The Practice of Peptide Synthesis - Bodanszky, Miklos; Bodanszky, Agnes; SpringerLink (Online service) (Berlin, Heidelberg : Springer Berlin Heidelberg : Imprint: Springer, 1994)
I Introduction -- II Protecting Groups -- 1 Introduction of Amine Protecting Groups -- 2 Blocking of the ?-Carboxyl Group -- 3 Protection of Side Chain Functions -- III Activation and Coupling -- 1 The Acid Chloride Procedure -- 2 The Azide Process -- 3 Symmetrical Anhydrides -- 4 Mixed Anhydrides -- 5 Preparation of Active Esters -- 6 Coupling with Active Esters -- 7 Peptide Bond Formation with the Aid of Coupling Reagents -- IV Removal of Protecting Groups -- 1 Hydrogenation -- 2 Reduction with Sodium in Liquid Ammonia -- 3 Removal of the Phthalyl (Phthaloyl) Group by Hydrazinolysis -- 4 Acidolysis -- 5 Hydrolysis -- 6 Base Catalyzed Elimination -- 7 Nucleophilic Displacement -- 8 Iodolysis -- 9 Reduction of Methionine Sulfoxide Containing Peptides -- V Special Procedures -- 1 Ammonolysis of Esters -- 2 Transesterification -- 3 Cyclization -- 4 Polycondensation -- 5 Partial Synthesis -- VI Models for the Study of Racemization -- 1 Benzoyl-leucyl-glycine Ethyl Ester -- 2 The Anderson-Callahan Test -- 3 Acylation with Acetyl-l-isoleucine -- 4 The Izumiya-Muraoka Model -- 5 Synthesis and Enantioselective Enzymic Hydrolysis of Tetraalanine -- VII Reagents for Peptide Synthesis -- 1 tert-Butyl Azidoformate -- 2 1-Adamantyl Chlorocarbonate -- 3 1-Isobutyloxycarbonyl-2-isobutyloxy-1,2-dihydroquinoline (IIDQ) -- 4 Diphenyl Phosphorazidate (Diphenylphosphoryl Azide, DPPA) -- 5 3-Hydroxy-3,4-dihydroquinazoline-4-one (4-Hydroxyquinazoline 3-oxide) -- 6 1-Hydroxybenzotriazole -- 7 Ethyl 2-hydroximino-2-cyanoacetate -- 8 1-Guanyl-3,5-dimethyl-pyrazole Nitrate -- VIII Appendix -- 1 Conversion of Dicyclohexylammonium Salts of Protected Amino Acids to the Free Acids -- 2 Preparation pf Analytical Samples.
Keywords: Biochemistry; Organic chemistry; Biochemistry, general; Organic Chemistry