1. Introduction 2. Structure of saccharides 2.1 Structure of monosaccharides 2.2 Structure of simple oligosaccharides 2.3 Structure of polysaccharides 2.4 Conformational analysis of saccharides Chapter summary Exercises and problems 3 Protecting groups for carbohydrates 3.1 Protection of the anomeric center 3.

2 Acyl protecting groups 3.3 Ether protecting groups 3.4 Acetal protecting groups 3.5 Orthoesters as protecting groups 3.6 N-Protection for amino sugars 3.7 Enzymes in protecting group chemistry 3.8 Carbohydrate scaffolds and orthogonality of protecting groups 3.9 Protecting group patterns for allyl alpha-D-mannosides Chapter summary Exercises and problems 4.

Important modifications and functionalizations of the sugar ring 4.1 Activation-substitution reactions at the carbohydrate ring 4.2 Deoxyhalo derivatives 4.3 Synthesis and reactions of anhydro sugars 4.4 Deoxygenation of carbohydrates 4.5 Functionalization at the anomeric center 4.6 Unsaturated saccharides - Glycals 4.7 Epimerizations 4.

8 Carbohydrates as chiral pool materials Chapter summary Exercises and problems 5 O-Glycoside synthesis 5.1 1,2-trans Glycosidation 5.2 1,2-cis Glycosidation 5.3 Participation of the solvent 5.4 The Koenigs-Knorr method 5.5 The trichloroacetimidate method 5.6 Thioglycosides 5.7 n-Pentenyl glycosides 5.

8 Synthesis of 2-deoxy glycosides 5.9 Synthesis of beta-mannopyranosides 5.10 Synthesis of 2-deoxy-2-acetamido-glycopyranosides 5.11 Synthesis of glycopeptides 5.12 Solid phase oligosaccharide synthesis 5.13 Glycoside synthesis employing enzymes 5.14 Glycosylation strategies Chapter summary Exercises and problems 6 Structure and biosynthesis of glycoconjugates 6.1 Structural diversity of oligosaccharides 6.

2 Structures of glycoconjugates 6.3 Biosynthesis of oligosaccharides 6.4 Biosynthesis of N-glycoproteins 6.5 Biosynthesis of O-glycoproteins 6.6 Biosynthesis of glycosphingolipids Chapter summary Exercises and problems 7. Glycobiology 7.1 Essentials of Glycobiology 7.2 Blood group specificities 7.

3 Lectins 7.4 Oligosaccharide epitopes critical in cell biology 7.5 Understanding of the molecular interactions of the glycocalyx 7.6 Biochemical engineering 7.7 Metabolic oligosaccharide engineering 7.9 Microbial adhesion 7.10 Carbohydrate drugs Chapter summary Exercises and problems 8. Glycoarrays and Glycomimetics 8.

1 Glycoarrays 8.2 Glycomimetics 8.3 Bacterial Anti-adhesives Chapter summary Exercises and problems.