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Informationen zum Autor Shang-Cheng Hung, PhD, is a Distinguished Research Fellow of the Genomics Research Center, Academia Sinica, Taiwan. His work focuses on carbohydrate chemistry and chemical biology, including the development of novel approaches to glycan synthesis and the acquisition of important cell-surface glycan components together with their biological evaluations. Medel Manuel L. Zulueta, PhD , is a carbohydrate chemist at the Genomics Research Center, Academia Sinica, Taiwan. He develops of strategies for the chemical synthesis of oligosaccharides, particularly heparin and heparan sulfate. Klappentext This book is a comprehensive and concise review on principles, strategies, and crucial advances in glycochemistry. It focuses on synthesis and practical applications and emphasizes state-of-the-art approaches to the assembly and design of sugars.* Provides detailed discussion on specific topics like oligosaccharide assembly and design of sugars, techniques in glycoconjugate preparation, multivalency, and carbohydrate-based drug design* Uses notable examples, like solution-based one-pot methods and automated methods for sugar assembly, to illustrate important concepts and advances in a rapidly emerging field* Discusses practical applications of carbohydrates, like medicine, therapeutics, drug and vaccine development Zusammenfassung This book comprehensively and concisely reviews principles, strategies, and crucial advances in glycochemistry. As this is a rapidly emerging field, this book emphasizes the advances and updates from the last few years and illustrates them with notable examples. Inhaltsverzeichnis Contributors xv Foreword xix Preface xxiii 1 Glycochemistry: Overview and Progress 1 Matthew Schombs and Jacquelyn Gervay?-Hague 1.1 Introduction, 1 1.2 Nomenclature, Structures, and Properties of Sugars, 2 1.3 Historical Overview of Carbohydrate Research, 12 1.4 Onward to the Twenty?-First Century, 22 1.5 Conclusion and Outlook, 28 References, 29 2 Protecting Group Strategies in Carbohydrate Synthesis 35 Shang?-Cheng Hung and Cheng?-Chung Wang 2.1 Introduction, 35 2.2 General Considerations for Protecting Group Selection, 36 2.3 Common Protecting Groups in Carbohydrate Synthesis, 38 2.4 Regioselective Protection of Monosaccharides, 46 2.5 One?-Pot Protection Methods, 57 2.6 Conclusion, 61 References, 62 3 General Aspects in O?-Glycosidic Bond Formation 69 Xin?-Shan Ye and Weigang Lu 3.1 Introduction, 69 3.2 Some Basic Concepts, 69 3.3 Methods for Glycosidic Bond Formation, 74 3.4 Glycosylation Strategies, 86 3.5 Conclusion, 91 References, 91 4 Controlling Anomeric Selectivity, Reactivity, and Regioselectivity in Glycosylations Using Protecting Groups 97 Thomas Jan Boltje, Lin Liu, and Geert?-Jan Boons 4.1 Introduction, 97 4.2 Protecting Group and Control of Anomeric Selectivity of Glycosylations, 98 4.3 Use of Protecting Groups for Chemoselective Glycosylations, 115 4.4 Protecting Groups in Regioselective Glycosylations, 118 4.5 Conclusion, 125 References, 125 5 Stereocontrolled Synthesis of Sialosides 131 Chandrasekhar Navuluri and David Crich 5.1 Introduction, 131 5.2 Conformational Analysis of Sialyl Oxocarbenium Ions, 132 5.3 Additives in Sialylations, 133 5.4 Leaving Groups in Sialylations, 134 5.5 Influence of the N5 Protecting Group on Reactivity and Selectivity, 134 5.6 4?-O,5?-N?-Oxazolidinone Group and its Stereodirecting Influence on Sialylations, 139 5.7 4,5?-O?-Carbonate Protecting Group in ¿?-Selective KDN Donors, 144 5.8 Other Cyclic and Bicyclic Protecting ...
