Resolution of amino acids. XII. Preparation of L-2-amino-5-arylpentanoic acids, constituent amino acids in AM-toxins.

スポンサーリンク

概要

• 論文の詳細を見る

• The L-forms of 2-amino-5-(<I>p</I>-methoxyphenyl)pentanoic acid (Amp), 2-amino-5-phenylpentanoic acid (App), and 2-amino-5-(<I>p</I>-hydroxyphenyl)pentanoic acid (Ahp) are constituent amino acids in AM-toxins. The <I>O</I>-methyl linkage of L-Amp was hydrolyzed gradually by heating with hydrochloric acid. A procedure without drastic acid treatment is given for the synthesis and resolution of Amp. Diethyl [3-(<I>p</I>-methoxyphenyl)propyl]acetamidomalonate (<B>3a</B>) was saponified to the corresponding malonic acid (<B>5a</B>), and <B>5a</B> was converted into acetyl-L-Amp (L-<B>6a</B>) by decarboxylation. The DL-<B>6a</B> and acetyl-DL-App were resolved by acylase to afford L-Amp and L-App, respectively. The L-Ahp was prepared from L-Amp by acid treatment.

• 公益社団法人 日本化学会の論文

著者

• Shimohigashi Yasuyuki

  Laboratory Of Biochemistry Department Of Chemistry Faculty Of Science Kyushu University

