Peptide chemistry 1992 : proceedings of the 2nd Japan Symposium on Peptide Chemistry, November 9-13, 1992, Shizuoka, Japan
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書誌事項
Peptide chemistry 1992 : proceedings of the 2nd Japan Symposium on Peptide Chemistry, November 9-13, 1992, Shizuoka, Japan
ESCOM, 1993
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Includes bibliographical references and indexes
内容説明・目次
内容説明
Recent advances in the field of peptide chemistry and gene technology have resulted in an explosive accumulation of information on biologically active pep tides and functional proteins. Because of the importance of such peptides and proteins in the role of cellular or extracellular regulatory mechanisms and their potential therapeutic value, an understanding of their detailed interactions with the specific receptor should provide useful information for structure-activity studies. These problems have been approached in many ways. However, despite our efforts, many gaps in our knowledge of peptide chemistry remain to be filled, and some answers will no doubt be forthcoming in the next few years. This volume, the Proceedings of the 2nd Japan Symposium on Peptide Chemistry held in Shizuoka, covers all presentations. Speakers and discussants, numbering approximately 550, came from Australia, Austria, Belgium, Canada, China, Denmark, France, Germany, Israel, Italy, Russia, Sweden, Switzerland, India, the United Kingdom, the United States of America, and Japan. One very sad note was the sudden death, shortly before the conference, of Professor Emeritus Shiro Akabori, an outstanding organic chemist and a pioneer in peptide research. The news shocked his many friends and colleagues, who miss him deeply. Finally, it is a pleasure to acknowledge the help of those individuals and organizations who made the conference possible: the contributing scientists; the advisory committee and the staff of the conference; the Japanese Peptide Society, and other institutions; and the corporations which gave their financial support.
目次
Section I: Synthesis and analysis.- Generation of diverse chemically synthesized peptide libraries.- Peptide screening and optimization by using monosized 25-?m tentacle microspheres.- Novel N-acetylated opioid peptides determined through the use of synthetic peptide combinatorial libraries.- Three-dimensional orthogonal solid-phase synthesis of cell-adhesive, triple-helical collagen-model peptides.- Strategies and tactics for the solid-phase synthesis of cystine-containing peptides.- Solvent chaperone in protein folding: Selective enhancement of disulfide isomers of endothelin.- Disulfide bond formation in peptides by silylchloride-sulfoxide: Scope and applications.- Development of the new amino-protecting group, 2-adamantyloxycarbonyl (2-Adoc), and application to the solid-phase peptide synthesis.- New strategies of peptide synthesis: Urethane N-carboxy anhydrides (UNCAs) and 'allyl' side chain protection.- An improved synthesis of 3-nitro-2-pyridinesulfenyl chloride (NpysCl).- Acid-stable phosphate-protection for phosphoamino acids in the synthesis of phosphopeptides.- Synthetic study of Tyr (SO3H)-containing peptides.- An efficient phosphorus-based peptide coupling reagent.- Comparison of various coupling methods for the synthesis of peptides containing ?,?-diphenylglycines.- Two new reagents for the coupling of sterically hindered amino acids.- Protein synthesis using partially protected peptide thioesters as building blocks.- Preparation of partially protected peptide thioesters containing cysteine residue and their segment condensation.- Synthesis of ?-carboxyglutamic acid-containing peptides by Boc strategy using HF for final deprotection.- Electrochemical methods in peptide synthesis.- Synthesis of glycopeptide mixtures by the 'portioning-mixing' method.- Synthetic studies of cyclotheonamides, cyclic peptides from marine sponges.- Synthesis of selenocystine-containing peptides.- Chemical characterization of biodegradable branched polypeptides with polylysine backbone.- Portioning-mixing: A multi-purpose technique in peptide synthesis.- Studies on side reactions of asparagine.- Direct esterification of N-protected peptides using p-hydroxy-phenylbenzylmethylsulfonium chloride (HOBMCl), and application to azide method.- Utilization of proteases for the resolution of non-protein amino acids.- A novel synthesis of arginine aldehyde.- The affinity purification procedure for peptide synthesized by the solid-phase technique.- Studies on D/L-amino acids in solid-phase peptide synthesis: Synthetic conditions and racemization.- Automated multiple synthesis, cleavage and purification of synthetic peptides.- Development of novel acid-labile peptide amide linkers and their evaluation using a simultaneous peptide synthesizer.- Synthesis and application of a new xanthenyl-type handle for the solid-phase peptide synthesis of peptide amides.- A comparative study of swellographic and spectrophotometric approaches to monitoring of continuous-flow Fmoc-SPPS.