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図書

図書
edited by W.W. Pigman, M.L. Wolfrom ... [et al.]
出版情報: New York ; London : Academic Press, 1945-1968  23 v. ; 24 cm
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2.

図書

図書
editors, Melville L. Wolfrom and R. Stuart Tipson ; assistant editor, Derek Horton
出版情報: New York ; Tokyo : Academic Press, 1969-  v. ; 24 cm
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目次情報: 続きを見る
Stacey Obituary / P. Finch ; W.G. Overend
Nomenclature of Carbohydrates / A.D. McNaught
Thioglycosides as Glycosyl Donors in Oligosaccharide Synthesis / P.J. Garegg
Dihexulose Dianhydrides / M. Manley-Harris ; G.N. Richards
Sugars and Nucleotides and the Biosynthesis of Thiamine / S. David ; B. Estramareix
Molecular Architecture of Polysaccharide Helices in Oriented Fibers / R. Chandrasekaran
Sucrose Decomposition in Aqueous Solution, and Losses in Sugar Manufacture and Refining / M.A. Clarke ; L.A. Edye ; G. Eggleston
Author Index
Subject Index
Nikolay Konstantinovich Kochetkov, 1915-2005 International Carbohydrate SymposiaA History / S. J. Angyal
Mass Spectrometry Of Carbohydrates: Newer Aspects / J. A. Rodrigues ; A. M. Taylor ; D. P. Sumpton ; J. C. Reynolds ; R. Pickford ; J. Thomas-Oates
Deoxy sugars: Occurrence and synthesis / R. M. de Lederkremer ; C. Marino
Sucrose Chemistry and Applications of Sucrochemicals / Y. Queneau ; S. Jarosz ; B. Lewandowski ; J. Fitremann
Anti-influenza Drug Discovery: Are we ready for the Next Pandemic? / T. Islam ; M. von Itzstein
Chemoselective Neoglycosylation / F. Nicotra ; L. Cipolla ; F. Peri ; B. La Ferla ; C. Redaelli
Hamao Umezawa 1914-11986 / T. Tsuchiya ; K. Maeda ; D. Horton
Carba-Sugars Chemistry of (Pseudo-Sugars) and Their Derivatives / T. Suami ; S. Ogawa
Chemistry and Developments of Fluorinated Carbohydrates
Components of Bacterial Polysaccharides / B. Lindberg
Glycoside Hydrolases: Mechanistic Information from Studies with Reversible and Irreversible Inhibitors / G. Legler
Index
Contributors
Preface
Roger W. Jeanloz 1917-2007 / Nathan Sharon ; R. Colin Hughes
Bengt Lindberg 1919-2008 / Lennart Kenne ; Olle Larm ; Alf Lindberg
Zeolites and Other Silicon-Based Promoters in Carbohydrate Chemistry / Amélia P. Rauter ; Nuno M. Xavier ; Susana D. Lucas ; Miguel Santos
Introduction / I:
Zeolites, Clays, and Silica Gel as Heterogeneous Catalysts and Their Use in Organic Synthesis / II:
Catalysis of Key Transformations in Carbohydrate Chemistry / III:
Glycosylation / 1:
Sugar Protection and Deprotection / 2:
Hydrolysts/Isomerizalion of Saccharides and Glycosides / 3:
Dehydration / 4:
Oxidation / 5:
Other Synthetic Applications / 6:
Conclusion / IV:
References
Tools in Oligosaccharide Synthesis: Current Research and Application / Jürgen Seibel ; Klaus Buchholz
Modified Enzymes and Substrates
Glycosidases, Glycosynthases, Thioglycosidases
Glucansucrases
Fructansucrase Enzymes
Sucrose Analogues
Oligo-and Poly-saccharide Synthesis with Sucrose Analogues
Sucrose Isomerase
Commercial Products
Acknowledgment
Multivalent Lectin-Carbohydrate Interactions: Energetics and Mechanisms of Binding / Tarun K. Dam ; C. Fred Brewer
Mucins: Background
Binding of Lectins to Mucins
Affinities of SBA and VML for Mucins
Thermodynamics of SBA Binding Tn-PSM
Thermodynamics of SBA Binding 81-mer Tn-PSM
Thermodynamics of SBA Binding 38/40-mer Tn-PSM
Thermodynamics of SBA Binding Fd-PSM
Thermodynamics of VML Binding Tn-PSM
