Frontiers in Modern Carbohydrate Chemistry

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Recent understanding of the involvement of carbohydrate molecules and conjugates in many vital biological processes and, consequently, the appreciation of their tremendous therapeutic potential has stimulated the development of new methods for the synthesis of this class of compounds. The main efforts in the field of synthetic carbohydrate chemistry have been focused on the development of new glycosylation methodologies and convergent strategies for oligosaccharide synthesis, in which the number of synthetic and purification steps is reduced. As a result, many efficient approaches have been developed both on the solid phase and in solution. This book brings together leading specialists working in the emerging areas of chemistry and biology on specific topics in the area of carbohydrates. As a result, the book will be of great interest to scientists solving carbohydrate puzzles in many diverse areas of research.
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Product Details

  • ISBN-13: 9780841239708
  • Publisher: American Chemical Society
  • Publication date: 3/19/2007
  • Series: ACS Symposium Series , #960
  • Pages: 448
  • Product dimensions: 9.10 (w) x 6.20 (h) x 1.10 (d)

Meet the Author

University of Missouri-St. Louis
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Table of Contents

In Memorium     xiii
Preface     xix
Synthesis of Modified Monosaccharides as Biological Probes and Therapeutic Agents
Synthesis of 9-Substituted Sialic Acids as Probes for CD22-Ligand Interactions on B Cells   Shoufa Han   Brian E. Collins   James C. Paulson     2
Uncommon Sugars and Their Conjugates to Natural Products   Wenlan Chen   Guisheng Zhang   Lizhi Zhu   Lanyan Fang   Xianhua Cao   James Kedenburg   Jie Shen   Duxin Sun   Peng George Wang     15
Plant Cell Wall Glycans: Chemical Synthesis of the Branched Sugar Aceric Acid   Sergey A. Nepogodiev   Nigel A. Jones   Robert A. Field     34
Iodoamidation of Glycals: A Facile Preparation of 2-Deoxy-N-glycosylamides   Cecilia H. Marzabadi   Michael DeCastro 50
New Methods for Stereoselective O-Glycosylation
Stereocontrolled Glycosylation: Recent Advances: [Beta]-D-Rhamnosides and [Beta]-D-Mannans   David Crich     60
Stereoselective Glycosylations Using Chiral Auxiliaries   Jin-Hwan Kim   Hai Yang   Geert-Jan Boons     73
Protecting Groups in Carbohydrate Chemistry Profoundly Influence All Selectivities in Glycosyl Couplings   Bert Fraser-Reid   K. N. Jayaprakash   J. CristobalLopez   Ana M. Gomez   Clara Uriel     91
Synthesis of N-5-Derivatives of Neuraminic Acid and Their Application as Sialosyl Donors   Cristina De Meo     118
New Strategies for Convergent Oligosaccharide Synthesis
2[prime]-Carboxybenzyl Glycosides: A Novel Type of Glycosyl Donors and Their Application to Oligosaccharide Synthesis   Kwan Soo Kim   Heung Bae Jeon     134
Oligosaccharide Synthesis with Glycosyl Phosphates   Jeroen D. C. Codee   Peter H. Seeberger     150
Glycosyl Thioimidates as Versatile Glycosyl Donors for Stereoselective O-Glycosylation and Convergent Oligosaccharide Synthesis   Papapida Pornsuriyasak   Medha N. Kamat   Alexei V. Demchenko     165
Sequential Glycosylation Strategies: A Focus on Thioglycosides as Donors and Acceptors   G. A. van der Marel   L. J. van den Bos   H. S. Overkleeft   R. E. J. N. Litjens   J. D. C. Codee     190
New Aspects of Glycoside Bond Formation: Solid-Phase Oligosaccharide Synthesis   Richard R. Schmidt   Simon Jonke   Ke-gang Liu     209
Chemical and Enzymatic Synthesis of Therapeutically Significant Complex Glycostructures
Synthesis of Carbohydrate Antigens Related to Shigella dysenteriae Type 1 and of Their Protein Conjugates   Vince Pozsgay   Joanna Kubler-Kielb     238
Enzymatic Synthesis of Glycosaminoglycans: Improving on Nature   Fikri Y. Avci   Paul L. DeAngelis   Jian Liu   Robert J. Linhardt     253
The Chemical Synthesis of Glycosylphosphatidylinositol Anchors from Trypanosoma cruzi Trypomastigote Mucins: Exploration of Ester and Acetal Type Permanent Protecting Groups   Dmitry V. Yashunsky   Vladimir S. Borodkin   Philip G. McGivern   Michael A. J. Ferguson   Andrei V. Nikolaev     285
Glycodiversification for the Synthesis of Neomycin and Kanamycin Class Aminoglycoside Antibiotics   Jinhua Wang   Cheng-Wei Tom Chang     307
Convergent N-Glycopeptide Synthesis   Katja Michael     328
Special Topics of Modern Glycochemistry
Targeting Galectin-1 with Self-Assembled Multivalent Pseudopolyrotaxanes   Jason M. Belitsky   J. Fraser Stoddart     356
De Novo Synthesis of Biofunctional Carbohydrate-Encapsulated Quantum Dots   Sergei A. Svarovsky   Joseph J. Barchi, Jr.     375
Author Index     395
Subject Index     397
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