Structural Studies on C-Amidated Amino Acids and Peptides : Function of Amide Group in Molecular Association in Crystal Structures of Val-Gly-NH_2, Ser-Phe-NH_2, Gly-Tyr-NH_2 and Pro-Tyr-NH_2 Hydrochloride Salts
スポンサーリンク
概要
- 論文の詳細を見る
As part of a series of elucidation of the structural features of peptides caused by C-terminal a-amidation, the crystal structures of H-Val-Gly-NH_2, H-Ser-Phe-NH_2, H-Gly-Tyr-NH_2, and H-Pro-Tyr-NH_2 hydrochloride salts were analyzed by the X-ray diffraction method. Although respective molecules take energetically allow-able torsion angles concerning the backbone and side chains, their conformations are not necessarily the same as the corresponding unamidated ones. This results from the different molecular packing requirements, rather than from different conformational features inherent in the C-amidated and -unamidated peptides. As for the molecular packing feature, each peptide tended to form a repeated structure through those hydrogen bonds in which both amide NH and O=C groups participate. The chloride ions are located between the neighboring peptides and are hydrogen-bonded to the respective amide NHs, leading to the sheet structure. The hydrogen-bonding feature of the amide group and its function in molecular packing was discussed based on the results analyzed so far.
- 公益社団法人日本薬学会の論文
- 2002-05-01
著者
-
IN Yasuko
Osaka University of Pharmaceutical Sciences
-
In Y
Osaka Univ. Pharmaceutical Sci. Osaka Jpn
-
In Yasuko
Osaka University Of Pharmaceutical Science
-
Ishida Toshimasa
Osaka Univ. Of Pharmaceutical Sciences
-
Inamori Yoshihiko
Osaka College Of Pharmacy
-
ONO Hiroto
Osaka University of Pharmaceutical Sciences
-
Ishida Toshimasa
Osaka College of Pharmacy
関連論文
- Studies on the Constituents of Cimicifuga Species. XX. Absolute Stereostructures of Cimicifugoside and Actein from Cimicifu simplex WORMSK.
- Synthesis and Determination of Chirality of Optically Active α-Cyclopropylalanine
- Comparison of Conformations of Tetrapeptide Diastereomers Containing α-Phenyl-α-(2-pyridyl)glycine
- Molecular Cloning of the Gene Encoding a Novel β-N-Acetylhexosaminidase from a Marine Bacterium, Alteromonas sp. Strain O-7, and Characterization of the Cloned Enzyme(Biochemistry & Molecular Biology)
- Molecular Cloning of the Gene Encoding an Outer-Membrane-Associated β-N-Acetylglucosaminidase Involved in Chitin Degradation System of Alteromonas sp. Strain O-7
- Crystallization and Preliminary X-Ray Diffraction Study of Recombinant Human Eukaryotic Initiation Factor-4E
- Structual Analyses for Asymmetric Derivatives of Ascidiacyclamide by X-ray Diffraction and NMR Spectroscopy
- Crystal Structure of Hybrid Dipeptide, (2-Carboxyethyl)-cytosine-1-yl-L-threonine Monohydrate
- Crystal Structure of Hybrid Dipeptide, Cytosinyl-L-tyrosine
- Conformation and Sodium Coordinate Forms of an Endothelin Inhibitor BQ123・Na, Cyclo(-D-Trp-D-Asp^~-Pro-D-Val-Leu-)・Na^+, in the Crystal
- Polymorphism and C-H…O Interaction of Wortmannin, a Phosphatidylinositol 3-Kinase Inhibitor
- Crystal Structure of 3, 4-Dihydroxy-6-fluoro-DL-phenylalanine Monohydrate Used as a Positron Emission Tomography Imaging Ligand
- Interaction Modes between N7-Quarternized Guanine and Cytosine-Containing Dipeptides
- Crystal Structure of Hybrid Dipeptide, Uracil-1-yl-(2-carboxyethyl)-glycine