Thermodynamics of VML Binding 81-mer Tn-PSM and 38/40-mer Tn-PSM / 7:
Thermodynamics of VML Binding Fd-PSM / 8:
Mechanisms of Binding of SBA and VML to PSM: The Bind and Jump Model
Thermodynamics of Lectin-Mucin Crosslinking Interactions / V:
Hill Plots Show Evidence of Increasing Negative Cooperativity
Analysis of the Stoichiometry of Binding of SBA to the Mucins
Crosslinking of Lectins with the Mucins Correlate with Decreasing Favorable Entropy of Binding
Conclusions and Perspective / VI:
The Bind and Jump Model for Lectin-Mucin Interactions
Implications of Increasing Negative Cooperativity and Decreasing Favorable Binding Entropy of Lectins-Mucin Crosslinking Interactions
Design and Creativity in Synthesis of Multivalent Neoglycoconjugates / Yoann M. Chabre ; René Roy
Multivalency: Definition and Role
Multivalency in Protein-Carbohydrate Interactions
Synthesis and Applications of Multivalent Glycoconjugates
Glycoclusters
Glycoclusters from Branched Aliphatic Scaffolds
Glycoclusters from Branched Aromatic Scaffolds
Glycoclusters from Carbohydrate Scaffolds
Glycoclusters from Peptide Scaffolds
Other Glycoclusters
Glycosylated Carbon-Based Nanostructures
Glycofullerenes
Glyconanotubes
Multivalent Glycoconjugates by Self-Assembly
Sell-Assembly Using Coordinating Metals
Self-Assembly of Glycodendrons in Solution
Glycodendrons and Glycodendrimers
Glycodendrons
Glyeodendrimers
Anthony Charles Richardson / Karl J. Hale
Detection and Structural Characterization of Oxo-Chromium(V) Sugar Complexes by Electron Paramagnetic Resonance / Luis F. Sala ; Juan C. González ; Silvia I. García ; María I. Frascaroli ; Sabine Van Doorslaer
Synthesis and Properties of Septanose Carbohydrates / Jaideep Saha ; Mark W. Peczuh
Imino Sugars and Glycosyl Hydrolases: Historical Context, Current Aspects, Emerging Trends / Arnold E. Stütz ; Tanja M. Wrodnigg
Jean Montreuil 1920-2010 / Jean-Claude Michalski
Laurance David Hall 1938-2009 / Bruce Coxon
Potential Trehalase Inhibitors: Syntheses of Trehazolin and its Analogues / Ahmed El. Nemr ; El Sayed H. El Ashry
Natural Occurrence and Characterization of Trehazolin
Biosynthesis of Trehazolin / IIII:
Retrosynthetic Analysis of Trehazolin and Its Analogues
Synthesis of the Sugar Isothiocyanate Fragment
Synthesis of the Trehazolamine Fragment
Synthesis from D-Glucose
Synthesis from D-Mannose
Synthesis from D-Ribose
Synthesis from D-Arabinose
Synthesis from D-Mannitol
Synthesis from Sugar 1,5-Lactones
Synthesis from myo-Inositol
Synthesis from D-Ribonolactone
Synthesis from Cyclopentadiene / 9:
Synthesis from Acylated Oxazolidinones / 10:
Synthesis from cis-2-Butene-1,4-diol / 11:
Synthesis from Norbornyl Derivatives / 12:
Synthesis from 3-Hydroxymethylpyridine / 13:
Synthesis of Trehazolins / VII:
Trehazolins Having Trehazolamines at the Anomeric Center
Trehazolines with Trehazolamines on Positions Other than the Anomeric Center
Synthesis of 1-Thiatrehazolin
Deoxynojirimycin Analogues
Acknowledgments
Polysaccharides of the Red Algae / Anatolii I. Usov
Storage Carbohydrates: Floridean Starch
Neutral Structural Polysaccharides: Cellulose, Mannans, and Xylanp119
Sulfated Galactans
General Information and Nomenclature
Isolation of Galactans
Chemical Methods of Structural Analysis
Physicochemical Methods of Structural Analysis
Enzymatic and Immunological Methods
Polysaccharides of the Agar Group
Polysaccharides of the Carrageenan Group
DL-Hybrids
