Preface
List of Contributors
Chapter 1: Introduction to chemical ligation reactions
Lucia De Rosa, Alessandra Romanelli, Luca D. D’Andrea
1.1 Introduction
1.2 Chemical ligation chemistries
1.3 Imine ligations
1.4 Serine/Threonine ligation (STL)
1.5 Thioether ligation
1.6 Thioester ligation
1.7 α-ketoacid-hydroxylamine (KAHA) ligation
1.8 Staudinger ligation
1.9 Azide-Alkyne cycloaddition
1.10 Diels-Alder ligation
References
Chapter 2: Protein chemical synthesis by SEA ligation
Oleg Melnyk, Claire Simonneau, Jérôme Vicogne
2.1 Introduction
2.2 Essential chemical properties of SEA group
2.3 Protein total synthesis using SEA chemistry. SEA on/off concept
2.4 Chemical synthesis of HGF/SF subdomains for deciphering the functioning of HGF/SF-MET system
2.5 Conclusion
References
Chapter 3: Development of Serine/Threonine ligation and its applications
Tianlu Li, Xuechen Li
3.1 Introduction
3.2 Serine/Threonine Ligation (STL)
3.3 Application of STL in protein synthesis
3.4 Conclusion and Outlook
References
Chapter 4: Synthesis of Proteins by Native Chemical Ligation-Desulfurization Strategies
Bhavesh Premdjee and Richard J. Payne
4.1 Introduction
4.2 Ligation-desulfurization and early applications
4.3 Beyond native chemical ligation at cysteine - the development of thiolated amino acids and their application in protein synthesis
4.4 Ligation-deselenization in the chemical synthesis of proteins
4.5 Conclusions and future directions
References
Chapter 5: Synthesis of Chemokines by Chemical Ligation
Nydia Panitz and Annette G. Beck-Sickinger
5.1 Introduction – the chemokine-chemokine receptor multifunctional system
5.2 Synthesis of Chemokines by Native Chemical Ligation
5.3 Synthesis of chemokines by alternative chemical ligation
5.4 Semisynthesis of Chemokines by Expressed Protein Ligation
5.5 Prospects
References
Chapter 6: Chemical Synthesis of Glycoproteins by the Thioester Method
Hironobu Hojo
6.1 Introduction
6.2 Ligation methods and strategy of glycoprotein synthesis
6.3 The synthesis of the extracellular Ig domain of emmprin
6.4 Synthesis of basal structure of MUC2
6.5 N-alkylcysteine-assisted thioesterification method and dendrimer synthesis
6.6 Synthesis of TIM-3
6.7 Resynthesis of emmprin Ig domain
6.8 Conclusion
References
Chapter 7: Membrane Proteins: Chemical Synthesis and Ligation
Marc Dittman and Martin Engelhard
7.1 Introduction
7.2 Methods for the synthesis and purification of membrane proteins
7.3 Ligation and Refolding
7.4 Illustrative examples
References
Chapter 8: Chemoselective modification of proteins
Xi Chen, Stephanie Voss, Yao-Wen Wu
8.1 Chemical protein synthesis
8.2 Chemoselective and bioorthogonal reactions
8.3 Site-selective protein modification approaches
References
Chapter 9: Stable, versatile conjugation chemistries for modifying aldehyde-containing biomolecules
Aaron E. Albers, Penelope M. Drake, and David Rabuka
9.1 Introduction
9.2 The aldehyde as a bioorthogonal chemical handle for conjugation
9.3 Aldehyde conjugation chemistries
9.4 The Pictet-Spengler ligation
9.5 The Hydrazinyl Iso-Pictet-Spengler (HIPS) ligation
9.6 The trapped Knoevenagel (thioPz) ligation
9.7 Applications—Antibody-drug conjugates
9.8 Next-generation HIPS chemistry—AzaHIPS
9.9 Applications—Protein engineering
9.10 Applications—Protein labeling
9.11 Conclusions
References
Chapter 10: Thioamide Labeling of Proteins Through a Combination of Semi-synthetic Methods
Christopher R. Walters, John J. Ferrie, and E. James Petersson
10.1 Introduction
10.2 Thioamide Synthesis
10.3 Thioamide Incorporation into Peptides
10.4 Synthesis of Full-Sized Proteins Containing Thioamides
10.5 Applications
10.6. Conclusions
Acknowledgments
References
Chapter 11: Macrocyclic Organo-Peptide Hybrids by Intein-mediated Ligation: Synthesis and Applications
John R. Frost and Rudi Fasan
11.1 Introduction
11.2 Macrocyclic Organo-Peptide Hybrids as natural product-inspired macrocycles
11.3 Application of MOrPHs for targeting-helix-mediated protein-protein interactions.
11.4 Conclusions
References
Chapter 12: Protein ligation by HINT domains
Hideo Iwaï and A. Sesilja Aranko
12.1 Introduction
12.2 Protein ligation by protein splicing
12.3 Naturally occurring and artificially split inteins for protein ligation
12.4 Conditional protein splicing
12.5 Inter- and intra-molecular protein splicing
12.6 Protein ligation by other HINT domains
12.7 Bottleneck of protein ligation by PTS
12.8 Comparison with other enzymatic ligation methods
12.9 Perspective of protein ligation by HINT domains
12.10 Conclusions and future perspectives
Acknowledgments
References
Chapter 13: Chemical ligation for molecular imaging
Aurélien Godinat, Hacer Karatas, Ghyslain Budin, Elena A. Dubikovskaya
13.1 Introduction
13.2 Chemical ligation
13.3 Conclusion
References
Chapter 14: Native Chemical Ligation in Structural Biology
Lucia De Rosa, Alessandra Romanelli, Luca D. D’Andrea
14.1 Introduction
14.2 Protein (semi)synthesis for molecular structure determination
14.3 Protein (semi)synthesis for understanding protein folding, stability and interactions
14.4 Protein (semi)synthesis in enzyme chemistry
References
Index
(leitura online e APP)
