Solid Support Oligosaccharide Synthesis and Combinatorial Carbohydrate Libraries

Author: Peter H. Seeberger  

Publisher: John Wiley & Sons Inc‎

Publication year: 2004

E-ISBN: 9780471460725

P-ISBN(Hardback):  9780471378280

Subject: Q533 disaccharide

Language: ENG

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Description

Solid-phase synthesis of carbohydrates presents unique challenges to synthetic chemists and currently represents one of the hottest areas of research in bioorganic chemistry. Solid Support Oligosaccharide Synthesis and Combinatorial Carbohydrate Libraries addresses the exciting expectation that solid-phase assembly of oligosaccharides will have a fundamental impact on the field of glycobiology. This publication details the methodologies currently investigated for the attachment of carbohydrates to beads, synthesis including coupling strategies, and removal of the product from beads.
With chapters written by eminent contributing authors, the material explores different synthetic strategies, glycosylation protocols, the use of solid supports versus soluble polymeric supports, and "on-resin" analytical methods. Tremendous progress in the field has set the stage for Solid Support Oligosaccharide Synthesis and Combinatorial Carbohydrate Libraries to provide a wealth of information on such topics as:

  • Specific oligosaccharide structures used in signal transduction processes
  • Preparation and screening of glycopeptide libraries
  • Solid-phase carbohydrate synthesis

Chapter

Contents

pp.:  6 – 10

Preface

pp.:  10 – 12

Contributors

pp.:  12 – 14

3 The Sulfoxide Glycosylation Method and its Application to Solid-Phase Oligosaccharide Synthesis and the Generation of Combinatorial Libraries

pp.:  54 – 80

4 The Use of O-Glycosyl Trichloroacetimidates for the Polymer-Supported Synthesis of Oligosaccharides

pp.:  80 – 112

5 Synthesis of Oligosaccharides on Solid Support Using Thioglycosides and Pentenyl Glycosides

pp.:  112 – 130

6 Solid-Phase Oligosaccharide Synthesis Using Glycosyl Phosphates

pp.:  130 – 148

7 Stereoselective β-Mannosylation on Polymer Support

pp.:  148 – 178

8 Tools for "On-Bead" Monitoring and Analysis in Solid-Phase Oligosaccharide Synthesis

pp.:  178 – 188

9 Polyethyleneglycol ω-Monomethylether (MPEG)-Supported Solution-Phase Synthesis of Oligosaccharides

pp.:  188 – 214

10 Two-Direction Glycosylations for the Preparation of Libraries of Oligosaccharides

pp.:  214 – 226

11 Carbohydrate Libraries in Solution Using Thioglycosides: From Multistep Synthesis to Programmable, One-Pot Synthesis

pp.:  226 – 252

12 Carbohydrate Libraries by the Random Glycosylation Approach

pp.:  252 – 270

13 Solid-Phase Synthesis of Biologically Important Glycopeptides

pp.:  270 – 296

14 Preparation and Screening of Glycopeptide Libraries

pp.:  296 – 318

Index

pp.:  318 – 322

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