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Major Methods of Peptide Bond Formation - 1st Edition - ISBN: 9780123042019, 9781483217963

Major Methods of Peptide Bond Formation

1st Edition

The Peptides Analysis, Synthesis, Biology, Vol. 1

Editors: Erhard Gross Johannes Meienhofer
eBook ISBN: 9781483217963
Imprint: Academic Press
Published Date: 28th April 1979
Page Count: 454
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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


No. of pages:
© Academic Press 1979
28th April 1979
Academic Press
eBook ISBN:

About the Editors

Erhard Gross

Johannes Meienhofer

Ratings and Reviews