• Lee Sannamu

  Laboratory Of Biochemistry Faculty Of Science Kyushu University

• Izumiya Nobuo

  Laboratory Of Biochemistry Faculty Of Engineering Kyushu Sangyo University

• SHIMOHIGASHI Yasuyuki

  Laboratory of Biochemistry, Faculty of Science, Kyushu University

関連論文

• Splicing Variants of pdf Gene in the Honeybee Apis mellifera
• Design and Synthesis of α-Helix Peptide Bonding to Prion Protein N-terminal Octarepeat Domain
• Immunological Evidences of Circadian Neuropeptide PDF Isoform Present at the Lamina Outer Cells and Varicose Network in the Optic Lobes of the Cricket Gryllus bimaculatus
• Identification of Novel Isofoms of the Circadian Neuropeptide PDF in the Silk Moth Bombyx mori and their Expression in Brain
• cDNA Cloning and mRNA Expression of the Circadian Neuropeptide PDF in the Silk Moth Bombyx mori
• Structural Analysis and Identification of Novel Isoforms of the Circadian Clock Gene period in the Silk Moth Bombyx mori(Neurobiology)
• cDNA Cloning and Nuclear Localization of the Circadian Neuropeptide Designated as Pigment-Dispersing Factor PDF in the Cricket Gryllus bimaculatus
• Synthesis and Binding Activities of Endomorphin Analogs Containing 1-Aminocyclopropane-1-carboxylic Acid
• Synthesis and Receptor-Binding Activity of Morphiceptin Analogs Containing α, α-Disubstituted Glycine in the Position 2
• Synthesis and Receptor-binding Activity of Endomorphin Analogs Containing α, α-Disubstituted Glycine
• Molecular Cloning and In Situ Hybridization of Circadian Neuropeptide PDF Receptor in the Fruit Fly Drosophila melanogaster
• Structure-Activity Studies of FMRFamide-Related Peptides in Activating the Specific Receptor Present in the Housefly Musca domestica
• cDNA Cloning of PDF Peptide Precursors in House Fly and Last Summer Cicada
• Chymotrypsin Inhibition Induced by Side Chain-Side Chain Intramolecular CH/π Interaction in D-Thr-L-Phe Benzylamide
• Ligand-inducing Conformation Changes in the Estrogen Receptor C-Terminal Tail Moiety and Their Sensing by Polyclonal Antibodies
• Preparation of the Antibody Which Discriminates the Conformations of Ligand-bound and Ligand-free Estrogen Receptors : Applications to the Quantitative Analysis of Ligand Bindings
• Aggregation Feature of Fluorine-Substituted Benzene Rings and Intermodular C-H…F Interaction: Crystal Structure Analyses of Mono- and Trifluoro-L-phenylalanines
• FMRFamide-Related Peptides in the Nervous System of the Housefly Musca domestica : cDNA Cloning and Actions on Clam Heart Contraction
• INTERACTION OF HIGHLY BIOACTIVE GRAMICIDIN S ANALOG LACKING HYDROPHILIC AMINO ACID RESIDUES WITH BIOMEMBRANES
• Structural Characterization of the Housefly PDF, A Circadian Rhythm Pacemaker Hormone
• The Structure-activity Studies of Drosophila FMRFamide-related Peptides
• Localization Profiles of the Precursor Protein of Circadian Rhythm Pacemaker Hormone PDF in Gryllus Brain
• Structural Analysis of the PERIOD-PAS Domain Binding Regions in Insect Clock Protein TIMELESS
• Double-labelled in situ Hybridization Reveals the Lack of Co-localization of mRNAs for the Circadian Neuropeptide PDF and FMRFamide in Brains of the Flies Musca domestica and Drosophila melanogaster
• IMMUNOCYTO- AND HISTOCHEMICAL ANALYSIS ON THE CIRCADIAN NEUROPEPTIDE PDF IN GRYLLUS BIMACULATUS(Physiology,Abstracts of papers presented at the 76^ Annual Meeting of the Zoological Society of Japan)
• Immunocytochemical Identification the Circadian Neuromodulator PDF in the Housefly Musca domestica : Formation of Mature Peptide
• Immunocytochemical Studies on the Circadian Neuropeptide PDF in the Cricket Gryllus bimaculatus
• Structural Characteristics of Drosophila Estrogen-related Receptor Ligand Binding Domain to Capture the Peptide and Non-peptide Ligands
• LOCALIZATION PROFILES OF ORCADIAN NEUROPEPTIDE PDF IN THE BRAIN OF FLIES, MUSCA DOMESTICA(Physiology,Abstracts of papers presented at the 75^ Annual Meeting of the Zoological Society of Japan)