- New generation of continuous-flow technique for efficient SPPS on gel-type supports.- Rapid one-pot deprotection and coupling of Fmoc peptides.- Solid-phase synthesis of hGRF(1-44)+Gly by fragment condensation: An evaluation of the synthesis, purification and coupling of large protected peptide intermediates.- An easy method for synthesis of endothelin antagonistic linear peptides.- Synthesis of leucinostatin F.- Thermal synthesis of sequential polypeptide.- Synthesis of lower analogs of didemnins: Cytotoxic cyclic depsipeptides.- A synthetic study of geodiamolide A.- Synthesis of nazumamide A, a thrombin-inhibitory linear tetrapeptide, from a marine sponge, Theonella sp..- Synthetic approach to theonellamide F.- Synthesis and characteristics of lanthionine peptides.- Solution syntheses of ?-conotoxin SI and its biological activity.- Total synthesis of human glicentin.- Synthesis of gramicidin S without protection of ?-amino group of ornithine residue.- Enzymatic O-sulfation of tyrosine residues in recombinant hirudin analog.- Synthetic and structural studies of pseudo-gramicidin S.- Use of organic solvents paired by a hydrogen bond for peptide synthesis mediated by proteases.- Peptide synthesis with anhydrochymotrypsin and a CPD-Y mutant.- Peptide synthesis catalyzed by pepsin adsorbed onto solid supports.- Enzymatic peptide synthesis with nonspecific trypsin substrates.- Proteases, ice and peptide bonds.- B-50/GAP-43 mRNA expression in rat hippocampus after unilateral fimbrial transection.- High level direct expression of human parathyroid hormone in Escherichia coli using a synthetic gene.- Novel disulfide bond linkage system of new h-IGF-I disulfide bond isomer (Isomer V).- Synthesis and circular dichroism spectra of sperm whale myoglobin-(57-96)-tetracontapeptide, and binding of heme to this peptide.- On the lipopeptaibol trichogin A IV: Synthesis, conformation and bioactivity.- Development and applications of novel stationary phases for the HPLC separation of proteins and peptides Part 3. Derivatized titaniumdioxide.- Capillary electrophoresis, an attractive analytical tool in the laboratories of peptide chemists.- Section II: Conformation.- Multidimensional NMR studies of immunosuppressants and their binding proteins.- Solution structure of PACAP by 1H NMR spectroscopy, distance geometry, and molecular dynamic calculations.- A comparison of solution and solid state structures of cyclic pseudopeptides.- Conformational analysis of Imidapril.- Ca2+-induced conformational transitions of phosphorylated peptides.- Chemical synthesis and structural studies of synthetic E. coli and M. tuberculosis 10 kDa chaperones.- An integrated approach for bioactive conformations of peptide and peptidomimetic opioids.- Recent developments in the chemistry and biology of cystatins.- Studies on the conformation of synthetic polypeptides solubilized within reversed micelles.- Conformational characteristics of dermorphin and deltorphin-II in aqueous solution and dodecylphosphocholine micelles, studied by proton NMR spectroscopy.- Stereostructure of aureobasidine E, a new type of potent antifungal antibiotic.- Fluorescence property of gramicidin S analog containing pyrenylalanine.- Potent magainin analogs form amphiphilic ?-helical coiled-coil.- Structure analyses of the peptide VIC LP by NMR spectroscopy.- Conformational analysis of the cyclized peptide related to the influenza viral hemagglutinin by NMR.- Structures and conformations of antitumor cyclic hexapeptides, RA series, from Rubia cordifolia.- Theoretical conformational analysis of elastin-model polypeptides.- Conformational study on the IgG binding domain of protein G.- Conformation analyses of (Cys-Pro-Leu-Cys)Hg, [(Cys-Pro-Leu-Cys) (tBuS) Hg]- and [(Cys-Pro-Leu-Cys)Zn(OMe)2]: The model peptides for cysteine-containing metal binding sites of metallo enzymes.- Synthesis of the zinc complex of Boc-Glu-Thr-Ile-His-OMe: The model peptides for the metal binding sites of ribonucleotide reductase.- Section III: Structure and function.- Synthetic studies on the cecropin antibacterial peptides.- Structure-activity studies of antibiotic peptides from frog skin.- Syntheses and antibacterial activities of tetrameric cecropin-melittin hybrid analogs.- Antibacterial activity of bactenecin analogs with substituted Arg residues.- Synthesis and properties of fragments of bactenecin 7, an antimicrobial peptide of bovine neutrophils.- Interaction of cyclized basic amphiphilic ?-structural model peptides with phospholipid bilayer and their antimicrobial and hemolytic activities.- Relaxin: Synthesis and structure-function relationships.- Probing the GnRH receptor with linear and cyclic analogs.- Chimerization of human and salmon calcitonin eliminates antigenicity and reduces gastrointestinal disturbances.- Structure-function relationships of ?- and ?-conotoxins.- Peptidic calmodulin antagonist of a new category.- Antagonists of GTP-binding regulatory proteins (G proteins): Substance P-related peptides compete with a receptor for G protein binding.- Novel somatostatin analogs with antitumor activity.