Chapter 8. Development of a Biocatalytic Process for the Resolution of (R)- and (S)-Ethyl 3-amino-4-pentynoate Isomers Using Enzyme Penicillin G Amidohydrolase

  1. Dr. Hans-Ulrich Blaser2,
  2. Dr. Elke Schmidt3
  1. Ravindra S. Topgi

Published Online: 13 JAN 2004

DOI: 10.1002/3527602151.ch25

Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions

Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions

How to Cite

Topgi, R. S. (2004) Development of a Biocatalytic Process for the Resolution of (R)- and (S)-Ethyl 3-amino-4-pentynoate Isomers Using Enzyme Penicillin G Amidohydrolase, in Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions (eds H.-U. Blaser and E. Schmidt), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527602151.ch25

Editor Information

  1. 2

    Solvias AG, P.O. Box, CH-4002 Basel, Switzerland

  2. 3

    Syngenta Crop Protection AG, CH-4058 Basel, Switzerland

Author Information

  1. Pfizer Inc., Research and Development, Chemical Sciences, Skokie, IL 60077, USA

Publication History

  1. Published Online: 13 JAN 2004
  2. Published Print: 6 NOV 2003

ISBN Information

Print ISBN: 9783527306312

Online ISBN: 9783527602155

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Keywords:

  • biocatalytic process;
  • (R)-ethyl-3-amino-4-pentynoate isomers;
  • (S)-ethyl-3-amino-4-pentynoate isomers;
  • penicillin G amidohydrolase;
  • deacylation;
  • acylation;
  • reaction conditions

Summary

This chapter contains sections titled:

  • Introduction

  • Enzymatic Approach

    • Deacylation

    • Acylation

  • Optimization of Reaction Conditions

    • The Enzyme Penicillin G Amidohydrolase

    • Reaction Monitoring

    • Acyl Group Specificities

    • Organic Co-solvent

    • Phosphate Buffer

    • pH of the Reaction Medium

    • Optimum Amount of Acylating Agent

    • Optimum Amount of Enzyme

    • Optimum Amount of Substrate

    • Optimum Reaction Volume

    • Enzyme Activity

    • Design of Experiment Study

  • Conclusion

  • Acknowledgments