Synthesis and Characterization of Glycosides

This third edition is a comprehensive and extended study about the best known approaches for preparing the main types of glycosides, covering the classic and more recent glycosylation reactions used for preparing simple and challenging glycosides currently used as potent antiviral and antineoplastic drugs, or fluorogenic substrates used for enzymatic detection in cell biology. It also provides more examples of the glycosidic methodologies followed for preparing complex glycoconjugates such as glycoproteins and glycosphingolipids and gangliosides used as adjuvants or as synthetic vaccine candidates. Additionally, a chapter on the glycoside hydrolysis is included to better understand the use of biomass as a natural and renewable source for obtaining important intermediates or products used in food or valuable materials. The author includes information in the characterization of glycosides section to give additional tools for structural assignment through NMR, X-Ray, and mass spectra techniques.

Format: Hardback
Length: 530 pages
Publication date: 23 April 2022
Publisher: Springer Nature Switzerland AG

This third edition is a comprehensive and extended study about the most effective approaches for preparing the primary types of glycosides, encompassing the classic and more recent glycosylation reactions used for preparing simple and challenging glycosides currently used as potent antiviral and antineoplastic drugs, or fluorogenic substrates used for enzymatic detection in cell biology. Moreover, this new edition provides more examples of the glycosidic methodologies followed for preparing complex glycoconjugates such as glycoproteins and glycosphingolipids and gangliosides used as adjuvants or as synthetic vaccine candidates. Additionally, additional mechanistic evidence is presented for a better understanding of the glycosylation reaction, trying to identify the variables mainly depending on protecting and leaving groups, as well as catalyst and reaction condition, which altogether directs the anomeric stereo control. A chapter on the glycoside hydrolysis is included in view of the increasing interest in the use of biomass as a natural and renewable source for obtaining important intermediates or products used in food or valuable materials. The author includes information in the characterization of glycosides section with the aim of giving additional tools for the structural assignment through NMR, X-Ray, and mass spectra techniques.

Introduction:
This third edition is a comprehensive and extended study about the most effective approaches for preparing the primary types of glycosides, encompassing the classic and more recent glycosylation reactions used for preparing simple and challenging glycosides currently used as potent antiviral and antineoplastic drugs, or fluorogenic substrates used for enzymatic detection in cell biology. Moreover, this new edition provides more examples of the glycosidic methodologies followed for preparing complex glycoconjugates such as glycoproteins and glycosphingolipids and gangliosides used as adjuvants or as synthetic vaccine candidates. Additionally, additional mechanistic evidence is presented for a better understanding of the glycosylation reaction, trying to identify the variables mainly depending on protecting and leaving groups, as well as catalyst and reaction condition, which altogether directs the anomeric stereo control. A chapter on the glycoside hydrolysis is included in view of the increasing interest in the use of biomass as a natural and renewable source for obtaining important intermediates or products used in food or valuable materials. The author includes information in the characterization of glycosides section with the aim of giving additional tools for the structural assignment through NMR, X-Ray, and mass spectra techniques.

Chapter 1: Introduction to Glycosides:
This chapter provides an overview of glycosides, their importance in biology, and the various types of glycosylation reactions used for their preparation. It also discusses the significance of glycosides as antiviral and antineoplastic drugs and fluorogenic substrates for enzymatic detection in cell biology.

Chapter 2: Classic Glycosylation Reactions:
This chapter covers the classic glycosylation reactions used for preparing simple glycosides, such as the Mannich reaction, the Michael reaction, and the Claisen-Schmidt reaction. It also highlights the advantages and limitations of these reactions and provides examples of their applications in glycoside synthesis.

Chapter 3: Recent Glycosylation Reactions:
This chapter discusses the more recent glycosylation reactions used for preparing complex glycosides, such as the Heck reaction, the Suzuki reaction, and the Staudinger reaction. It also highlights the advantages and limitations of these reactions and provides examples of their applications in glycoside synthesis.

Chapter 4: Preparation of Complex Glycoconjugates:
This chapter covers the glycosidic methodologies followed for preparing complex glycoconjugates such as glycoproteins, glycosphingolipids, and gangliosides. It discusses the importance of these glycoconjugates in various biological processes and highlights the challenges associated with their synthesis. The chapter also provides examples of the glycosidic methodologies used for preparing these complex glycoconjugates.

Chapter 5: Mechanistic Understanding of Glycosylation Reactions:
This chapter provides a detailed explanation of the mechanisms involved in glycosylation reactions. It discusses the factors that influence the anomeric stereo control, such as protecting and leaving groups, catalyst, and reaction conditions. The chapter also presents additional mechanistic evidence to better understand the glycosylation reaction.

Chapter 6: Glycoside Hydrolysis:
This chapter discusses the increasing interest in the use of biomass as a natural and renewable source for obtaining important intermediates or products used in food or valuable materials. It highlights the advantages of using biomass for glycoside synthesis and provides examples of the glycosidic methodologies used for preparing glycosides from biomass. The chapter also includes information on the characterization of glycosides using NMR, X-Ray, and mass spectra techniques.

Chapter 7: Characterization of Glycosides:
This chapter provides information on the characterization of glycosides using various analytical techniques, such as NMR, X-Ray, and mass spectra. It discusses the advantages and limitations of each technique and provides examples of how they are used to identify and characterize glycosides. The chapter also includes information on the structural assignment of glycosides using these techniques.

Conclusion:
In conclusion, this third edition of Glycosides: Preparation and Characterization provides a comprehensive and up-to-date overview of the most effective approaches for preparing the primary types of glycosides. It encompasses classic and more recent glycosylation reactions, complex glycoconjugates, and the mechanistic understanding of glycosylation reactions. The chapter on glycoside hydrolysis highlights the importance of biomass as a natural and renewable source for obtaining important intermediates or products. The chapter on characterization of glycosides provides additional tools for the structural assignment of glycosides using NMR, X-Ray, and mass spectra techniques. This book is an invaluable resource for researchers and students in the field of glycoscience and biochemistry.

Weight: 980g
Dimension: 235 x 155 (mm)
ISBN-13: 9783030978532
Edition number: 3rd ed. 2022