Biological Activity of Sulfated Galactans
Sulfated Mannans
Glycuronans
Heteropolysaccharides of Unicellular and Freshwater Red Algae. Miscellaneous Polysaccharides
Algal Systematics and Polysaccharide Composition / VIII:
Background
Proteomics and Glycomics: Glycan Expression is Not Template-Driven
Unmet Needs In Glycobiology and Glycotechnology
Emerging Glycomics Technologies
Progress In Mass Spectrometry|o234
The Rate-Determining Stage in Glycomics and Glycoproteomics
Toward Automated Glycan Analysis
Roy Lester Whistler 1912-2010 / James N. BeMiller
Per Johan Garegg 1933-2008 / Stefan Oscarson
Structure and Engineering of Celluloses / Serge Pérez ; Daniel Samain
Cellulose in Its Cell-Wall Environment
Conformations and Crystalline Structures of Cellulose
Chemical Structure of the Cellulose Macromolecule
Crystallinity and Polymorphism of Cellulose
Crystalline Structures of Native Celluloses
Cellulose II
Cellulose III
Cellulose IV
Alkali Cellulose and Other Solvent Complexes
Cellulose Acetate and Cellulose Derivatives
Morphologies of Celluloses
Polarity of Cellulose Crystals
Crystalline Morphology of Native Celluloses
Whiskers and Cellulose Microfibrils
Surface Features of Cellulose
Microfibril Organization
Chemistry and Topochemistry of Cellulose
Conditions for the Reactions of Cellulose
Main Reactions Sites in Cellulose
Etherification Reactions of Cellulose
Acylation Reactions of Cellulose
Deoxygenation of Cellulose
Topochemistry of Cellulose
Enzymatic Alterations and Modifications of Cellulose Fibers
Tomorrow's Goal: An Economy Based on Cellulose
Cellulose-Synthetic Polymer Composites
Protective Films
Cellulose-Cellulose Composites
Conclusions
Chemical Structure Analysis of Starch and Cellulose Derivatives / Petra Mischnick ; Dane Momcilovic
History
Polysaccharide Derivatives as Functional Polymers of Renewable Resources
Chemical Modification of (1?4)-Glucans
Cellulose
Starch
Kinetically Controlled Reactions
Thermodynamically Controlled Reactions
Structural Complexity of Glucan Derivatives
Structure Analysis of (1?4)-Glucan Derivatives
Average Degree of Substitution
Monomer Composition: Substituent Distribution in the Glucose Residue
Distribution of Monomer Residues along the Polymer Chain
Heterogeneities in the Bulk Material
Summary and Perspectives for the Future
Glyconanoparticles: Polyvalent Tools to Study Carbohydrate-based Interactions / Marco Marradi ; Manuel Martín-Lomas ; Soledad Penadés
Glyconanoparticles and Glyconanotechnology
Glyconanoparticles: Synthesis, Characterization, and Types
Noble-Metal Glyconanoparticles
Magnetic GNPs
Glyco Quantum Dots
Applications of GNPs
GNPs in Carbohydrate-Carbohydrate Interaction Studies
GNPs in Carbohydrate-Protein Interactions
Other Interaction Studies
Glyconanoparticles as Antiadhesion Agents
GNPs in Cellular and Molecular Imaging
Other Applications of GNPs
Future and Perspectives
1-Amino-1-deoxy-D-fructose ("Fructosamine") and its Derivatives / Valeri V. Mossine ; Thomas P. Mawhinney
Historical Perspective
Nomenclature
Methods of Formation
Non-Enzymatic
Enzymatic
Structure and Reactivity
Tautomers in the Solid State and Solutions
Analytical Methods
Acid/Base- and Metal-Promoted Reactions
Enzyme-Catalyzed Reactions
Fructosamines as Intermediates and Scaffolds
The Maillard Reaction in Foods and in vivo
Neoglycoconjugates
Synthons
Biological Functions and Therapeutic Potential
Endogenous Fructosamines in Plants and Animals