- Crystal Structure of Cytosine and Alanine Hybrid Dipeptide, Cytosine-1-yl-(2-carboxyethyl)-L-alanine
- Spectroscopic Investigation on the Interaction of NCA0424,a Potent Antitumor Indoloquinoxaline Derivative, with DNA
- Thermodynamic Effect of Commplementary Hydrogen Bond Base Pairing on Aromatic stacking Interaction in the Guanine-X-Trp Complex (X=Adenine, Guanine, Cytosine, Thymine)
- Aggregation Feature of Fluorine-Substituted Benzene Rings and Intermodular C-H…F Interaction: Crystal Structure Analyses of Mono- and Trifluoro-L-phenylalanines
- Turnip Mosaic Virus Genome-Linked Protein VPg Binds C-Terminal Region of Cap-Bound Initiation Factor 4E Orthologue Without Exhibiting Host Cellular Specificity
- Isolation of immunosuppressive phospholipids from marine bacteria
- Bacillus stearothermophilus Glyceraldehyde-3-phosphate Dehydrogenase as a Source of Angiotensin-converting Enzyme Inhibitors(Biological Chemistry)
- Opioid Peptide-Like Activities of Fulicin, Fulicin Gene-Related Peptides, and Their Synthetic Analogs
- Cloning and Nucleotide Sequence of the Gene Encoding a Serine Proteinase Inhibitor Named Marinostatin from a Marine Bacterium, Alteromonas sp. Strain B-10-31
- Domain-dependent Interaction of Eukaryotic Initiation Factor eIF4A for Binding to Middle and C-terminal Domains of eIF4G
- Role of Each Repeat Peptide in Aggregation of Tau Microtubule-binding Domain
- Marked Difference Between Self-aggregations of First and Fourth Repeat Peptides on Tau Microtubule-binding Domain in Acidic Solution
- Study of Self-Aggregation Mechanism of Microtubule-Binding Domain of Tau Protein
- Effect of N-Terminal Region of eIF4E and Ser65-Phosphorylation of 4E-BP1 on Interaction between eIF4E and 4E-BP1 Fragment Peptide
- N-terminal Secondary Structures of Second and Third Repeat Fragments Responsible for Self-assembly of Tau Microtubule-binding Domain
- PH-Dependent Filament Formation of Repeat Peptide of Microtubule-binding Domain of Tau Protein
- Possible Role of Each Repeat Structure of the Microtubule-Binding Domain of the Tau Protein in In Vitro Aggregation
- Solvent-dependent Conformational Change of Third Repeat Fragment of Microtubule-binding Domain Responsible for Filament Formation of Tau Protein
- Crystal and Molecular Structure of an (S)-(+)-Enantiomer of Modafinil, a Novel Wake-Promoting Agent
- Conformational Analysis of Four Repeat Fragments in Tau Microtuble Binding Domain
- Analysis of aggregation mechanism of microtuble binding domain in tau protein
- The Mechanism of the Bactericidal Activity of Hinokitiol
- The Excellence of Aomori Hiba (Hinokiasunaro) in Its Use as Building Materials of Buddhist Temples and Shinto Shrines
- Biological Activity of β-Dolabrin, γ-Thujaplicin, and 4-Acetyltropolone, Hinokitiol-Related Compounds(Biochemistry/Molecular Biology)
- Biological Activity of α-Thujaplicin, the Isomer of Hinokitiol(Biochemistry/Molecular Biology)
- A Thermostable Laccase from Streptomyces lavendulae REN-7 : Purification, Characterization, Nucleotide Sequence, and Expression(Biochemistry & Molecular Biology)
- Biological Activity of Tropolone(Biochemistry/Molecular Biology)
- Biological Activity of 4-Acetyltropolone, the Minor Component of Thujopsis dolabrata SIEB. et ZUCC. hondai MAK.
