Content: Structural principles of lipopolysaccharides and biological properties of synthetic partial structures / Otto Lüderitz, Ken-Ichi Tanamoto, Chris Galanos, Otto Westphal, Ulrich Zähringer, Ernst Th. Rietschel, Shoichi Kusumoto, and Tetsuo Shiba --
Lipopolysaccharide antigens of Pseudomonas aeruginosa / Derek Horton, David A. Riley, Soth Samreth, and Mark G. Schweitzer --
Synthesis of Shigella flexneri O-antigenic repeating units : conformational probes and aids to monoclonal antibody production / David R. Bundle, Margaret A.J. Gidney, Staffan Josephson, and Hans-Peter Wessel --
Synthesis of O-antigenic polysaccharides : pathways for the polymerization of oligosaccharide repeating units / N.K. Kochetkov --
Immunology and immunochemistry of synthetic and semisynthetic salmonella O-antigen-specific glycoconjugates / Alf A. Lindberg, Ralfh Wollin, Gert Bruse, Erik Ekwall, and Stefan B. Svenson --
Synthesis of oligosaccharides containing 3-deoxy-D-manno-2-octulopyranosylono (KDO) residues / P. Waldstätten, R. Christian, G. Schulz, F.M. Unger, P. Kosma, C. Kratky, and H. Paulsen --
Synthesis and use of 3-deoxy-D-manno-2-octulosonate (KDO) in Escherichia coli : potential sites of inhibition / Paul H. Ray, John E. Kelsey, Eric C. Bigham, Charles D. Benedict, and Teresa A. Miller --
Capsular polysaccharides of uropathogenic Escherichia coli / K. Jann --
Analysis of the primary structure of lipid A / Ernst Th. Rietschel, Zygmunt Sidorczyk, Ulrich Zähringer, Horst-Werner Wollenweber, and Otto Lüderitz --
Use of endotoxin in cancer immunotherapy and characterization of its nontoxic but active lipid A components / Kuni Takayama, Nilofer Qureshi, Edgar Ribi, John L. Cantrell, and Kenichi Amano --
Chemical synthesis of lipid A for the elucidation of structure-activity relationships / S. Kusumoto, M. Inage, H. Chaki, M. Imoto, T. Shimamoto, and T. Shiba --
The convergent approach to the synthesis of lipid A and its analogs / Laurens Anderson and Mina A. Nashed --
Synthetic studies on the lipid A component of bacterial lipopolysaccharide / Makoto Kiso and Akira Hasegawa --
Synthetic studies on structural elements of the hydrophobic region present in bacterial endotoxins / Daniel Charon, Christian Diolez, Michelle Mondange, S. Robert Sarfati, Ladislas Szabo, Patricia Szabo, and François Trigalo.
Author(s): Laurens Anderson and Frank M. Unger (Eds.)
Series: ACS Symposium Series 231
Publisher: American Chemical Society
Year: 1983
Language: English
Pages: 315
City: Washington, D.C
Title Page......Page 1
Half Title Page......Page 3
Copyright......Page 4
ACS Symposium Series......Page 5
FOREWORD......Page 6
PdftkEmptyString......Page 0
PREFACE......Page 7
General Architecture of Lipopolysaccharides......Page 9
Literature Cited......Page 20
2 Lipopolysaccharide Antigens of Pseudomonas aeruginosa......Page 24
O-Chain Sequence Studies......Page 30
Synthetic Oligosaccharides......Page 37
Literature Cited......Page 50
Structure and Conformation......Page 51
Synthesis of Oligosaccharides......Page 52
Conformation by NMR and Semi-empirical Calculations......Page 57
Monoclonal Antibodies......Page 59
Literature Cited......Page 64
4 Synthesis of O-Antigenic Polysaccharides Pathways for the Polymerization of Oligosaccharide Repeating Units......Page 66
Stepwise Synthesis......Page 67
Chemical Polymerization of the Repeating Unit......Page 69
Enzymatic Polymerization of Repeating Units (Chemico-enzymatic Approach)......Page 75
Literature Cited......Page 80
Salmonella Oligosaccharide-Protein Conjugates for the Production of O-Antigen-specific Antibodies......Page 83
