Chapter 19. Syntheses of Sulfated Derivatives As Sialyl Lewisa and Sialyl Lewisx Analogues

  1. Yves Chapleur
  1. C. Augé,
  2. F. Dagron,
  3. R. Lemoine,
  4. C. Le Narvor,
  5. A. Lubineau

Published Online: 28 JAN 2005

DOI: 10.1002/3527603239.ch19

Carbohydrate Mimics: Concepts and Methods

Carbohydrate Mimics: Concepts and Methods

How to Cite

Augé, C., Dagron, F., Lemoine, R., Le Narvor, C. and Lubineau, A. (2005) Syntheses of Sulfated Derivatives As Sialyl Lewisa and Sialyl Lewisx Analogues, in Carbohydrate Mimics: Concepts and Methods (ed Y. Chapleur), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527603239.ch19

Editor Information

  1. UMR CNRS 7565, Université Henri Poincaré-Nancy I, BP239, F-54506 Vandceuvre, France

Author Information

  1. Laboratoire de Chimie Organique Multifonctionnelle, ICMO, Université de Paris-Sud, 91405 Orsay, France

Publication History

  1. Published Online: 28 JAN 2005
  2. Published Print: 12 NOV 1997

ISBN Information

Print ISBN: 9783527295265

Online ISBN: 9783527603237

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Keywords:

  • sialyl Lewisa;
  • sialyl Lewisx;
  • 3′-sulfated Lewisa trisaccharide;
  • 3′-sulfated Lewisa pentasaccharide;
  • regioselective sulfation;
  • polysulfated oligosaccharides;
  • E-selectin;
  • L-selectin

Summary

  • Introduction

  • Synthesis of 3′-Sulfated Lewisa Trisaccharide and Pentasaccharide

    • 3′-Sulfated Lewisa Trisaccharide

    • 3′-Sulfated Lewisa Pentasaccharide

  • Regioselective Sulfation

    • Stannylene Methodology

    • Cyclic Sulfates

  • Polysulfated Oligosaccharides in the Lewisx Series

    • Introduction

    • 6′-Sulfated, 3′-Sulfated, 3′,6′-Disulfated Lewisx Pentasaccharides

    • 3′,6-Disulfated Lewisx Pentasaccharide

  • Immunological studies

    • Specificity of the E-Selectin

    • Specificity of the L-Selectin

  • References