Fructosamines as Potential Pharma- and Nutra-ceuticals
Concluding Remarks
Sialidases in Vertebrates: A Family of Enzymes Tailored for Several Cell Functions / Eugenio Monti ; Erik Bonten ; Alessandra D' Azzo ; Roberto Bresciani ; Bruno Venerando ; Giuseppe Borsani ; Roland Schauer ; Guido Tettamanti
The Lysosomal Sialidase NEU1
Lysosomal Routing and Formation of the Multienzyme Complex
Human NEU1 Deficiency
New Functions of NEU1 in Tissue Remodeling and Homeostasis
Mouse Model of NEU1 Deficiency and Study of Disease Pathogenesis
The Cytosolic Sialidase NEU2
General Properties of NEU2
Crystal Structure of Human Sialidase NEU2
Functional Implication of NEU2
The Plasma Membrane-Associated Sialidase NEU3
General Properties of NEU3
Functional Implication of NEU3
The Particulate Sialidase NEU4
General Properties of NEU4
Functional Implication of NEU4
Sialidases and Cancer
Sialidases and Immunity
Further Evidence for Possible Functional Implications of Sialidases
in silico Analysis of Sialidase Gene Expression Patterns / IX:
Amino Acid Sequence Variants in Human Sialidases / X:
Sialidases in Teleosts / XI:
Trans-Sialidases: What Distinguishes Them from Sialidases? / XII:
Final Remarks / XIII:
Gerald Aspinall, 1924-2005 / Robin Ferrier ; Mario A. Monteiro
Vittorio Crescenzi, 1932-2007 / Roberto Rizzo
Developments in the Karplus Equation as they Relate to the NMR Coupling Constants of Carbohydrates
The Impact of Improved NMR Instrumentation
The Impact of Molecular Modeling
Vicinal Coupling Constants
Proton-Proton Couplings
Proton-Carbon Couplings
Proton-Nitrogen Couplings
Phosphorus Couplings
Carbon-Carbon Couplings
Other Types of Vicinal Couplings
Fluorine Couplings
Carbon-Tin Couplings
Couplings Over Four Bonds
Couplings Over Five Bonds
Online Calculators for Coupling Constants and Torsions
Summary
Computational Studies of the Role of Glycopyranosyl Oxacarbenium Ions in Glycobiology and Glycochemistry / Dennis M. Whitfield
Importance of Glycopyranosyl Oxacarbenium Ions
Galactopyranosyl Oxacarbenium Ion as an Illustrative Model
Isolated Cations-Ring and C-5-C-6 Side-Chain Conformations
Facially Selective Methanol-Oxacarbenium Ion Complexes
The Orientations and Conformations of Side Chains at C-2, C-3, C-4, and C-5
The Role of C-2-O-2 Rotations, Including Neighboring-Group Participation
The Role of Proton Transfer in the Transition State for Glycosylation Reactions
Differences in Ionization Between ?- and ?-Donors
Conclusions and Future Directions
Summary of Glycosylation Reaction Mechanisms
Further Calculations Based on Existing Methodology
Future Calculations Requiring Methodology Development
Experimental Studies of Glycosylation
Oligosaccharide Synthesis: From Conventional Methods to Modern Expeditious Strategies / James T. Smoot ; Alexei V. Demchenko
Chemical Glycosylation and Conventional Oligosaccharide Synthesis
Principles of Chemical Glycosylation
Traditional Linear Oligosaccharide Synthesis
Convergent Block Synthesis
Selective (Leaving-Group Based) Strategies
Selective Activation
Two-Step Activation and the In situ Preactivation
Active-Latent Strategy
Orthogonal and Semi-orthogonal Strategies
Deactivation by Steric Hindrance
Temporary Deactivation Concept
Chemoselective (Protecting-Group Based) Strategies
Arming and Disarming with Neighboring Substituents
Reactivity-Based Programmable Strategy
Disarming by the Remote Substituents
Disarming by Torsional Effects
Super-Armed Glycosyl Donors