Synthetic Disaccharide Haptens......Page 84
Synthetic Trisaccharide Hapten......Page 88
Phage Endoglycosidase-hydrolysed Oligosaccharide Hapten......Page 90
Salmonella O-Antigenic Polysaccharides and Bacteriophage Adsorption......Page 93
Production of Different Sized Saccharides......Page 97
Salmonella O-Antigen Glycoconjugates......Page 98
Antibody Determination in Human Sera......Page 100
Cell-mediated Immune Reactions and Specificity for Salmonella O-Polysaccharides......Page 103
Salmonella O-Antigen-specific Glycoconjugates as Vaccines......Page 106
Literature Cited......Page 115
KDO-containing oligosaccharides as partial structures of the 'inner core' of LPS.......Page 119
Synthesis of disaccharides corresponding to the linkage between lipid A and KDO.......Page 131
Synthesis of KDO-containing oligosaccharides as 'repeating units' of capsular polysaccharides.......Page 133
Acknowledgments......Page 135
Literature Cited......Page 137
7 Synthesis and Use of 3-Deoxy-D-manno-2-octulosonate (KDO) in Escherichia coli Potential Sites of Inhibition......Page 139
Discussion......Page 162
Literature Cited......Page 166
8 Capsular Polysaccharides of Uropathogenic Escherichia coli......Page 168
Literature Cited......Page 187
9 Analysis of the Primary Structure of Lipid A......Page 189
Hydrophilic Region......Page 190
Substituents Linked to Phosphate Groups of the Lipid A Backbone......Page 194
Hydrophilic Region - Summary......Page 196
Hydrophobic Region......Page 197
Hydrophobic Region - Summary......Page 201
Salmonella Lipid A......Page 203
CONCLUDING REMARKS......Page 205
ADDENDUM (May 1983)......Page 208
Literature Cited......Page 210
Early History of Tumor Immunology......Page 213
Efficacy of Endotoxin in Tumor Immunology......Page 214
An Approach to Purifying Endotoxin and Its Derivatives......Page 216
Preparation of Nontoxic Lipid A......Page 217
Chemical Analysis of Purified Lipid A......Page 219
Fast Atom Bombardment (FAB) Mass Spectral Analysis......Page 222
Toxicity and Tumor Regression Activity of Purified Lipid A......Page 223
Structure of Nontoxic Monophosphoryl Lipid A......Page 224
Literature Cited......Page 226
11 Chemical Synthesis of Lipid A for the Elucidation of Structure-Activity Relationships......Page 228
Synthesis of an O,N-tetradecanoyl disaccharide......Page 229
Synthesis of phosphates of the O,N-tetradecanoyl disaccharide......Page 232
Synthesis of acyl disaccharides containing (R)-3-hydroxytetradecanoyl moieties......Page 234
Synthesis of phosphates of N-(3-hydroxyacyl)-type disaccharides......Page 240
Literature cited......Page 245
12 The Convergent Approach to the Synthesis of Lipid A and Its Analogs......Page 246
Direct Derivatization of N-Anisylideneglucosamine......Page 251
Synthesis of a Fatty Acylated, Selectively Deprotected Disaccharide......Page 253
Introduction of the 4'-Phosphate at the Monosaccharide stage......Page 256
Acknowledgments......Page 264
Literature Cited......Page 266
13 Synthetic Studies on the Lipid A Component of Bacterial Lipopolysaccharide......Page 267
Synthesis of Monosaccharide Analogs of Lipid A......Page 268
Synthesis of 2-Acylamino-2-deoxy-D-glucopyranosyl Phosphates......Page 271
Synthesis of Disaccharide Analogs of Lipid A......Page 275
Synthetic Strategy for Lipid A......Page 282
Literature Cited......Page 288
14 Synthetic Studies on Structural Elements of the Hydrophobic Region Present in Bacterial Endotoxins......Page 291
Literature Cited......Page 305
B......Page 307
D......Page 308
F......Page 309
H......Page 310
K......Page 311
O......Page 312
P......Page 313
S......Page 314
Y......Page 315
