Peptide chemistry : a practical textbook /
| Main Author: | |
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| Format: | Book |
| Language: | English |
| Published: |
Berlin ; New York :
Springer-Verlag,
[1993]
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| Edition: | Second revised edition. |
| Subjects: |
Table of Contents:
- Structure determination
- Amino acid analysis
- Sequence determination
- End group determination
- Sequential degradation
- Sequence determination with the help of mass spectra
- Fragmentation of peptides
- Secondary and tertiary structure
- Architectural features in peptides
- Methods for the analysis of conformation of peptides
- Prediction of conformation in peptides
- Peptide synthesis
- Formation of the peptide bond
- Acid chloride method
- Acid azide method
- Anhydrides
- Active esters
- Coupling reagents
- Enzyme-catalyzed bond formation
- Non-conventional methods of peptide bond formation
- Protection of functional groups
- Blocking of α-amino groups
- Blocking of side chain amino groups
- Protection of the carboxyl group
- Protection of hydroxyl groups
- Blocking of the sulfhydryl group
- Masking the thioether in methionine
- Protection of the guanidine function in the arginine side chain
- Masking the imidazole in histidine
- Indole protection
- Carboxamide blocking groups.
- (cont) Undesired reactions during synthesis
- Base-catalyzed ring closure
- Acid-catalyzed ring closure
- Acyl migration
- Alkylation
- Friedel-Crafts reaction
- Saturation of aromatic nuclei
- Reductive cleavage of the peptide chain
- Oxidative decomposition of the indole in tryptophan
- Side reactions caused by steric hindrance
- Prevention and suppression of side reactions
- Racemization
- Mechanism of racemization
- Detection of racemization
- Racemization studies in model systems
- Prevention of racemization
- Design of schemes for peptide synthesis
- Segment condensation
- Stepwise chain-lengthening starting with the N-terminal residue
- Stepwise chain-lengthening starting with the C-terminal residue
- Tactical consideration
- Synthesis of special target peptides
- Solid phase peptide synthesis
- Insoluble polymeric support and the bond linking the peptide to the resin
- Removal of temporary blocking groups
- Coupling: acylation of the resin-bound amine-component
- Separation of the completed peptide chain from the polymeric support and final deprotection.
- (cont) Some problems encountered in solid phase peptide synthesis
- Methods of facilitation
- Chains attached to a soluble polymer
- Picolyl ester method
- Rapid synthesis
- Synthesis in situ
- Simultaneous synthesis of peptide analogs
- Insoluble reagents
- Analysis and characterization of synthetic peptides
- Homogeneity tests
- Amino acid analysis and sequence determination
- Elemental analysis
- Measurement of optical activity
- Infrared and ultraviolet absorption spectra
- Nuclear magnetic resonance spectra
- Molecular-weight determination.