- The TIPP opioid peptide family: Development of a new class of highly potent ?-receptor antagonists with extraordinary ?-selectivity.- The sweetness determinant site of the sweet protein monellin.- An approach to a three-dimensional model for sweet taste.- Syntheses and biological properties of guanylin and its analogs.- Bindings of various analogs of Escherichia coli heat-stable enterotoxin (STa) to its recombinant pig receptor.- Structure-activity relations and the distribution of a neuropeptide containing a D-amino acid residue 'fulicin' isolated from the African giant snail.- Mastoparan analog to elevate fertilization membrane of sea urchin eggs.- Synthesis of lipopeptides from the outer membrane of Escherichia coli and its structure-activity relationship.- Importance of phenylalanine residue in the tethered peptide ligand for self-activation of the thrombin receptor.- Synthesis and biological evaluation of peptide fragments of nerve growth factors.- ?-Amyloid fragment can be a specific ligand of substance P receptor.- Chymotrypsin inhibition by arginine-containing dipeptides with specific inhibitory conformation.- Structure-activity relationships of a tethered peptide ligand of the human thrombin receptor.- Synthesis of acetylated analogs of enkephalin.- Stereospecific affinity labelling of ?-opioid receptors by enkephalin analogs containing S-activated cysteine residue at position 6.- Topographical requirements for ?-opioid ligands: The synthesis and biological properties of ?-MePhe containing deltorphin I and dermenkephalin analogs.- Receptor affinity of enkephalin derivatives carried on polymerized liposomes.- Chimera peptide hormone and dual activation of two different receptor systems.- Synthesis and biological evaluation of cysteine repeat peptides of the 55-kDa tumor necrosis factor (TNF) receptor.- The structure-activity relationships of gluten exorphins.- Biological activity of the segments of PACAP precursor protein.- Chemotaxis of monocytes toward hexapeptides of elastin.- Studies of differential scanning calorimetry and temperature profile for turbidity formation on self-assembly of elastin peptides.- Membrane perturbation of pardaxins, defensive peptides of flatfish.- Contractile activity of neuromedin U peptides on isolated chicken gastrointestinal smooth muscles.- Insulin analogs with alterations at A8-10.- Structural domains and conformational adjustments directing insulin-receptor interactions.- Insulin, bombyxin and their hybrids: Synthesis and activity.- Peptide inhibitors for angiotensin I-converting enzyme derived from food proteins.- Syntheses of H-Arg202-Gly-Pro-Phe-Pro-Ile-Ile-Val209-OH, corresponding to the C-terminal portion of ?-casein, and its analogs.- Synthesis of saccharoide (complex containing saccharide and peptide).- Syntheses of 'delicious peptide (Lys-Gly-Asp-Glu-Glu-Ser-Leu-Ala)' and its derivatives: Part II.- Syntheses and structure-activity relationships of natriuretic peptides.- The structure of synthetic peptides from the principal neutralizing domain of HIV-1 gp120 affects binding to CD4 and viral infectivity.- Structure-activity relationships of HIV protease inhibitors containing allophenylnorstatine as a transition-state mimic.- Lipophilic vasoactive intestinal peptide: Potential drug for non-invasive impotence treatment.- A new hydrophobicity index for amino acid side chains and its applications.- Synthetic linear and cyclic peptides corresponding to the sites phosphorylated in histone H1 and vimentin as substrates of cdc2 kinase.- Chemical modification of trypsin and chymotrypsin using HODSP derivatives.- The synthesis and opioid receptor binding affinities of dermorphin and deltorphin analogs with dibasic amino acids in position 2.- Section IV: Design and mimetics.- Designing peptides with specific conformational, topographical and biological properties.- Recent developments in peptidomimetic research at the University of Pennsylvania.- Design and synthesis of orally active fibrinogen receptor antagonists.- Chimeric amino acids as tools in conformational analysis: Bradykinin and angiotensin II.- Linear and cyclic kinin analogues.- Backbone cyclization as a tool for imposing conformational constraint on peptides.- Design and synthesis of affinity labeling peptide inhibitors to receptors or proteases.- Novel peptide model complexes of reduced rubredoxin.- The use of a C7 peptide conformational mimetic to elaborate an RGD antagonist pharmacophore.- Development of reversible inhibitors against thiol proteinases and studies on the binding mode of the inhibitor with papain.- Design and synthesis of a model peptide mimicking the backbone conformation of endothelin.- Design and synthesis of four ?-helix bundle peptides with various chromophores in close proximity.- Spectroscopic properties of a pair of pyrene rings on the amphiphilic cyclic peptides.- Analysis of ?-turn mimetics.- N-Methyl-Phe-containing enkephalin analog-APEG hybrid.- Molecular design of conductive poly(dipeptide)s.