Chapter 23. Strategies for the Synthesis of Inositol Phosphoglycan Second Messengers

  1. Yves Chapleur
  1. N. Khiar,
  2. M. Martin-Lomas

Published Online: 28 JAN 2005

DOI: 10.1002/3527603239.ch23

Carbohydrate Mimics: Concepts and Methods

Carbohydrate Mimics: Concepts and Methods

How to Cite

Khiar, N. and Martin-Lomas, M. (2005) Strategies for the Synthesis of Inositol Phosphoglycan Second Messengers, in Carbohydrate Mimics: Concepts and Methods (ed Y. Chapleur), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527603239.ch23

Editor Information

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

Author Information

  1. Instituto de Investigaciones Químicas, C.S.I.C., Américo Vespucio Isla de la Cartuja, 41092 Seville, Spain

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:

  • inositol phosphoglycan;
  • insulin;
  • 4-O-gluco-samine-myo-inositol-1-phosphate;
  • 6-O-glucosamine-myo-inositol-1-phosphate;
  • 6-O-glucosamine-myo-inositol-1,2-cyclic phosphate;
  • tetrasaccharide VII

Summary

  • Introduction

  • The Structure of the Inositol Phosphoglycan which Mediates the Intracellular Post-Receptor Action of Insulin

  • The Synthesis of Building Blocks for the Preparation of Inositolphosphoglycan Second Messengers

    • Synthesis of Conveniently Functionalised Enantiomerically Pure D-myo or D-chiro Inositol Derivatives

    • Synthesis of Conveniently Functionalised Glucosamine Unit

    • Synthesis of 6-O-Glycosyl-D-chiro and D-myo-Inositol Derivatives

  • Evaluation of the Insulin-Like Activity of 4-O-Gluco-samine-myo-Inositol-1-Phosphate, 6-O-Glucosamine-myo-Inositol-1-Phosphate, 6-O-Glucosamine-myo-Inositol-1,2-Cyclic Phosphate

  • Toward the Total Synthesis of the Pseudo octa-saccharide V, Putative Second Messenger of the Hormone Insulin

    • Synthesis of the Tetrasaccharide VII [31]

    • Synthesis of the Tetrasaccharide VII

  • Conclusion

  • References