Modern Methods in Carbohydrate Synthesis presents in one volume a sequence of chapters leading from classical methods through to today's newest state-of -the-art technology for oligosaccharide synthesis. It places particular emphasis on the most recent breakthroughs in the field, including emerging technologies for both oligosaccharide and glycoconjugate synthesis. Chapters describing the synthesis of increasingly important glycosidic linkage analogs, as well as the oligosaccharides containing derivatives and analogs of natural sugars are included. While chemical-synthetic methods constitute the major part of the book, completing the volume is a section on the rapidly expanding and important field of enzymatic synthesis, also covering combined chemical and enzymatic synthesis.
Chapters are written by leading experts in the field. Wherever possible, methods of synthesis are provided in sufficient detail to allow the reader to implement the techniques described. More than 1700 references are provided in the 21 chapters comprising the book. This volume should provide a wealth of information to a large number of synthetic organic chemists, medicinal chemists, protein chemists, biochemists, glycobiologists and cell biologists, including students in these fields.
Table of Contents
1. Twenty Five Years of Carbohydrate Chemistry; An Overview of Oligosaccharide Synthesis 2. The Anomeric O-Alkylation and the Trichloroacetimidate Method - Versatile Strategies for Glycoside Bond Formation 3. Synthesis of Glycosyl Halides for Oligosaccharide Synthesis Using Dihalogenomethyl Methyl Ethers 4. Glycosylation Properties and Reactivity of Thioglycosides, Sulfoxides, and other S-glycosides: Current Scope and Future Prospects 5. Phenyl Selenoglycosides as Versatile Glycosylating Agents in Oligosaccharide Synthesis and the Chemical Synthesis of Disaccharides Containing Sulfur and Selenium 6. Synthesis and Use of S-Xanthates, Carbohydrate Enol Ethers and and Related Derivatives in the Field of Glycosylation 7. n-Pentenyl Glycosides in Oligosaccharide Synthesis 8. Coupling of Glycals: A New Strategy for the Rapid Assembly of Oligosaccharides 9. Advances in Polymer-Supported Solution Synthesis of Oligosaccharides 10. Protecting Groups in Oligosaccharide Synthesis 11. Synthesis of ss-D-Mannose Containing Oligosaccharides 12. Synthesis of Sialoglycoconjugates 13. Synthetic Studies on Cell-Surface Glycans: An Approach to O-linked Sialoglycoprotein 14. Synthesis of C-Glycosides; Stable Mimics of O-Glycosidic Linkages 15. Recent Developments in Glycopeptide Synthesis 16. Design and Synthesis of Glycoconjugates 17. Synthesis of Biologically Active Sulfated and Phosphorylated Oligosaccharides 18. Synthetic Glycosyltransferase Acceptors and Inhibitors; Useful Tools in Glycobiology 19. Practical Synthesis of Oligosaccharides Based on Glycosyltransferases and Glycosylphophites 20. Use of Glycosyltransferases in the Synthesis of Unnatural Oligosaccharide Analogues 21. Synthesis with Glycosidases
Shaheer H. Khan (Applied Biosystems, Forster City, California, USA) (Author)