Major Methods of Peptide Bond Formation

Major Methods of Peptide Bond Formation

The Peptides Analysis, Synthesis, Biology, Vol. 1

1st Edition - April 28, 1979

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  • Editors: Erhard Gross, Johannes Meienhofer
  • eBook ISBN: 9781483217963

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The Peptides: Analysis, Synthesis, Biology, Volume 1: Major Methods of Peptide Bond Formation provides comprehensive and critical reviews of important developments in three major areas of peptide research—analysis, synthesis, and biology. This book discusses the nature of the peptide bond, coupling between amino acid residues, and catalysis of active ester reactions. The formation of hydrazides, reactions of carbodiimides with amines, and mixed carbonic anhydride method of peptide synthesis are also elaborated. This publication likewise covers the control of racemization during peptide synthesis, strategies for minimizing racemization during amide-forming steps, and assays for chiral purity. This volume is suitable for students, specialists, and scientists from a broad range of disciplines concerned with peptides.

Table of Contents

  • List of Contributors


    Nomenclature and Abbreviations

    Chapter 1 The Peptide Bond

    I Introduction

    II Nature of the Peptide Bond

    III Cleavage of the Peptide Bond

    IV Formation of the Peptide Bond

    V Conclusion and Outlook


    Chapter 2 The Formation of Peptide Bonds: A General Survey

    I Introduction

    II Coupling between Amino Acid Residues

    III Ab Initio Assembly of the Backbone

    IV Conclusions


    Chapter 3 Active Esters in Peptide Synthesis

    I The Development of Active Esters

    II Classes of Active Esters

    III Preparation of Active Esters

    IV Catalysis of Active Ester Reactions

    V Side Reactions

    VI Active Esters and the Strategy of Peptide Synthesis

    VII Active Esters in Various Techniques of Peptide Synthesis

    VIII Conclusions


    Chapter 4 The Azide Method in Peptide Synthesis

    I Introduction

    II Experimental Procedure

    III The Formation of Hydrazides

    IV The Generation of Azides

    V Azide Segment Condensation

    VI Special Applications

    VII Opportunities and Constraints


    Chapter 5 The Carbodiimide Method

    I Introduction

    II Mechanism of Carboxyl Activation

    III Reaction Conditions for Dicyclohexyl-Carbodiimide-Mediated Peptide Bond Formation

    IV Reactions of Carbodiimides with Amines


    Chapter 6 The Mixed Carbonic Anhydride Method of Peptide Synthesis

    I Introduction

    II The Experimental Procedure

    III Reaction Conditions

    IV Coupling Reagents: EEDQ and IIDQ

    V Applications

    VI Related Methods

    VII Opportunities and Constraints


    Chapter 7 Racemization in Peptide Synthesis

    I Introduction

    II Racemization of Amino Acids, Peptides, and Their Unactivated Derivatives

    III Racemization of Activated Acyl Derivatives of Amino Acids and Peptides

    IV Control of Racemization during Peptide Synthesis

    V Strategies for Minimizing Racemization During Amide-Forming Steps

    VI Assays for Chiral Purity


    Author Index

    Subject Index

Product details

  • No. of pages: 454
  • Language: English
  • Copyright: © Academic Press 1979
  • Published: April 28, 1979
  • Imprint: Academic Press
  • eBook ISBN: 9781483217963

About the Editors

Erhard Gross

Johannes Meienhofer

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