'100 years of peptide synthesis': ligation methods for peptide and protein synthesis with applications to beta-peptide assemblies.
A brief survey of the history of peptide chemistry from Theodore Curtius to Emil Fischer to Bruce Merrifield is first presented. The discovery and development of peptide ligation, i.e. of actual chemical synthesis of proteins are described. In the main chapter, 'Synthesis of Proteins by Chemical Ligation' a detailed discussion of the principles, reactivities and mechanisms involved in the various coupling strategies now applied (ligation, chemical ligation, native chemical ligation) is given. These include coupling sites with cysteine and methionine (as well as the seleno analogs), histidine, glycine and pseudo-prolines, 'unrestricted' amino-acid residues (using the Staudinger reaction), as well as solid-phase segment coupling by thioligation of unprotected peptides. In another section, 'Synthesis of beta-peptides by Thioligation', couplings involving beta2- and beta3-peptides are described (with experimental details).
Kimmerlin
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Department of Chemistry and Applied Biosciences, Laboratory of Organic Chemistry, Swiss Federal Institute of Technology, ETH-Hönggerberg, Zürich, Switzerland.
Seebach
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D000595:Amino Acid Sequence; D001671:Biochemistry / Q000266:history*; D049673:History, 20th Century; D049674:History, 21st Century; D008969:Molecular Sequence Data; D010455:Peptides / Q000138:chemical synthesis / Q000266:history*; D011506:Proteins / Q000138:chemical synthesis / Q000266:history*
D010455:Peptides; D011506:Proteins