Side Reactions in Peptide Synthesis, based on the author’s academic and industrial experience, and backed by a thorough review of the current literature, provides analysis of, and proposes solutions to, the most frequently encountered side reactions during peptide and peptidomimetic synthesis.
This valuable handbook is ideal for research and process chemists working with peptide synthesis in diverse settings across academic, biotech, and pharmaceutical research and development.
While peptide chemistry is increasingly prevalent, common side reactions and their causes are often poorly understood or anticipated, causing unnecessary waste of materials and delay.
Each chapter discusses common side reactions through detailed chemical equations, proposed mechanisms (if any), theoretical background, and finally, a variety of possible solutions to avoid or alleviate the specified side reaction.
1. Cover - p. i 2. Title page - p. iii 3. Table of Contents - p. iii 4. Copyright - p. ii 5. Dedication - p. iv 6. Preface - p. v 7. Chapter 1: Peptide Fragmentation/Deletion Side Reactions - p. xiv 8. Chapter 2: β-Elimination Side Reactions - p. 31 9. Chapter 3: Peptide Global Deprotection/Scavenger-Induced Side Reactions - p. 42 10. Chapter 4: Peptide Rearrangement Side Reactions - p. 75 11. Chapter 5: Side Reactions Upon Amino Acid/Peptide Carboxyl Activation - p. 93 12. Chapter 6: Intramolecular Cyclization Side Reactions - p. 118 13. Chapter 7: Side Reactions on Amino Groups in Peptide Synthesis - p. 161 14. Chapter 8: Side Reactions on Hydroxyl and Carboxyl Groups in Peptide Synthesis - p. 201 15. Chapter 9: Peptide Oxidation/Reduction Side Reactions - p. 216 16. Chapter 10: Redundant Amino Acid Coupling Side Reactions - p. 233 17. Chapter 11: Peptide Racemization - p. 256 18. Chapter 12: Side Reactions in Peptide Phosphorylation - p. 292 19. Chapter 13: Cys Disulfide-Related Side Reactions in Peptide Synthesis - p. 298 20. Chapter 14: Solvent-Induced Side Reactions in Peptide Synthesis - p. 310 21. Appendix I: Molecular Weight Deviation of Peptide Impurity - p. 322 22. Appendix II: List of Abbreviations - p. 346 23. Subject Index - p. 352
Side Reactions in Peptide Synthesis, based on the author’s academic and industrial experience, and backed by a thorough review of the current literature, provides analysis of, and proposes solutions to, the most frequently encountered side reactions during peptide and peptidomimetic synthesis.
This valuable handbook is ideal for research and process chemists working with peptide synthesis in diverse settings across academic, biotech, and pharmaceutical research and development.
While peptide chemistry is increasingly prevalent, common side reactions and their causes are often poorly understood or anticipated, causing unnecessary waste of materials and delay.
Each chapter discusses common side reactions through detailed chemical equations, proposed mechanisms (if any), theoretical background, and finally, a variety of possible solutions to avoid or alleviate the specified side reaction.
1. Cover - p. i 2. Title page - p. iii 3. Table of Contents - p. iii 4. Copyright - p. ii 5. Dedication - p. iv 6. Preface - p. v 7. Chapter 1: Peptide Fragmentation/Deletion Side Reactions - p. xiv 8. Chapter 2: β-Elimination Side Reactions - p. 31 9. Chapter 3: Peptide Global Deprotection/Scavenger-Induced Side Reactions - p. 42 10. Chapter 4: Peptide Rearrangement Side Reactions - p. 75 11. Chapter 5: Side Reactions Upon Amino Acid/Peptide Carboxyl Activation - p. 93 12. Chapter 6: Intramolecular Cyclization Side Reactions - p. 118 13. Chapter 7: Side Reactions on Amino Groups in Peptide Synthesis - p. 161 14. Chapter 8: Side Reactions on Hydroxyl and Carboxyl Groups in Peptide Synthesis - p. 201 15. Chapter 9: Peptide Oxidation/Reduction Side Reactions - p. 216 16. Chapter 10: Redundant Amino Acid Coupling Side Reactions - p. 233 17. Chapter 11: Peptide Racemization - p. 256 18. Chapter 12: Side Reactions in Peptide Phosphorylation - p. 292 19. Chapter 13: Cys Disulfide-Related Side Reactions in Peptide Synthesis - p. 298 20. Chapter 14: Solvent-Induced Side Reactions in Peptide Synthesis - p. 310 21. Appendix I: Molecular Weight Deviation of Peptide Impurity - p. 322 22. Appendix II: List of Abbreviations - p. 346 23. Subject Index - p. 352
