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Carbohydrate Chemistry

Carbohydrate Chemistry

Amelia Pilar Rauter | Thisbe Lindhorst | Yves Queneau

(2017)

Additional Information

Book Details

Abstract

Demonstrating the interdisciplinary nature of modern glycosciences, this volume covers research in the fields of polysaccharides and small carbohydrates from the synthetic and structural viewpoints, with applications ranging from biology to the bioeconomy. Key aspects of the synthesis and properties of imino disaccharides and regioselective glycosylation reactions are reviewed, glycosyltransferase inhibitors are shown to be potential future therapeutic agents, protein-carbohydrate interactions in plant cell-wall biodegradation are targeted by the use of glycan microarrays, biological properties of polysaccharidic microbial surface antigens are discussed with respect to their intimate structure, and contributions on carbohydrate-based hydrogelators, green/blue sugar-based surfactants and carbohydrate-based green solvents illustrate the modern design of tomorrow’s chemicals. 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 and this book remains a valuable addition to any researcher’s library.

Table of Contents

Section Title Page Action Price
Cover Cover
Contents ix
Preface vii
Synthesis and biological properties of imino-disaccharides and -oligosaccharides 1
1 Introduction 1
2 Synthesis of imino-O-oligosaccharides 3
3 Synthesis of imino-S-disaccharides 30
4 Synthesis of imino-N-oligosaccharides 31
5 Synthesis of imino-C-disaccharides 36
6 Glycosidase inhibition properties 60
7 Conclusions 66
References 66
Bacterial polysaccharides as major surface antigens: interest in O-acetyl substitutions 71
1 Introduction 71
2 PS O-acetylation: a widespread modification 72
3 On the role of CPS O-acetylation on the host-pathogen crosstalk 76
4 O-Acetylated CPSs from pathogenic bacteria: implication in vaccine development 81
5 Conclusion 97
References 97
Regioselective glycosylation: What's new? 104
1 Introduction 104
2 Tackling the regioselectivity problem using biocatalysts 105
3 Bioinspired chemical glycosylation 118
4 Conclusion 129
References 130
Glycosyltransferase inhibitors: a promising strategy to pave a path from laboratory to therapy 135
1 Glycan biosynthesis and glycan processing enzymes 135
2 Small molecule inhibitors to modulate glycan processing enzymes 137
3 Glycosyltransferase inhibitors 138
4 Substrate analogs 139
5 Transition state analogs 143
6 Glycomimetics 145
7 Alternate chemotype analogs 147
8 Metabolic chain terminator 151
9 Conclusion 154
References 154
Targeting protein-carbohydrate interactions in plant cell-wall biodegradation: the power of carbohydrate microarrays 159
1 Structural diversity of plant cell-wall polysaccharides 159
2 Cellulolytic microorganisms express proteomes highly efficient in plant cell-wall biodegradation 162
3 Carbohydrate microarrays 166
4 Conclusions 172
Acknowledgments 173
References 173
Low melting carbohydrate mixtures and aqueous carbohydrates - an effective green medium for organic synthesis 177
1 Introduction 177
2 Organic Transformations in carbohydrate-based low melt 180
3 Organic Transformations in an aqueous Sugar 185
4 Conclusions and Outlook 193
References 193
Surfactants based on green/blue sugars: towards new functionalities in formulations 196
1 Introduction 196
2 Sugar-based ionic surfactants 199
3 Surfactants based on novel carbohydrate motifs 204
4 Sugar-based surfactants including original linkers between polar and lipophilic domains 214
5 Surfactant compositions resulting from the direct transformation of polysaccharides 232
6 Conclusion 240
Abbreviations 240
References 241
Low molecular weight carbohydrate-based hydrogelators 245
1 Introduction 245
2 Monosaccharides 246
3 Disaccharides 255
4 Bipolar hydrogelators 258
5 Rationalisation and structure/property relationships 261
6 Conclusion 261
References 261