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Book Details
Abstract
With the increase in volume, velocity and variety of information, researchers can find it difficult to keep up to date with the literature in their field. This invaluable volume contains analysed, evaluated and distilled information on the latest in carbohydrate research. The discovery and synthesis of novel carbohydrates and mimetics with diverse applications continues to be a major challenge for carbohydrate chemists. The understanding of the structure and function of carbohydrates and glycoconjugates remains vital in medicine and molecular biology.
This volume collates modern carbohydrate research from theory to application and demonstrates the importance of carbohydrates in new lead generation. It is of benefit to any researcher who wishes to learn about the latest developments in the carbohydrate field.
Table of Contents
| Section Title | Page | Action | Price |
|---|---|---|---|
| Cover | Cover | ||
| Contents | xi | ||
| Preface | vii | ||
| Contemporary glycoconjugation chemistry | 1 | ||
| 1 Introduction | 1 | ||
| 2 Established chemical methodologies | 3 | ||
| 3 Newer chemical methodologies | 8 | ||
| 4 Newer enzymatic methodologies | 22 | ||
| 5 Conclusions and future perspective | 41 | ||
| Acknowledgments | 41 | ||
| References | 41 | ||
| Recent advances in the application of NMR methods to uncover\r\nthe conformation and recognition features of glycans | 47 | ||
| 1 Introduction | 47 | ||
| 2 Mono-, oligo- and poly-saccharides. Conformation and dynamics in solution | 47 | ||
| 3 The bound state | 52 | ||
| 4 Oligosaccharide–protein interactions: lectins | 53 | ||
| 5 Oligosaccharide–protein interactions: antibodies | 57 | ||
| 6 Oligosaccharide–protein interactions: enzymes | 58 | ||
| 7 Polysaccharide interactions | 59 | ||
| 8 Glycopeptides. The free state | 60 | ||
| 9 Glycopeptide–antibody interactions | 61 | ||
| 10 Glycopeptide–lectin interactions | 62 | ||
| 11 Glycomimetics: structural and conformational features | 63 | ||
| 12 Glycomimetic interactions: lectins and enzymes | 64 | ||
| 13 Other interactions. Artificial receptors for carbohydrates | 69 | ||
| 14 Cyclodextrins | 72 | ||
| 15 Carbohydrate-nucleic acid interactions | 74 | ||
| 16 Concluding remarks | 74 | ||
| Acknowledgments | 74 | ||
| References | 75 | ||
| Controlled and highly efficient preparation of carbohydrate-based \nvaccines: squaric acid chemistry is the way to go | 83 | ||
| 1 Introduction | 83 | ||
| 2 The early days | 84 | ||
| 3 More recent conjugations of synthetic oligosaccharides | 85 | ||
| 4 Conjugation of bacterial polysaccharides | 99 | ||
| 5 The road to the present state of the art | 101 | ||
| 6 Practical considerations | 103 | ||
| 7 Suggested conjugation protocols | 106 | ||
| Acknowledgments | 111 | ||
| References | 111 | ||
| Recent advances in Kdo-glycoside formation | 116 | ||
| 1 Introduction | 116 | ||
| 2 Chemistry of Kdo glycoside formation | 117 | ||
| 3 Conclusions and outlook | 157 | ||
| Abbreviations | 160 | ||
| Acknowledgments | 161 | ||
| References | 161 | ||
| Chemical and enzymatic approaches to the synthesis of cyclic\r\noligosaccharides | 165 | ||
| 1 Introduction | 165 | ||
| 2 Cyclic oligosaccharides retained with glycosidic oxygen | 169 | ||
| 3 Linear oligosaccharides formed through glycosidic bond cleavage of native CDs and subsequent cyclization to cyclic oligosaccharides | 186 | ||
| 4 Polycondensation of designed oligosaccharide monomers | 189 | ||
| 5 Enzymatic methods to prepare cyclic oligosaccharides | 202 | ||
| 6 Conclusion | 205 | ||
| Abbreviations | 206 | ||
| Acknowledgments | 206 | ||
| References | 207 | ||
| Ferrier rearrangement: an update on recent developments | 210 | ||
| 1 Introduction | 210 | ||
| 2 Pd-catalyzed Ferrier rearrangement | 210 | ||
| 3 Lewis-acid catalyzed Ferrier rearrangement | 222 | ||
| 4 Ferrier rearrangement mediated by acids | 229 | ||
| 5 Oxidative promoters | 230 | ||
| 6 Miscellaneous activation protocols | 231 | ||
| 7 Miscellaneous transformations of glycals | 233 | ||
| 8 Ferrier rearrangement on C-1 or C-2 substituted glycal systems | 236 | ||
| 9 Polarity inversion in the Ferrier rearrangement | 243 | ||
| 10 Conclusion | 244 | ||
| Acknowledgments | 244 | ||
| References | 245 | ||
| FimH antagonists – solubility vs. permeability | 248 | ||
| 1 Introduction | 248 | ||
| 2 Results and discussion | 249 | ||
| 3 Conclusions | 268 | ||
| Abbreviations | 269 | ||
| Acknowledgments | 269 | ||
| References | 269 | ||
| Carbohydrate steroid hybrid architectures: the viewpoint of \namphiphilicity and self-organisation | 274 | ||
| 1 Introduction | 274 | ||
| 2 The different classes of glycosteroids, classified by molecular shape | 277 | ||
| 3 Investigations on supramolecular systems made of glycosteroids | 296 | ||
| 4 Conclusion | 307 | ||
| Acknowledgments | 307 | ||
| References | 307 | ||
| Recent advances in the synthesis of imino sugars. An insight\r\ninto the cascade addition of Grignard reagents to\r\nhalonitriles/cyclization | 313 | ||
| 1 Introduction | 313 | ||
| 2 SN2 cyclizations | 314 | ||
| 3 Reactions of cyclic imines | 319 | ||
| 4 Cascade addition of Grignard reagents to halonitriles/cyclization | 324 | ||
| 5 Reactions of cyclic nitrones | 331 | ||
| 6 Ring-closing metathesis | 335 | ||
| 7 Miscellaneous | 338 | ||
| 8 Conclusions | 340 | ||
| Acknowledgments | 340 | ||
| References | 340 | ||
| Recent examples of novel synthetic approaches to diverse\r\namino sugars | 344 | ||
| 1 Introduction | 344 | ||
| 2 Synthetic strategies for the preparation of C-1 amino sugars | 346 | ||
| 3 Synthetic strategies for the preparation of C-2 amino sugars | 349 | ||
| 4 Synthetic strategies for the preparation of C-3 amino sugars | 353 | ||
| 5 Novel synthetic strategies for the preparation of C-4 amino sugars | 357 | ||
| 6 Synthetic strategies for the preparation of C 5-amino sugars | 358 | ||
| 7 Synthetic strategies for the preparation 6-amino-6-deoxy sugars | 361 | ||
| 8 Synthetic strategies for the preparation of branched amino sugars | 365 | ||
| 9 Conclusions and future prospects | 365 | ||
| References | 366 |