内容

目次

1 General Principles.- 1.1 Structure and Conformation of Carbohydrates.- 1.2 Properties of Carbohydrates.- 1.3 Separation and Purification of Carbohydrates.- 1.4 General Occurrence of Carbohydrates.- 2 General Synthetic Methods: Reactions at Non Anomeric Positions.- 2.1 Reactions at Oxygen Atoms.- 2.2 Oxidation and Reduction.- 2.3 Deoxygenation.- 2.4 Heteroatom Exchange.- 2.5 Anhydrosugars.- 2.6 C-C Bond Formation.- 2.7 C=C Bond Formation.- 2.8 Degradation Reactions.- 2.9 Rearrangement Reactions.- 3 General Synthetic Methods: Reactions at the Anomeric Center.- 3.1 Reactions at Oxygen Atoms.- 3.2 Oxidation, Reduction and Deoxygenation.- 3.3 Heteroatom Exchange: Glycosylation.- 3.3.1 Mechanistic Aspects.- 3.3.2 Glycosides as Donors.- 3.3.3 Glycosyl Halides and Anomeric Esters as Donors.- 3.4 Anomeric Anhydro Sugars.- 3.5 S-Glycosylation.- 3.6 N-Glycosylation.- 3.7 C-Glycosylation.- 3.8 Formation and Reactions of Glycal Derivatives.- 3.9 Degradation and Rearrangement Reactions.- 4 Monosaccharides.- 4.1 Occurrence and Significance.- 4.2 Properties.- 4.3 Synthesis of Biologically Relevant Monosaccharides.- 4.4 De novo Synthesis of Monosaccharides.- 4.5 Formation of Complex Natural Compunds from Monosaccharides.- 4.6 Biosynthesis and Degradation.- 4.7 Chemical Biology and Biomedicine.- 5 Oligosaccharides.- 5.1 Occurrence and Significance.- 5.2 Properties.- 5.3 Synthesis.- 5.3.1 Enzymatic Glycosylation.- 5.3.2 Glycosyl Halides in Oligosaccharide Synthesis.- 5.3.3 Regio- and Stereoselective Methods of Glycosylation.-5.3.4 Stereoselective Synthesis of ß-manno Glycoside.- 5.3.5 Combinatorial and Solid Phase Methods in Oligosaccharide Synthesis.- 5.4 Biosynthesis and Degradation of Galactosyloligosaccharides.- 5.5 Chemical Biology and Biomedicine.- 5.5.1 Glycosylphosphatidylinositols.- 5.5.2 Mammalian Carbohydrate-Lectin Interactions.- 5.5.3 Multivalency in Protein-Carbohydrate Recognition.- 6 Complex Poysaccharides.- 6.1 Occurrence and Significance.- 6.2 Properties.- 6.3Synthesis of Sulfated Glycosaminoglycans.- 6.4 Biosynthesis and Degradation.- 6.5 Chemical Biology and Biomedicine.- 6.5.1 General Aspects.- 6.5.2 Mycobacterial Cell Wall Components.- 7 Glycolipids.- 7.1 Occurence and Significance.-7.2 Properties.- 7.3 Synthesis.- 7.4 Biosynthesis and Degradation.- 7.5 Chemical Biology and Biomedicine: Glycolipids and Glycosphingolipids.-8 Glycoproteins.- 8.1 Occurrence and Significance.-8.2 Properties.-8.3 Synthesis and Applications of Biologically Relevant Glycopeptides.-8.4 Chemical Biology and Biomedicine: Enkephalin-Derived Glycopeptide Analgesics.- 9 Other Glycoconjugates.- 9.1 Occurrence, Significance and Properties of Antitumor and Antimicrobial Glycoconjugates.- 9.2 Synthesis of Enedyne Antibiotic Oligosaccharides.- 9.3 Chemical Biology and Biomedicine of Glycosylated Natural Compounds.- 10 Glycomimetics.- 10.1 Introduction.- 10.2 Azaglycomimetics: Synthesis and Chemical Biology.- 10.3 Carbasugars: Synthesis and Functions.- 10.4 Sulfur Containing Glycomimetics.- 10.5 C-Glycosyl Analogs of Oligosaccharides and Glycosyl Amino Acids.- 10.6 Non-sugar Glycomimetics