Chemical Studies on Tuberactinomycin. V. Structures of Guanidino Amino Acids in Tuberactinomycins
スポンサーリンク
概要
- 論文の詳細を見る
Tuberactidine (III) is a guanidino amino acid component of an ti tubercular pep tides, tuberactinomycin A and B, while the known guanidino amino acid capreomycidine (V) is involved in tuberactinomycin N and O. The structure of tuberactidine was assigned to be α-(4-hydroxy-2-iminohexahydro-6-pyrimidinyl)glycine and its stereochemistry was also established. During isolation of tuberactidine from an eluate in the column chromatography of tuberactinomycin hydrolyzate, it was converted to <I>N</I><SUP>α</SUP>-formyltuberactidine dimer (I). In this dimer, structural alternation between a carbinolamine form of cyclol type and an amide lactone form was noticed depending to a pH of the solution. I was hydrolyzed to tuberactidine and viomycidine (IV) with hydrobromic acid. In addition, a plausible pathway for the formation of viocidic acid (VII), one of the artifacts formed during hydrolysis of tuberactinomycin, was proposed.
- 公益社団法人 日本化学会の論文
著者
-
Shiba Tetsuo
Department Of Chemistry Faculty Of Science Osaka University
-
Wakamiya Tateaki
Department Of Chemistry Faculty Of Science Osaka University
-
Kaneko Takeo
Department Of Cardiology National Fukuoka Higashi Medical Center
-
Sakakibara Hideo
The Research Laboratories, Toyo Jozo Co., Ltd.
-
Noda Toshiharu
The Research Laboratories, Toyo Jozo Co., Ltd.
-
Take Teruo
The Research Laboratories, Toyo Jozo Co., Ltd.
関連論文
- Detection of Subterranean Biosphere by Using Phosphatase Activity(Submarine Hydrothermal Systems, International Symposium on Origins of Life and Astrobiology)
- POSSIBLE FORMATION OF AMINO ACIDS PRECURSORS IN TITAN BY COSMIC RAYS(Mars and Titan, International Symposium on Origins of Life and Astrobiology)
- ROLES OF COSMIC RAYS IN CHEMICAL EVOLUTION TOWARD ORIGINS OF LIFE(Chemical Evolution, International Symposium on Origins of Life and Astrobiology)
- Formation and Stability of Complex Organic Compounds in Space Environments
- Detection of Biosphere Frontier by Using Phosphatase Activity
- Experimental verification of photostability for free- and bound-amino acids exposed to γ-rays and UV irradiation
- Evidence of the Hypsithermal Verified Using the Racemization Rate Constant of Amino Acids : An Estimation of Paleo-Ground Temperatures
- Pyrolysis of High-Molecular-Weight Complex Organics Synthesized from a Simulated Interstellar Gas Mixture Irradiated with 3 MeV Proton Beam
- Distribution of amino acid and its stereochemistry related with biological activities in Rikubetsu, Hokkaido, Japan
- Pyrolysis experiment of simulated exogenous complex organics synthesized from the gas mixtures of CO, NH_3, and H_2O by 3 MeV proton irradiation
- Formation of organic compounds from simulated Titan atmosphere : Perspectives of the Cassini mission
- Amino Acid Precursors from Carbon Monoxide in Simulated Interstellar Dust Ice Mantle by UV Irradiation at 10K
- Formation of Amino Acids from Possible Interstellar Media by γ-rays and UV Irradiation
- Abiotic Formation of Bioorganic Compounds in Space -Preliminary Experiments on Ground and Future Exobiology Experiments in Space-
- Formation of Organic Compounds in Simulated lnterstellar Media with High Energy Particles
- Study on Ethanol-Water Clusters in Gas and Liquid Phases by Liquid Ionization Mass Spectrometry (BMS特集号)
- Characterization of Oligomers by Liquid Ionization Mass Spectrometry. Photopolymerization Process of p-Phenylene Diacrylic Acid Diethyl Ester Crystal
- Water-Etha nol Clusters at the Liquid Surface under Atmospheric Pressure Observed by Liquid Ionization Mass Spectrometry
- Purification and Characterization of [^3H] Mepyramine (Histamine H_1 Antagonist)-Binding Protein from Rat Liver: A Highly Homologous Protein with Cytochrome P450 2D
- Design and Synthesis of Peptides Passing through the Blood-Brain Barrier
- Emphysematous Cystitis with Venous Bubbles
- Enzyme Flexibility : A New Concept in Recognition of Hydrophobic Substrates^1
- PC87 SYNTHESIS AND STRUCTURE-ACTIVITY RELATIONSHIP OF BULGECIN A
- An Efficient Procedure for Synthesis of Phosphopeptides through the Benzyl Phosphate-Protection by the Boc Mode Solid-Phase Method
- Preparations of N^α-Fmoc-0-[(Benzyloxy)hydroxyphosphinyl] β-Hydroxy α-Amino Acid Derivatives
- Preparation of Phosphoamino Acid Derivatives with Acid Stable O-Phosphono-Protection for the Boc-Mode Solid-Phase Synthesis of Phosphopeptides^
- An Efficient Procedure for Solid-Phase Synthesis of Phosphopeptides by the Fmoc Strategy
- PC77 TOTAL SYNTHESIS OF SPIDER TOXIN, NSTX-3 AND ITS STRUCTURE-ACTIVITY RELATIONSHIP
- Construction of a Supercritical Water flow Reactor to Simulate the Submarine Hydrothermal System
- Strecker-type reactions by using a supercritical water flow reactor simulating submarine hydrothermal systems
- Reaction of Amino Acids in a Supercritical Water-Flow Reactor Simulating Submarine Hydrothermal Systems
- Liquid Ionization Mass Spectrometry of Some Triorganotin Carboxylates
- Chemical Knowledge and View for Natural Substances and Industrial Products : Approach from Familiar Materials of Everyday Life
- How good is QT dispersion as an index of the inhomogeneity of repolarization in in-situ porcine hearts?
