Essentials of carbohydrate chemistry and biochemistry / Thisbe K. Lindhorst.

Format:

Book

Author/Creator:

Lindhorst, Thisbe K.

Language:

English

Subjects (All):

Carbohydrates.

Biochemistry.

Physical Description:

xiii, 219 pages : illustrations ; 24 cm

Edition:

Second, revised and updated edition.

Place of Publication:

Weinheim : Wiley, [2003]

Summary:

Intended Audience: Students of chemistry, biochemistry, and pharmacy, lecturers in chemistry, and libraries.

Contents:

2 Structure of saccharides 3

2.1 Structure of monosaccharides 3

2.2 Structure of simple oligosaccharides 24

2.3 Structure of polysaccharides 31

3 Protecting groups for carbohydrates 39

3.1 Protection of the anomeric center 39

3.2 Acyl protecting groups 46

3.3 Ether protecting groups 53

3.4 Acetal protecting groups 59

3.5 Orthoesters as protecting groups 70

3.6 N-Protection for amino sugars 72

3.7 Other protecting groups 75

3.8 Table of common carbohydrate protecting groups 77

4 O-Glycoside synthesis 79

4.1 1,2-trans Glycosidation 81

4.2 1,2-cis Glycosidation 82

4.3 The Koenigs-Knorr method 84

4.4 The trichloroacetimidate method 86

4.5 Thioglycosides 90

4.6 n-Pentenyl glycosides 93

4.7 Synthesis of 2-deoxy-2-acetamido-glycopyranosides 97

4.8 Synthesis of [beta]-mannopyranosides 101

4.9 Synthesis of 2-deoxy glycosides 105

4.10 Synthesis of glycopeptides 108

4.11 Glycosylation strategies 110

4.12 Enzymatic glycosylation 115

5 Important modifications and functionalizations of the sugar ring 119

5.1 Activation-substitution reactions at the carbohydrate ring 120

5.2 Deoxyhalo derivatives 126

5.3 Deoxygenation of carbohydrates 130

5.4 Unsaturated saccharides - Glycals 134

5.5 Epimerizations 141

5.6 Carbohydrates as chiral pool materials 146

6 Structure and biosynthesis of glycoconjugates 153

6.1 Structural diversity of oligosaccharides 153

6.2 Structures of glycoconjugates 155

6.2.1 Structures of glycoproteins 158

N-Glycans

O-Glycans

GPI-Anchors

Proteoglycans

6.2.2. Structures of glycolipids 163

Lipopolysaccharides

6.3 Biosynthesis of oligosaccharides 167

6.4 Biosynthesis of N-glycoproteins 170

6.5 Biosynthesis of O-glycoproteins 172

6.6 Biosynthesis of glycosphingolipids 173

7 Glycobiology 175

7.1 Blood group specificities 176

7.2 Lectins 177

7.3 Carbohydrate-protein interactions 180

7.4 Carbohydrate-selectin interactions in leucocyte trafficking 184

7.5 Microbial adhesion 186

7.6 Glycomimetics 188

8 Purification and analysis of carbohydrates 195

8.1 Chromatography and polarimetry 195

8.2 NMR and mass spectroscopy 199

9 The literature of carbohydrate chemistry 209.

Notes:

Previous ed.: 2000.

Includes bibliographical references and index.

ISBN:

3527306641

OCLC:

52090799