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Principles of Peptide Synthesis is a very successful book by one of the pioneers of contemporary bioorganic synthesis. Its first edition proved a valuable source that is kept close to the work bench for frequent consulting. Any researcher planning the formation of the peptide bond, be it for the synthesis of a peptide chain or a cyclic peptide, benefits from the author's experience. The concise and critical treatment of the steps involved: protection, activation and bond formation require careful planning to avoid racemization and undesired side reactions. The second edition has been completely revised and updated. New procedures that have been developed since the first edition was published and that did not fit into the original are added in a separate chapter. This separation of old and new make it possible to assess new ideas and discern novel trends.
Sommario
I. Introduction.- References.- II. Activation and Coupling.- 1 Activation.- 2 Coupling.- 3 Coupling Methods.- References.- III. Reversible Blocking of Amino and Carboxyl Groups.- 1 General Aspects.- 2 Protection of the Carboxyl Group.- 3 Protection of the Amino Group.- References.- IV. Semipermanent Protection of Side Chain Functions.- 1 Carboxyl Groups of Aspartyl and Glutamyl Residues.- 2 Side Chain Amino Groups of Lysine and Ornithine.- 3 Hydroxyl Groups in Serine, Threonine and Tyrosine.- 4 The Sulfhydryl Group in Cysteine.- 5 The Guanidino Group of Arginine.- 6 Imidazole in Histidine.- 7 The Thioether in Methionine.- 8 The Indole Nitrogen in Tryptophan.- 9 The Carboxamide Groups in Asparagine and Glutamine.- References.- V. Side Reactions in Peptide Synthesis.- 1 Side Reactions Initiated by Proton Abstraction.- 2 Side Reactions Initiated by Protonation.- 3 Side Reactions Due to Overactivation.- 4 Side Reactions Related to Individual Amino Acid Residues.- References.- VI. Tactics and Strategy in Peptide Synthesis.- 1 Tactics.- 2 Strategies.- 3 Disulfide Bridges.- 4 Synthesis of Cyclic Peptides.- 5 Sequential Polypeptides.- 6 Partial Synthesis (Semisynthesis).- References.- VII. Techniques for the Facilitation of Peptide Synthesis.- 1 Solid Phase Peptide Synthesis (SPPS).- 2 Synthesis in Solution.- References.- VIII Recent Developments, New Trends.- 1 Formation of the Peptide Bond.- 2 Protecting Groups.- 3 Solid Phase Peptide Synthesis.- 4 Undesired Reactions in Peptide Synthesis.- 5 New Trends and Perspectives.- References.
