Click Chemistry in Glycoscience

FOREWORD vii
PREFACE ix
CONTRIBUTORS xiii
LIST OF ABBREVIATIONS xvii
I CLICK CHEMISTRY STRATEGIES AND DECOUPLING
1 Paradigm and Advantage of Carbohydrate Click ChemistryStrategy for Future Decoupling 3
Roman Bielski and Zbigniew J. Witczak
II THIO-CLICK CHEMISTRY OF CARBOHYDRATES
2 Thio-Click Chemistry in Glycoscience: Overview andPerspectives 33
Zbigniew J. Witczak
3 Free-Radical Thiol-ene and Thiol-yne Couplings as ClickProcesses for Glycoconjugation 45
Alessandro Dondoni and Alberto Marra
III CARBOHYDRATE CLICK CHEMISTRY FOR NOVEL SYNTHETICTARGETS
4 The Development and Application of Clickable Lipid Analogs forElucidating and Harnessing Lipid Functions 79
Michael D. Best
5 Clicking Sugars onto Sugars: Oligosaccharide Analogs andGlycoclusters on Carbohydrate Scaffolds 107
Maria Laura Uhrig and Jos´e Kovensky
6 Click Multivalent Glycomaterials: Glycoclusters,Glycodendrimers, Glycopolymers, Hybrid Glycomaterials, andGlycosurfaces 143
Carmen Ortiz Mellet, Alejandro M´endez-Ardoy, andJos´e Manuel Garc´¥a Fern´andez
7 Toward Imaging Glycotools by Click Coupling 183
Yves Chapleur, Christine Vala, Franc¸oise Chr´etien,and Sandrine Lamand´e-Langle
8 Bioorthogonal Reactions for Labeling Glycoconjugates 211
Fr´ed´eric Friscourt and Geert-Jan Boons
9 "Sweet" Sucrose Macrocycles via a "ClickChemistry" Route 235
Mykhaylo A. Potopnyk and Sawomir Jarosz
IV CARBOHYDRATE CLICK CHEMISTRY IN BIOMEDICALSCIENCES
10 Neoglycoprotein Synthesis Using the Copper-CatalyzedAzide-Alkyne Click Reaction and Native Chemical Ligation253
Joanna M. Wojnar, Dong Jun Lee, Clive W. Evans, KalyaneswarMandal, Stephen B. H. Kent, and Margaret A. Brimble
11 Biomedical Applications of "Click"-ModifiedCyclodextrins 271
Zhenshan Jia, Rakesh K. Singh, and Dong Wang
12 Triazolyl Glycoconjugates in Medicinal Chemistry 293
Rama Pati Tripathi, Pratibha Dwivedi, Anindra Sharma, DivyaKushwaha, and Vinod Kumar Tiwari
13 Click Chemistry Applied to Carbohydrate-Based Drug Discovery325
Vanessa Leiria Campo and Ivone Carvalho
INDEX 359