Glycoscience: Chemistry and Chemical Biology

ISBN-13: 9783540361541 / Angielski / Twarda / 2008 / 2946 str.

Fraser-Reid; Kuniaki Tatsuta; Joachim Thiem

Opis

As a reflection of the quantum leap that has been made in the study of glycostructures, the first edition of this book has been completely revised and updated. The editors give up-to-date information on glycostructures, their chemistry and chemical biology in the form of a completely comprehensive survey. Glycostructures play highly diverse and crucial roles in a myriad of organisms and important systems in biology, physiology, medicine, bioengineering and technology. Only in recent years have the tools been developed to partly understand the highly complex functions and the chemistry behind them. While many facts remain undiscovered, this MRW has been contributed to by a large number of the world s leading researchers in the field."

Spis treści

1 General Principles.- 1.1 Structure and Conformation of Carbohydrates.- 1.2 General Occurance and Properties of Carbohydrates.- 2 General Synthetic Methods.- 2.1 Reactions at Oxygen Atoms.- 2.2 Oxidation, Reduction and Deoxygenation.- 2.3 Heteroatom Exchange.- 2.4 Anhydrosugars.- 2.5 C-C Bond Formation.- 2.6 C=C Bond Formation.- 2.7 Degradations and Rearrangement Reactions.- 3 Chemical Glycosylation Reactions.- 3.1 Introduction to Glycosylation Reactions.- 3.2 Glycosyl Halides.- 3.3 Glycosyl Trichloroacid Imidates.- 3.4 Other Anomeric Esters.- 3.5 O-Glycosyl Donors.- 3.6 S-Glycosylation.- 3.7 Glycal Derivatives.- 3.8 Anomeric Anhydro Sugars.- 3.9 C-Glycosylation.- 4 Monosaccharides.- 4.1 Occurance, Significance and Properties.- 4.2 Monosaccharides and Polyols in Foods.- 4.3 De Novo Synthesis of Monosaccharides.- 4.4 Monosaccharides as Chiral Pools for the Synthesis of Complex Natural Compounds.- 4.5 Monosaccharides as Scaffolds for the Synthesis of Novel Compounds.- 4.6 Monosaccharides as Chiral Auxiliaries and Ligands for Asymmetric Synthesis.- 4.7 Carbohydrate Metal Complexes.- 5 Oligosaccharides.- 5.1 Occurrence, Significance and Properties.- 5.2 Sucrose and Related Oligosaccharides.- 5.3 Oligosaccharides in Food and Agriculture.- 5.4 Combinatorial Methods in Oligosaccharide Synthesis.- 5.5 Solid Phase Methods.- 5.6 Stereoselective Synthesis of ß-Manno Glycoside.- 5.7 Silalylation.- 5.8 Enzymatic Glycosylation by Tranferases.- 5.9 Enzymatic Glycosylation by Hydrolases.- 6 Complex Polysaccharides.- 6.1 Occurence, Significance and Properties.- 6.2 Starch.- 6.3 Cellulose and Hemicellulose.- 6.4 Gums and Related Polysaccharides.- 6.5 Bacterial Cell Wall Components.- 6.6 Fungal Cell Wall Components.- 6.7 Structure-Activity Relationship of Glycosaminoglycans.- 7 Glycolipids.- 7.1 Occurence, Significance and Properties.- 7.2 Synthesis.- 7.3 Biosynthesis and Degradation.- 7.4 Glycosylphosphatidylinositols.- 8 Glycoproteins.- 8.1 Occurence and Significance.- 8.2 Properties.- 8.3 Synthesis and Applications of Biologically Relevant Glycopeptides and Glycoproteins.- 8.4 Glycosilylation Engineering of Glycoproteins.- 8.5 Glycoprotein Analysis.- 9 Glycomimetics.- 9.1 Azaglycomimetics: Synthesis and Chemical Biology.- 9.2 Carbasugars: Synthesis and Functions.- 9.3 Sulfur Containing Glycomimetics.- 9.4 C-Glycosyl Analogs of Oligosaccharides and Glycosyl Amino Acids.- 9.5 Non-Sugar Glycomimetics.- 10 Key Technologies and Tools for Functional Glycobiology.- 10.1 Introduction.- 10.2 Microarrays.- 10.3 Chemical Probes and Monitoring.- 10.4 Glycomics and Mass Spectrometry.- 10.5 Bioinformatical Tools.- 11 Biosynthesis and Degradation.- 11.1 Introduction.- 11.2 Biosynthesis and Degradation of Monosaccharides.- 11.3 Biosynthesis of Oligosaccharides and Polysaccharides.-11.4 Degradation of Oligosaccharides and Polysaccharides.- 12 Glycomedicine.- 12.1 Novel Approaches for Glycodrug Discovery.- 12.2 Biomedicine of Monosaccharides.- 12.3 Mammalian Carbohydrate-Lectin Interactions.- 12.4 Multivalency in Protein-Carbohydrate Recognition.- 12.5 Synthesis of Heparin-Fragments.- 12.6 Biomedicine of Glycolipids and Glycosphingolipids.- 12.7 Biomedicine of Enkephalin-Derived Glycopeptide Analgesics.- 12.8 Antitumor and Antimicrobial Glycoconjugates.- 12.9 Biomedicine of Glycosylated Natural Compounds.- 12.10 Mucin-based Vaccines.- 12.11 Polysaccharide-based Vaccines