Chapter 24. The Catalytic Efficiency of Glycoside Hydrolases and Models of the Transition State Based on Substrate Related Inhibitors

  1. Yves Chapleur
  1. G. Legler

Published Online: 28 JAN 2005

DOI: 10.1002/3527603239.ch24

Carbohydrate Mimics: Concepts and Methods

Carbohydrate Mimics: Concepts and Methods

How to Cite

Legler, G. (2005) The Catalytic Efficiency of Glycoside Hydrolases and Models of the Transition State Based on Substrate Related Inhibitors, in Carbohydrate Mimics: Concepts and Methods (ed Y. Chapleur), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527603239.ch24

Editor Information

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

Author Information

  1. Institut für Biochemie, Universität Köln, Otto-Fischer-Str. 12–14, D-50674 Köln, Germany

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:

  • glycoside hydrolases;
  • transition state;
  • substrate related inhibitors;
  • catalytic efficiency;
  • glycosyl cation-like transition state;
  • active site carboxylate groups;
  • aglycon site;
  • N1-alkyl gluconaminidines

Summary

  • Introduction

  • Catalytic Efficiency and the Transition State

  • Evidence for a Glycosyl Cation-Like Transition State

  • Evidence for Active Site Carboxylate Groups

  • Interactions with the Aglycon Site

  • N1-Alkyl Gluconaminidines as “Perfect” Transition State Mimics?

  • Conclusion

  • References