Regioselectivity-Based Strategies
Hydroxyl Reactivity
Triphenylmethyl Reactivity
Bidirectional Approaches
Novel Technologies for the Rapid and High-Throughput Oligosaccharide Synthesis
One-Pot Strategies
Polymer-Supported, Solid-Phase, and Automated Synthesis
Fluorous Tag-Supported and Microreactor Synthesis
Enzymatic Approach
Oligosaccharide Synthesis with Glycosyltransferases
Oligosaccharide Synthesis with Glycosidases (Hydrolases)
Outlook
Stereocontrolled Synthesis of Mannans and Rhamnans / Feng Cai ; Baolin Wu ; David Crich
The ?-Mannans and ?-Rhamnans
?-Mannan Synthesis in the Absence of Neighboring-Group Participation
Neighboring Group-Directed ?-Mannan Synthesis
Synthesis of ?-Rhamnans
?-Mannan Synthesis by Indirect Methods
?-Rhamnan Synthesis by Indirect Methods
?-Mannan Synthesis by Direct Methods
?-Rhamnan Synthesis by Direct Methods
Glycobiology of Trypanosoma cruzi / Rosa M. de Lederkremer ; Rosalia Agusti
Life Cycle of the Parasite
Specific Cell-Surface Glycoconjugates
Glycoinositolphospholipids, Free and as Anchors of Proteins
Trypanosoma cruzi Mucins
T. cruzi Trans-sialidase (TcTS)
Other Glycoproteins
Combining Computational Chemistry and Crystallography for a Better Understanding of the Structure of Cellulose / Nathan Sharon 1925-2011 ; David Mirelman ; Edward A. Bayer ; Yair Reisner ; Alfred D. French
Information from Crystals of Related Small Molecules
Shape of the D-Glucopyranose Ring
Linkage Geometry
Conversion to Polymer-Shape Notation
Orientation of O-6
Crystal Packing and Intermolecular Interactions
Summary of Section on Extrapolation
Energy Calculations
Results on Individual Isolated Molecules with Empirical Methods
Results with Quantum Methods
Assessment of φψ Mapping
Hydroxyl-Group Orientations
Detection of New Stabilizing Interactions in Cellulose with Atoms-in-Molecules Theory
Modeling Crystals of Cellulose
Molecular Structure Drawings for Saccharide Analogues Having β-(l→4) Linkages / Appendix:
Strategies in Synthesis of Heparin/Heparan Sulfate Oligosaccharides: 2000-Present / Steven B. Dulaney ; Xuefei Huang
Challenges in Synthesis of Oligosaccharides of Heparin and HS
Linear Synthesis
Solution Phase
Polymer-Supported Synthesis
Active-Latent Glycosylation Strategy
Reactivity-Based Chemoselective Glycosylation
Reactivity-Independent, Pre-Activation-Based, Chemoselective Glycosylation
Chemoenzymatic Synthesis
Future Outlook
Chemical Synthesis of Glycosylphosphatidylinositol Anchors / Benjamin M. Swarts ; Zhongwu Guo
Classic Approaches to GPI Synthesis
Synthesis of a Trypanosoma brucei GPI Anchor by the Ogawa Group (1991)
Synthesis of a Yeast GPI Anchor by the Schmidt Group (1994)
Synthesis of a Rat Brain Thy-1 GPI Anchor by the Fraser-Reid Group (1995)
Synthesis of a T. brucei GPI Anchor by the Ley Group (1998)
Synthesis of a Rat Brain Thy-1 GPI Anchor by- the Schmidt Group (1999, 2003)
Synthesis of a Human Sperm CD52 Antigen GPI Anchor Containing an Acylated Inositol by the Guo Group (2003)
Synthesis of a Plasmodium falciparum GPI Anchor Containing an Acylated Inositol by the Fraser-Reid Group (2004)
Synthesis of a P. falciparum GPI Anchor Containing an Acylated Inositol by the Seeberger Group (2005)
Synthesis of a T. cruzi GPI Anchor by the Vishwakarma Group (2005)
Synthesis of a Fully Phosphorylated and Lipidated Human Sperm CD52 Antigen GPI Anchor by the Guo group (2007)
Diversity-Oriented Approaches to GPI Synthesis