- Cloning and Expression of an α-L-Arabinofuranosidase Gene (stxIV) from Streptomyces thermoviolaceus OPC-520, and Characterization of the Enzyme(Biochemistry & Molecular Biology)
- Isolation and Characterization of the Genes Encoding Two Metalloproteases (MprI and MprII) from a Marine Bacterium, Alteromonas sp. Strain O-7(Biochemistry & Molecular Biology)
- Cloning, Sequencing, and Expression of the Gene Encoding an Intracellular β-D-Xylosidase from Streptomyces thermoviolaceus OPC-520(Biochemistry & Molecular Biology)
- Biological Activity of α-Thujaplicin, the Minor Component of Thujopsis dolabrata SIEB.et ZUCC.var.hondai MAKINO
- Cytotoxicity of the Hinokitiol-Related Compounds, γ-Thujaplicin and β-Dolabrin
- Family 19 Chitinases from Streptomyces thermoviolaceus OPC-520 : Molecular Cloning and Characterization
- Antifungal Activity of Hinokitiol-Related Compounds on Wood-Rotting Fungi and Their Insecticidal Activities
- Phytogrowth-Inhibitory Activities of β-Dolabrin and γ-Thujaplicin, Hinokitiol-Related Compounds and Constituents of Thujopsis dolabrata Sieb. et Zucc. var hondai MAKINO
- Biological Activity of Alkyl 2-(Acylthio)benzoates
- Purification and Characterization of a Thermostable Chitinase from Streptomyces thermoviolaceus OPC-520 and Cloning of the Encoding Gene
- Enantioselective Synthesis of a Phenylalanine Library Containing Alkyl Groups on the Aromatic Moiety : Confirmation of Stereostructure by X-Ray Analysis
- Binding Diversity of a Noncovalent-Type Low-Molecular-Weight Serine Protease Inhibitor and Function of a Catalytic Water Molecule : X-Ray Crystal Structure of PKSI-527-Inhibited Trypsin
- Inhibitory Activity of Podophyllotoxin and Matairesinol-derivative Lignans on the Root Growth of Brassica campestris
- Inhibitory Activity of 5-Thio-D-glucose on Plant Growth
- BIOLOGICAL ACTIVITIES OF STLIBENE DERIVATIVES
- PHYSIOLOGICAL ACTIVITIES OF DEOXYPODOPHYLLOTOXIN
- THE MECHANISMS OF DELAYED INSECTICIDAL ACTION OF STREPTOTHRICIN ANTIBIOTICS
- Intermolecular Association Model of Antifungal Polyene Macrolide via Concerted =C-H…O Interactions : X-ray Crystal Structure Analysis and Ab Initio Molecular-Orbital Calculations of Chainin
- Difference between Enzymatic and Chemical N-methylations of Protoberberine-Type Alkaloid, Dependent on the Stereoisomer of (-)-N-methyl-7, 8, 13, 13a-tetrahydroberberinium Salt
- Functional Analysis of C-Terminal Amide in Bioactivity of Endomorphin-2 : Conformational Comparison with Its Unamidated Peptide in DMSO Solution
- Structural/Physicochemical Properties of Corycavidine, a Key Intermetabolite in the Biosynthesis of Isoquinoline Alkaloids, Elucidated by X-Ray Crystallography, Solution Conformation and Thermal Behavior Analyses, and Energy Calculations
- Copper(II) Ion-Catalyzed and Molecular Packing-Dependent Dimerization of Pyridoxal 5-Phosphate-Pyridoxamine 5-Phosphate Schiff Base as a Structural Model for in Vitro Transformation of Amino Acid by Pyridoxal 5-Phosphate : X-Ray Crystal Structural investi
- Studies on Inhibitory Activities of Fukiic Acid Esters on Germination, α-Amylase and Carboxypeptidase A
- Structural Requirement for Chiral Recognition of Amino Acid by (18-Crown-6)-tetracarboxylic Acid : Binding Analysis in Solution and Solid States
- Conformational Comparison of μ-Selective Endomorphin-2 with its C-Terminal Free Acid, Studied by ^1H-NMR Spectroscopy and X-Ray Structure Analysis
- Molecular Cynamics Simulations of Bovine Cathepsin B and Its Complex with CA074
- Substrate Specificity of Bovine Cathepsin B and Its Inhibition by CA047, Based on Crystal Structure Refinement of the Complex
- Binding Mode of CA074, a Specific Irreversible Inhibitor, to Bovine Cathepsin B as Determined by X-Ray Crystal Analysis of the Complex
- Insecticidal and Antifungal Activities of Aminorhodanine Derivatives
- Biological Activity of Purpurogallin
- Structural Studies of C-Amidated Amino Acids and Peptides : Crystal Structures of Z-Gly-Phe-NH_2,Tyr-Lys-NH_2,and Asp-Phe-NH_2
- Antimicrobial Activity and Metalloprotease Inhibition of Hinokitiol-Related Compounds, the Constituents of Thujopsis dolabrata S. and Z. hondai MAK.
