryl-β-D-Xylobiosides on Xylanase Activity
- Production and Composition of Euglena Wax Esters at High Temperature(Microbiology & Fermentation Industry)
- Distinguishable staining with neutral red for GFP-marked and GFP-nonmarked Fusarium oxysporum strains simultaneously colonizing root surfaces
- Constituents of Volatile Oil from Melon Hairy Roots Produced by the Infection with Agrobacterium rhizogenes
- A Monitoring System for Green Fluorescence Protein Gene-transformed Fusarium oxysporum in Melon Seedlings
- Enantioselective Synthesis of Both Enantiomers of Dimethyl cis-(4-Acetoxycyclopent-2-enyl)malonate, Key Intermediates for Epijasmonate(Organic Chemistry)
- Quinoxalines Derived from D-Glucose and Maltose with o-Phenylene-diamine under Refluxed Conditions in Alkaline Media
- Mitochondrial Alcohol Dehydrogenase from Ethanol-Grown Euglena gracilis
- Effects of Diets on the Concentration of Fructose-2, 6-bisphosphate in Rat Liver
- Simple Synthesis of Both Enantiomers of the C7-C12 Segment of Epothilones
- A Kinetic Study on pH-Activity Relationship of XynA from Alkaliphilic Bacillus halodurans C-125 Using Aryl-Xylobiosides
- EFFECT OF ULTRA HIGH pCO_2 ON PHOTOSYNTHESIS OF Euglena gracilis Z
- Amino Acid and Peptide Derivatives of Kojic Acid and Their Antifungal Properties(Pesticide Chemistry)
- β-ケトアミノ酸の還元
- (4S, 3S)-4-Amino-3-hydroxy-6-methylheptanoic acid (AHMHA) の不斉合成に関する研究
- Stereoselective Synthesis of Unnatural Stereoisomers of LL-P880β and LL-P880γ, Pestalotin Analogues from Penicillium sp.
- Total Synthesis of (6S,1'S,2'R)-6-(1',2'-Dihydroxypentyl)-4-methoxy-5,6-dihydropyrane-2-one (LL-P880β) and Its C_6-Epimer, a Fungal Metabolite from Penicillium sp.(Organic Chemistry)
- An Effective Synthesis of (±)-(E)-2-Amino-5-phosphono-3-pentenoic Acid by Palladium(II)-assisted Migration of the Double Bond(Organic Chemistry)
- Stereoselective Synthesis of Marine Antibiotic (-)-Malyngolide and Its Stereoisomers(Organic Chemistry)
- Isolation of Conduritol A from Gymnema sylvestre and Its Effects against Intestinal Glucose Absorption in Rats
- Synthesis of the Spirosuccinimide Moiety of Asperparaline A
- Asymmetric Synthesis of Optically Pure L-p-Boronophenylalanine by a Hybrid Process
- Trehalose : Novel Osmolyte of Euglena gracilis under Salt Conditions
- Salinity tolerance of Euglena gracilis
- Synthesis and Structural Confirmation of (2S, 3R, 4R, 6E)-2-Acetylamino-3-hydroxy-4-methyl-6-octenoic Acid, a New Amino Acid Produced by Neocosmospora vasinfecta
- Signal transduction involved in trehalose synthesis under the osmotic stress in a protist, Euglena gracilis
- Fru-2, 6-p_2 IS A REGULATOR OF TREHALOSE SYNTHESIS IN Euglena gracilis Z UNDER OSMOTIC STRESS
- 異常アミノ酸の合成と生理活性
- Microbial Reduction of 2-Norbornanone by Chlorella
- Purification and Characterization of Arginine: Mono-ADP-Ribosylhydrolase from Euglena gracilis Z
- Excretion from Rats of Ketone Bodies and Methylmalonic Acid in Urine Resulting from Dietary Vitamin B_ Deficiency
- ADAPTATION OF Euglena gracillis Z TO HIGHpCO_2 CONDITIONS
- Assay for Urinary Methylmalonic Acid by High-pressure Liquid Chromatography
- Effect of Conduritol A, a Polyol from Gymnema sylvestre, on the Development of Diabetic Cataracts in Streptozotocin-treated Rats and on Aldose Reductase
- Induction of Glyoxylate Cycle-Key Enzymes, Malate Synthase, and Isocitrate Lyase in Ethanol-grown Euglena gracilis
- Effect of Thiamin Deficiency on Wax Ester Fermentation in Euglena gracilis(Microbiology & Fermentation Industry)
- Wax Ester Synthesis under Aerobic and Anaerobic Conditions in Euglena gracilis
- Occurrence of Diglycerol Tetradodecanoate Tetradecanedioate in Scale Insect, Phenacoccus pergandei COCKERELL (Hemiptera : Pseudococcidae)
- Effect of Ammonium Ion on A Rapid Breakdown of Paramylon (β-1, 3-glucan) in Protist Euglena gracilis
- Purification and Immunological Properties of NAD^+-linked Malate Dehydrogenase Isozymes from Euglena gracilis
- Fructose-2,6-bisphosphate Activates Pyrophosphate: D-Fructose 6-Phosphate 1-Phosphotransferase from Euglena gracilis
- Asymmetric Synthesis of D-(E)-2-Amino-5-phosphono-3-pentenoic Acid (APPA) by Using a Chiral Auxiliary
- Synthesis and Biological Activity of LL-P880γ and Its Analogues
- An Efficient Synthesis of (±)-α-Kainic Acid Using a 3-Hydroxyallylglycine Derivative as a Common Building Block(Organic Chemistry)
- Studies on Kojic Acid Derivatives : Part 4. Some Reactions of Kojic Acid
- Studies on Kojic Acid Derivatives : Part 3. Coupling Reaction of Kojic Acid with Diazonium Salts
- 基質アナログをプローブとしたRuBisCO触媒部位の解析
- Enzymatic Deamination of ( ± )-2-Methyl- and (S)-2,2-Dimethyl-1-aminocyclopropane-1-carboxylic Acid
- Pantothenate synthetase of Escherichia coli B-1-Physicochemical properties
- Some Properties of Pantothenate Synthetase Partially Purified from Escherichia coli B
- ホウ素化合物の酵母に対する増殖抑制効果の熱測定解析
- p-Nitrophenyl β-Glycosides of β-1,4-Gluco/xylo-disaccharides for the Characterization of Subsites in Endo-xylanases
- (S)-3-Acethyl-1,2-Diacyl-sn-Glycerols from the Lipids of Drosicha corpulenta KUWANA (Homoptera : Margarodidae)
- A Novel Modification Method of Peptides and Proteins by Anionic Dodecaborate Cage in Water
- Dodecaborate-Containing L-Amino Acids as New Boron Carriers for Boron Neutron Capture Therapy
- An Efficient Synthetic Method for (±)-Malyngolide and Its Optical Resolution
- 防菌防黴剤試験のための熱測定解析理論