- The effect of introduction of a disulfide bond on the stability on an amphiphilic peptide designed with periodic prolines.- Structural requirements for geographically selective serological reactivity in the envelope glycoprotein of HIV-1.- Degradation of deltorphins and their analogs by rat brain synaptosomal peptidases.- Synthesis of HIV-1 protease inhibitors.- A novel constrained reduced-amide inhibitor of HIV-1 protease derived from the systematic incorporation of ?-turn mimetics into a model substrate.- Design and synthesis of new peptidase inhibitors based on an endogenous ACE inhibitor Val-Trp.- ?-Alkoxyglycine-containing peptides designed as protease inhibitors.- Design and activity of protease active site-targeted anti-HIV agents containing allophenylnorstatine.- Synthesis of novel parathyroid hormone-related protein antagonists.- Section V: Structure determination.- Characterization of natural posttranslationally processed peptides from human blood: A new tool in the systematic investigation of native peptides.- Establishment of N- and C-terminally specific RIAs for islet amyloid polypeptide (IAPP) and its isolation and identification in mammalian species.- Purification and structure of SPAI-like immunoreactivity in porcine serum.- Determination of disulfide bond location of Bombyx prothoracicotropic hormone, a homodimeric peptide.- Casoxin D: A bradykinin agonist peptide derived from human casein.- Neuropeptides isolated from Helix pomatia Part 1. Peptides related to MIP, buccalin, myomodulin-CARP and SCP.- Neuropeptides isolated from Helix pomatia Part 2. FMRFamide-related peptides, S-Iamide peptides, FR peptides and others.- Structures and actions of 20 novel neuropeptides isolated from the ventral nerve cords of an echiuroid worm, Urechis unicinctus.- Isolation and sequence analysis of peptides from the venom sac of Protonectarina sylveirae.- Isolation of reddish-violet peptide complex containing ferrous ion from Serratia marcescens Z-54.- A neurotoxin from the venom of the spider, Agelena opulenta.- Identification of a second C-type natriuretic peptide in frog (Rana catesbeiana).- The occurrence of proneurokinin B(ProNKB), a putative precursor peptide of neurokinin (NKB), in porcine spinal cord.- Isolation and structural characterization of antimicrobial peptides from the skin of frog, Rana brevipoda porsa.- Vasorelaxing peptide derived from ovalbumin.- Ileum and vasoactive peptides derived from serum albumin.- Characterization of complex peptide/protein mixtures by matrix-assisted laser desorption mass spectrometry.- Purification, characterization and synthesis of NP-6, a novel member of rabbit corticostatic peptides.- Substrate specificity of a new thermostable acid protease kumamolysin isolated from Bacillus novosp. MN-32.- Section VI: Immunochemistry.- Peptide presentation by major histocompatibility complex-class I and in vivo induction of cytotoxic T-lymphocytes.- The biological relevance of thymosins in the animal kingdom.- Enzymatic processing of serum proteins: A route to peptides associated with host defense.- Site-specific differentiation induction on T-cells in vivo by synthetic thymic peptides.- Application of multi-pin technology to the identification of dominant epitopes of the human EGF, human TGF-? and human c-erb B-2 gene product.- A novel neutrophil chemotactic peptide included in the epitope of a parasite-derived chemotactic factor for neutrophils.- Multiple peptide synthesis on radiation grafted supports.- Preparation of anti-peptide antibodies and their application to the cardiac Na+ channel.- Anti-tenascin antibody production by a synthetic peptide approach.- Immunoglobulin binding factor in human seminal plasma: Purification, characterization and immunological function.- gp41 Envelope glycoprotein partial sequence with high sensitivity against HIV-1 antibody positive sera.- Section VII: Interaction with DNA and other compounds.- Orientation and aggregation of magainin in lipid bilayers.- Interaction of peptide fragments corresponding to cytoplasmic loops of G protein-coupled receptors with G protein and phospholipid membrane.- Interaction of acidic amphiphilic ?-helical peptides with lipid bilayers and their ion channel formation.- Salt-induced conformational change of basic peptide in the presence of liposomes and its fluorescence property.- Expression of ?-subunit of human chorionic gonadotropin (hCG) in Chinese hamster ovary cells (CHO) and in insect cells.- Interactions of C terminal truncated magainin 2 with lipid membranes.- Effects of membrane charge and transmembrane potential on the interactions of ?-sheet peptides (tachyplesin I, defensin, gramicidin S) with lipid bilayers.- Effect of pH on the interaction of acidic peptides having amphipathic ?-structure with phospholipid bilayers.- Function mechanism of Formosan grey mullet protamine-mugiline ? M6.- Synthesis of peptide derivatives potent to gp120, having 2?,3?-dideoxynucleoside, and their anti-HIV activity.- Neuropeptide receptors on Helix central neurones.- Author index.
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