- The Stereochemistry of Deoxynupharidine: The Absolute Configuration of Deoxynupharidine
- Studies on Peptides. VIII. The Synthesis of α,γ-Glutamyl Peptides and the Cleavage Reactions of their γ-Glutamyl Peptide Linkages
- Chemical studies on tuberactinomycin. XI. Semisyntheses of tuberactinomycin analogs with various amino acids in branched part.
- Muramyl dipeptide derivatives with multiprenylacetyl group. Synthesis and immunological activities.
- Syntheses and Properties of 2-Oxothiazolidine-4-carboxylic Acid and Its Derivatives
- Chemical synthesis of a biosynthetic precursor of lipid A with a phosphorylated tetraacyl disaccharide structure.
- Synthesis and antitumor activity of N-acetylmuramyl-L-alanyl-D-isoglutamine 6-phosphate and its lipophilic derivatives.
- Synthetic Studies of Bacitracin. VIII. Synthesis of Cyclohexapeptide Moiety
- Computer Simulation of the Growth of Ni on a Ni(111) Surface
- The structure of galantinamic acid, a new amino acid in a peptide antibiotic galantin I.
- Chemical Studies on Tuberactinomycin. V. Structures of Guanidino Amino Acids in Tuberactinomycins
- Chemical Studies on Tuberactinomycin. IX. Nuclear Magnetic Resonance Studies on Tuberactinomycins and Tuberactinamine N
- Chemical studies on tuberactinomycin. XIV. Novel synthesis of DL-capreomycidine.
- An improved synthesis of threo-3-methyl-D-cysteine.
- Synthetic study on peptide antibiotic nisin. III. Synthesis of ring C.
- Syntheses of four stereoisomers of .BETA.-methyllanthionine.
- Structural and stereochemical study of galantinic acid, a new amino acid from peptide antibiotic galantin I.
- The Novel Synthesis of Two Diastereomers of γ-Hydroxyproline
- Synthetic Studies of Bacitracin. VI. Synthesis of Unprotected Thiazoline Peptides
- Asymmetric Reduction of Some Dehydrophenylalanyl Peptides
- Synthetic Studies on Bacitracin. VII. Isomerization of Amino Acid Components of Thiazoline Peptides
- Chemical Studies on Tuberactinomycin. VII. Synthesis of γ-Hydroxy-β-lysine
- Synthetic Studies of Bacitracin. IX. Synthesis of Peptide Fragments for Bacitracins of Cycloheptapeptide Formula
- Synthesis and stereochemistry of hypusine, a new amino acid in bovine brain.
- Synthesis of alanyl-1-aminoethanesulfonic acid.
- Synthesis of 6-O-mycoloyl-N-acetylmuramyl-L-alanyl-D-isoglutamine with antitumor activity.
- Synthetic study on peptide antibiotic nisin. I. The synthesis of ring A.
- 4-Azidobutyryl group for temporary protection of hydroxyl functions.
- Total synthesis of Escherichia coli lipid A, the endotoxically active principle of cell-surface lipopolysaccharide.
- Synthesis of Acyl Derivatives of β-Lysine for Peptide Synthesis
- Synthesis of L-epicapreomycidine.
- Chemical studies on tuberactinomycin. XVII. Synthesis of threo-.GAMMA.-hydroxy-L-.BETA.-lysine, constituent amino acid of tuberactinomycin A and N.
- Preparation of N-acetylmuramyl-L-[U-14C]alanyl-D-isoglutamine via a novel synthetic route.
- Synthesis of 6-O-acyl derivatives of immunoadjuvant active N-acetylmuramyl-L-alanyl-D-isoglutamine.
- Racemization of Amino Acid Residues Fused in Thiazoline, Oxazoline, and Imidazoline Rings
- Syntheses of several muramyl peptides in relation to chemical structures of less immunoadjuvant bacterial cell walls.
- Chemical synthesis of N-acetylmuramyl peptides with partial structures of bacterial cell wall and their analogs in relation to immunoadjuvant activities.
- Synthesis of Streptolidine (Roseonine, Geamine)
- Component Amino Acids of the Antibiotic Longicatenamycin. Isolation of 5-Chloro-D-tryptophan
- Synthesis of Allyl 3-Deoxy-D-manno-2-octulopyranosidic Acid 4- and 5-Phosphates.
- Total synthesis of lipid A, active principle of bacterial endotoxin.
- Synthesis of threo-3-methylcysteine from threonine.