Synthesis of T. cruzi GPI Anchors Containing Unsaturated Lipids by the Nikolaev Group (2006)
Synthesis of a GPI Anchor Containing Unsaturated Lipid Chains by the Guo Group (2010)
Synthesis of a Human Lymphocyte CD52 Antigen GPI Anchor Containing a Polyunsaturated Arachidonoyl Lipid by the Guo Group (2011)
Synthesis of "Clickable" GPI Anchors by the Guo Group (2011)
General Synthetic Strategy for Branched GPI Anchors by the Seeberger Group (2011)
Conclusions and Outlook
Effect of Protein Dynamics and Solvent in Ligand Recognition by Promiscuous Aminoglycoside-Modifying Enzymes / Engin H. Serpersu ; Adrianne L. Norris
Aminoglycoside Antibiotics
Aminoglycoside-Modifying Enzymes
Thermodynamic Properties of Enzyme-AG Complexes
Enthalpy, Entropy, and Gibbs Energy Changes for AG Binding
Proton Linkage
Heat-Capacity Changes
Solvent Effects
Protein Dynamics in Substrate Recognition and Substrate Promiscuity of AGMEs
Conclusions and Future Considerations
Molecular Architecture and Therapeutic Potential of Lectin Mimics / Yu Nakagawa ; Yukishige Ito
Synthetic Lectin Mimics
Molecular Architecture of Boronic Acid-Dependent Lectin Mimics
Antiviral Potential of Boronic Acid-Dependent Lectin Mimics
Molecular Architecture of Boronic Acid-Independent Lectin Mimics
Antiviral and Antimicrobial Potential of Boronic Acid-Independent Lectin Mimics
Naturally Occurring Lectin Mimics
Antimicrobial and Carbohydrate-Binding Profiles of Pradimicins and Benanoimicins
Molecular Basis of Carbohydrate Recognition by PRMs
Antiviral Profile and Mode of Action of Pradimicins
Conclusion and Future Prospects
Enzymatic Conversions of Starch / Piotr Tomasik ; Derek Horton
Introduction and General Remarks
Historical Background
Former Reviews
Enzymes and Microorganisms for Conversion of Starch
Alpha Amylases (EC 3.2.1.1)
Beta Amylases (EC 3.2.1.2)
Glucoamylase (EC 3.2.1.3)
Other Amylases
α-Glucosidase (EC 3.2.1.20)
Pullulanase (EC 3.2.1.41)
Neopullulanase (EC 3.2.1.135)
Isoamylase (EC3.2.1.68)
Other Hydrolases
Enzymatic Cocktails
Glycosyltransferases (EC 2.4.1)
Microorganisms
Hydrolysis Pathways and Mechanisms
Role of Adsorption
Mechanism of Inhibition
Mathematical Models of Enzymatic Hydrolysis
Effect of Light, Microwaves, and External Electric Field
Kinetics
Amylolytic Starch Conversions
Pulping
Malting
Mashing
Liquefaction
Saccharification
Effect of the Botanical Origin of Starch
Role of Starch Pretreatment
Role of Temperature
Role of the Substrate Concentration
Role of Water
Role of Elevated Pressure
Role of pH
Role of Admixed Inorganic Salts / 14:
Role of Inhibitors / 15:
Stimulators of Hydrolysis / 16:
Engineering Problems / 17:
Applications of the Enzymatic Processes / 18:
Starch as a Feedstock for Fermentations
General Remarks on Fermentation
Alcohol and Alcohol-Acetone Fermentations
Carboxylic Acid Fermentations
Nonamylolytic Starch Conversions
Esterification and Hydrolysis
Methanogenic and Biosulfidogenic Conversions
Isomerization
Hydrogen Production
Trehalose
Bacterial Polyester Formation
Branching of Starch
Polymerization
Cyclodextrins
Starch Metabolism in Human and Animal Organisms
Digestible Starch
Resistant Starch
Starch Analytics Involving Enzymes
Starch Evaluation and Analysis
Enzyme Evaluation
Stacey Obituary / P. Finch ; W.G. Overend
Nomenclature of Carbohydrates / A.D. McNaught
Thioglycosides as Glycosyl Donors in Oligosaccharide Synthesis / P.J. Garegg
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