- Synthesis and Determination of Chirality of Optically Active α-Cycloalkylalanines
- Solvent-Dependent Conformation of the Third Repeats Fragment in the Microtubule-Binding Domain of Tau Protein, Analyzed by ^1H-NMR Spectroscopy and Molecular Modeling Calculation
- Aggregation Analysis of the Microtubule Binding Domain in Tau Protein by Spectroscopic Methods
- Inhibitory Behavior of Cyanidine and Methylene Blue for Filament Formation of Tau Microtubule-binding Domain
- Structural Studies of [2',6'-Dimethyl-L-tyrosine^1]Endomorphin-2 Analogues Containing Proline Mimics
- Side Chain-Dependent Binding of Antitumor Indoloquinoxaline Derivatives to DNA:Comparative Spectroscopic and Viscometric Measurements
- Importance of Tyrosine Residue for Filament Formation of Tau Microtubule-binding Domain
- Structural Scaffold of 18-Crown-6 Tetracarboxylic Acid for Optical Resolution of Chiral Amino Acid : X-Ray Crystal Analyses of Complexes of D- and L-Isomers of Serine and Glutamic Acid
- Conformational Study of Repeat Fragments in Microtuble Binding Domain of Tau Protein
- Aggregation Analysis of Microtubule Binding Domain in Tau Protein by Spectroscopic Method
- Total Synthesis of cis,cis-Ceratospongamide and It's Thermal Isomerization : What is the Real Structure of the Isomerization Product?
- Inclusion Effect and Structural Basis of Cyclodextrins for Increased Extraction of Medicinal Alkaloids from Natural Medicines
- Expression of a Synthetic Gene for Initiation Factor 4E-Binding Protein 1 in Escherichia coli and Its Interaction with eIF-4E and eIF-4E・m 7 GTP Complex^1
- Molecular Conformation of Aureobasidin A, a Potent Antifungal Cyclic Depsipeptide : X-Ray Structure Analysis
- Importance of Tyr310 residue in the third repeat of microtubule binding domain for filament formation of tau protein
- Importance of CH-π Interaction Between I308 and Y310 Residues in the Third Repeat of Microtubule Binding Domain for Tau Filament Formation
- Unique Coordination Mode of Potassium Ions to Glycyrrhizin : X-ray Crystal Structure of Glycyrrhizin Dipotassium Salt
- Structural Studies of Specific Intermolecular Interactions and Self-Aggregation of Biomolecules and Their Application to Drug Design
- Synthesis and Conformational Analysis of Homo-oligopeptides of α,α-Dicyclopropylglycine
- Synthesis and Conformational Analysis of Dcp-Containing Homo-Oligopeptides
- CH...π interplay between Ile308 and Tyr310 residues in the third repeat of microtubule binding domain is indispensable for self-assembly of three- and four-repeat tau
- CH-π Interaction between I308 and Y310 Residues is Required for Self Assembly of Full Length Tau
- Structural Studies on C-Amidated Amino Acids and Peptides : Function of Amide Group in Molecular Association in Crystal Structures of Val-Gly-NH_2, Ser-Phe-NH_2, Gly-Tyr-NH_2 and Pro-Tyr-NH_2 Hydrochloride Salts
- Structural studies of the interaction between indole derivatives and biologically important aromatic compounds. IV. The crystal and molecular structure of tryptamine:adenin-9-ylacetic acid(1:1)hemihydrate complex.
- The crystal structure of the 1-(2-carboxyethyl)uracil: phenethylamine (1:1) complex.
- The crystal and molecular structure of N-(thioacetyl)tryptamine. A radioprotective indole compound.