• LOCALIZATION PROFILES OF CIRCADIAN NEUROPEPTIDE PDF IN THE BRAIN OF CRICKET, GRYLLUS BIMACULATUS(Physiology,Abstracts of papers presented at the 74^ Annual Meeting of the Zoological Society of Japan)
• Molecular Cogs of the Insect Circadian Clock
• Functional Analysis of F-Domain Peptides Important for the Basal Constitutive Activity of Human Nuclear Receptor
• α-Helix Peptides for Bio-Panning in the Phage Display Method to Obtain the Antibodies Specific for Conformation Change in Nuclear Receptors
• Highly Sensitive Monoclonal Antibodies to Distinguish Conformational Changes Induced by Endocrine Disrupting Chemicals in the Estrogen Receptor
• Specific Affinity Labeling of Cys60 in the δ Opioid Receptor by Npys-containing Dynorphin A Analog
• Differential Receptor Binding Characteristics of the Phenylalanine Residues at Positions 3-4 of Endomorphin-2
• The Role of Deltorphin II Phenylalanine Residue in Binding to the δ Opioid Receptor
• Exploration of the Role of Phenylalanine in the Thrombin Receptor Tethered-Ligand Peptide by Substitution with a Series of Trifluorophenylalanines
• The Mode of Molecular Interation of Phe-3 of Deltorphin II and Endomorphin 2 in Opioid Receptor Binding
• Receptor Interaction Mode of the Phe-phenyl Group of Opioid Peptides
• Exploration of Universal Cysteines in the Bining Sites of Therr Opioid Receptor Subtypes by Disulfide-Bonding Affinty Labeling with Chemically Activated Thiol-Containing Dynorphin A Analogs
• Affinity Labeling of Opioid Receptor Subtypes by Activated Thiol-containig Dynorphin A Analogs
• Different Roles of Two Consecutive Leucine Residues in a Receptor-Tethered Ligand Peptide (SFLLRNP) in Thrombin Receptor Activation
• Placenta Expressing the Greatest Quantity of Bisphenol A Receptor ERRγ among the Human Reproductive Tissues : Predominant Expression of Type-1 ERRγ Isoform
• Direct Measure of Fluorescence Intensity for Efficient Receptor-binding Assay : Conjugates of Ethinylcarboxyestradiol and 5(and 6)-Carboxyfluorescein via α,ω-Diaminoalkanes as a Tracer for Estrogen Receptor
• Differential Receptor Recognition by Dmt-Containing Enkephalin Dimers Cross-Linked by Phenylenediamines
• The Molecular Mechanism of ORL1 Nociceptin Receptor in Activation : Residual Essentials in the Sixth Transmembrane Domain
• Optimization of the N-Terminal Group of Ac-RYYRIK-NH_2 as ORL1 Receptor Antagonist
• The Output Mechanism of Circadian Pacemaker Neuropeptide PDF in the Regulation of Bimodal Locomotor Distribution
• Structural Evidence for Endocrine Disruptor Bisphenol A Binding to Human Nuclear Receptor ERRγ
• Immunological Confirmation of Circadian-Related Neuropeptide PDF-Isoform Peptide in the Cricket Gryllus bimaculatus
• Reversible Affinity Labeling of Opioid Receptors via Disulfide Bonding: Discriminative Labeling of μ and δ Subtypes by Chemically Activated Thiol-Containing Enkephalin Analogs
• Monoclonal Antibody Sensing Assay for Conformation Change Induced by Metal Binding to Prion Protein N-Terminal Octarepeat Domain
• Isobutyryl-RYYRIK-NH_2, A Highly Potent Nociceptin Antagonist
• Conformation Change-sensing Assay Using Monoclonal Antibody for N-terminal Octapeptide Repreat Region of Prion Protein
• Structural Characterisitics of the N-Terminal Octapeptide Repeat Region of Prion Protein
• Structural Requirements of the N-terminal Octapeptide Repeat of Prion Protein
• Structural Requirement of the Acyl Group of Ac-RYYRIK-NH_2, an Antagonist of Algesic Neuropeptide Nociceptin
• Multiple Post-Transcriptional Regulations in Circadian Pacemaker Neuropeptide pdf Gene
• Synthesis of Pure Antagonist of ORL1 Nociceptin Receptor
• Residual Roles of Hydrophobic Amino Acids in the Fifth Transmembrane Domain of ORL1 Receptor in Its Activation
• Enkephalin Dimers Cross-Linked by Diaminobenzene for Homodimeric Opioid Receptors Expressed in COS-7 Cells
• Continuous Activation of the δ-Opioid Receptor by Affinity Labeling
• Biochemical Evaluation of Hormonal Activity of Endocrine Disruptors by Sensing the Estrogen Receptor Conformation Changes
