The Practice of Peptide Synthesis

The Practice of Peptide Synthesis

Bibliographic Details
Main Authors: Bodanszky, Miklos. (Author), Bodanszky, Agnes. (Author)
Corporate Author: SpringerLink (Online service)
Format: eBook
Language:English
Published: Berlin, Heidelberg : Springer Berlin Heidelberg : Imprint: Springer, 1994.
Edition:2nd ed. 1994.
Series:Springer Lab Manuals
Subjects:
Biochemistry.
Organic chemistry.
Biochemistry, general.
Organic Chemistry.
Online Access:https://doi.org/10.1007/978-3-642-85055-4
Table of Contents:
  • 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.

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