Opioid activities of morphiceptin analogs derived from human .BETA.-casein.
スポンサーリンク
概要
- 論文の詳細を見る
Four tetrapeptide amides with the <I>N</I>-terminal Tyr–Pro sequence were synthesized as possible opioid agonists that can be produced by degradation of human β-casein. When these peptides were tested for their ability to bind to the μ and δ opioid receptors in rat brain, only H–Tyr–Pro–Phe–Val-NH<SUB>2</SUB> was active, showing the 60% increased affinity for the μ receptors as compared with morphiceptin (H–Tyr–Pro–Phe–Pro–NH<SUB>2</SUB>) derived from bovine β-casein. It was highly μ-selective, as well as morphiceptin, with the μ/δ-selectivity ratio of 285. Other three analogs, H–Tyr–Pro–Ser–Phe–NH<SUB>2</SUB>, H–Tyr–Pro–Val–Arg–NH<SUB>2</SUB> and H–Tyr–Pro–Val–Pro–NH<SUB>2</SUB>, were almost completely inactive. These results suggested that, for the morphiceptin-like tetrapeptide amides, the presence of Phe at position 3 is essential to elicit an activity to bind to the μ opioid receptors. Conformational considerations by measuring the CD spectra indicated that the sequence of tetrapeptide amide Tyr–Pro–Xxx–Pro(or Val)–NH<SUB>2</SUB> is an important structural requirement to interact with the μ opioid receptors.
- 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
-
Waki Michinori
Laboratory Of Biochemistry Department Of Chemistry Faculty Of Science Kyushu University
-
Sakamoto Hiroshi
Laboratory Of Biochemistry Department Of Chemistry Faculty Of Science Kyushu University
-
Shimohigashi Yasuyuki
Laboratory of Biochemistry, Department of Chemistry, Faculty of Science, Kyushu University 33
-
Costa Tommaso
National Institute of Child Health and Human Development, National Institutes of Health
-
Sakaguchi Kazuyasu
Laboratory of Biochemistry, Department of Chemistry, Faculty of Science, Kyushu University 33
-
Waki Michinori
Laboratory of Biochemistry, Department of Chemistry, Faculty of Science, Kyushu University 33
-
Tsubaki Yoshiko
Laboratory of Biochemistry, Department of Chemistry, Faculty of Science, Kyushu University 33
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