• The Effect of the Peptide Corresponding to the No.12 α-Helix on the Estrogen Receptor Activation
• Specific Affinity Labeling of Delta Opioid Receptors via Thiol-Disulfide Exchange Reaction
• Identification of Receptor Residues Functioning for Activation of ORL1 Nociceptin Receptor by Site-directed Mutageneses
• Lysine-49-Phospholipases A_2 from Trimeresurus flavoviridis Venom Are Membrane-Acting Enzymes
• BIOLOGICAL EVALUATION OF N-TERMINAL PENTA- AND OCTAPEPTIDES OF NEUROPEPTIDS γ, A HIGHLY POTENT TACHYKININ PEPTIDE
• Exclusive Affinity-Labeling of μ Opioid Receptors by Morphiceptin Analogs Containing S-(3-Nitro-2-pyridylthio)cysteine
• Selective Affinity-labeling of μ Opioid Receptors by Morphiceptin Analogs
• Phosphorylation Site-Specific Monoclonal Antibody Recognizing Ser(P)-Gln Sequence
• Destabilization of Tumor Suppressor Protein p53 Tetramer by Oxidation of Met340
• Structural Requirement of Nociceptive Peptide Nociceptin : Structural Importance of C-Terminal Fragment for Receptor Recognition
• Structure-Activity Relationships of a Naturally Occurring Nociceptive Peptide, Nociceptin
• The Recovery of Affinity-labeled Opioid Receptors to Their Intact Forms
• Characteristic Intra- and Intermolecular Interactions of Dipeptide-Chymotrypsin Complex as Specific Structural Essentials for Enzyme Inhibition
• Identification of Receptor Binding Site of Nociceptin-14-15, the Residues for High Receptor Potentiation
• Synergistic Potentiation of Nociceptin by Simultaneous Incorporation of Basic Amino Acids at the Consecutive Positions 14-15
• Activity Enhancement by Introduction of Two Different Halogen Atoms into Phe-2-phenyl Group of Thrombin Receptor Tethered-Ligand Analogs
• Edge-to Face CH/π Interaction between Ligand Phe-Phenyl and Receptor Aromatic Group in the Thrombin Receptor Activation
• Highly Potent Peptide Ligands for Thrombin Receptor
• Chemical Syntheses of Phenylalanine Derivatives Containing Halogenated Benzene Ring as Structural Explorers for Elucidation of Molecular Mechanisms of Receptor Interacions
• Desieg and Synthesis of para-Fluorophenylalanine Amide Derivatives as Thrombin Receptor Antagonists
• Importance of Ligand Phe-phenyl Group for Activation of Thrombin Receptor
• The Role of Arginine in Thrombin Receptor Tethered-Ligand Peptide in Intramolecular Receptor Binding and Self-Activation
• Effects of Substitution of Hydrophobic Amino Acids by Tryptophan on Receptor Binding and Biological Activity of Neuropeptide Nociceptin
• Analysis of Receptor Activation Mechanism by Incorporating the Ligand Peptide into the Receptor : A Delta Opioid Receptor Tethering Enkephalin
• Inactivation of Gramicidin S by Acylation of Two Ornithine Residues with Higher Fatty Acids
• Induced-fit Type Ligand Binding Guided by Free-rotatory Leu Residue Present in the 7th α-Helix Peptide in the Estrogen-related Receptor γ (ERRγ)
• Bisphenol A-Specific Nuclear Receptor ERRγ : Structure-Function Analysis of the Two Novel Isoforms Lacking Vital Peptide Fragment in the Ligand Binding Domain
• Molecular Recognition of Prion Protein via Its N-terminal Octapeptide Repeat Structure
• The Effects of Arg→Trp and Lys→Trp Substitutions for Arg-Lys^ Residues in a Superagonist [Arg-Lys^]-Nociceptin on the ORL1 Receptor Binding and Activation
• Molecular Mechanism of α-Helix Peptide That Inhibits Intermolecular Interaction of Prion Protein N-Terminal Tetrarepeat Domain
• Histidines as Structurally Essential Residue for the Delta Opioid Receptor Activation
• Essential Amino Acid Residues in the ORL1 Receptor Transmembrane Domains for Receptor Activation
• Evidence for Functional Involvement of Asparagine 67 in Substrate Recognition by Snake Venom Phospholipases A2
• ERα/ERRα Nuclear Receptor Heterodimer Directly Linked by A Flag Peptide
• Design and Synthesis of para-Fluorophenylalanine Amide Derivatives Containing N-Terminal Thiol as Thrombin Receptor Antagonist
• The Attempt to Identify the Binding Sites of Nociceptin Antagonist Ac-RYYRIK-NH_2 in ORL1 Receptor

もっと見る 閉じる

スポンサーリンク