Protection of Functional Groups in Peptide Synthesis
The Peptides Analysis, Synthesis, Biology, Vol. 3
- 1st Edition - January 1, 1981
- Imprint: Academic Press
- Editors: Erhard Gross, Johannes Meienhofer
- Language: English
- eBook ISBN:9 7 8 - 1 - 4 8 3 2 - 1 7 9 8 - 7
The Peptides: Analysis, Synthesis, Biology, Volume 3: Protection of Functional Groups in Peptide Synthesis focuses on protection of functional groups in peptide synthesis. This… Read more
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Request a sales quoteThe Peptides: Analysis, Synthesis, Biology, Volume 3: Protection of Functional Groups in Peptide Synthesis focuses on protection of functional groups in peptide synthesis. This book consists of seven chapters. Chapter 1 reviews the large variety of amine protecting groups. The protection of carboxyl groups is described in Chapter 2, while the chemistry of sulfhydryl group protection in peptide synthesis is discussed in Chapter 3. Chapter 4 covers the protection of the hydroxyl groups of serine, threonine, tyrosine, and other hydroxyl-containing amino acids. Differential protection and selective deprotection in peptide synthesis is deliberated in Chapter 5. In chapter 6, the opportunities and constraints of the tactics of minimal protection of side-chain functions during peptide synthesis are reviewed. The last chapter is devoted to the interesting aspects of dual function groups. This volume is recommended for specialists and researchers concerned with peptide and protein research.
List of Contributors
Preface
Nomenclature and Abbreviations
Contents of Previous Volumes
Chapter 1 Amine Protecting Groups
I Introduction
II Amine Protection
III The Types of Amine Protecting Groups
IV Selective Protection of α, ω-Diaminocarboxylic Acids
V Amide Protecting Groups
VI Hydrazide Protection
VII Guanidine Protecting Groups
VIII Imidazole Protecting Groups
IX Npyr-Protection of β-(3-Pyrazolyl)alanine
X Indole Protecting Groups
XI Concluding Remarks
References
Chapter 2 Carboxyl Protecting Groups
I Introduction
II Synthesis without Protection of Carboxyl Groups
III Trimethylsilyl Esters
IV Protecting Groups Cleaved by Mild Acid Treatment
V Protecting Groups Cleaved by Hydrogenolysis
VI Protecting Groups Removed by Treatment with Alkali
VII Protecting Groups Cleaved by Nucleophiles under Neutral Conditions
VIII Protecting Groups Cleaved by Photolysis
IX Methods of Preparing Amino Acid Esters
X Concluding Remarks
References
Chapter 3 Sulfhydryl Group Protection in Peptide Synthesis
I Introduction
II Thioethers and Related Protective Groups
III Monothioacetals, Dithioacetals, and Related Protective Groups
IV Thiazolidines and Related Protective Groups
V Thioesters and Related Derivatives
VI Sulfenyl Derivatives (Preparation and Removal)
References
Chapter 4 Protection of the Hydroxyl Group in Peptide Synthesis
I Introduction
II Synthetic Strategy for Hydroxyl-Containing Peptides: "Minimal" versus "Global" Protection
III Serine in Peptide Synthesis
IV Threonine in Peptide Synthesis
V Hydroxyproline in Peptide Synthesis
VI Other Aliphatic Hydroxy Acids: Depsipeptides
VII Tyrosine in Peptide Synthesis
VIII Peptide Synthesis with Other Phenolic Amino Acids
IX Optical Purity of Peptides and Amino Acids
References
Chapter 5 Differential Protection and Selective Deprotection in Peptide Synthesis
I Introduction
II General Methods for the Cleavage of Protecting Groups
III Deprotection by Acidolysis
IV Alkali-Labile Protecting Groups
V Compatibility of Protecting Groups
VI Differential Protection
References
Chapter 6 Peptide Synthesis with Minimal Protection of Side-Chain Functions
I Introduction
II Tactics and Problems Connected with Use of Minimal Side-Chain Protection
III Strategies and Examples of Syntheses with Minimal Side-Chain Protection
IV Concluding Remarks
References
Chapter 7 Dual Function Groups
I Substituted Hydrazides
II Esters
III Miscellaneous Groups
References
Author Index
Subject Index
- Edition: 1
- Published: January 1, 1981
- No. of pages (eBook): 400
- Imprint: Academic Press
- Language: English
- eBook ISBN: 9781483217987
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