Side Reactions in Peptide Synthesis

__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. * Provides a systematic examination on how to troubleshoot and minimize the most frequent side reactions in peptide synthesis * Gives chemists the background information and the practical tools they need to successfully troubleshoot and improve results * Includes optimization-oriented analysis of side reactions in peptide synthesis for improved industrial process development in peptidyl API (active pharmaceutical ingredient) production * Answers the growing, global need for improved, replicable processes to avoid impurities and maintain the integrity of the end product. * Presents a thorough discussion of critical factors in peptide synthesis which are often neglected or underestimated by chemists * Covers solid phase and solution phase methodologies, and provides abundant references for further exploration Content: Front matter,Copyright,Dedication,PrefaceEntitled to full textChapter 1 - Peptide Fragmentation/Deletion Side Reactions, Pages 1-31 Chapter 2 - β-Elimination Side Reactions, Pages 33-42 Chapter 3 - Peptide Global Deprotection/Scavenger-Induced Side Reactions, Pages 43-75 Chapter 4 - Peptide Rearrangement Side Reactions, Pages 77-93 Chapter 5 - Side Reactions Upon Amino Acid/Peptide Carboxyl Activation, Pages 95-118 Chapter 6 - Intramolecular Cyclization Side Reactions, Pages 119-161 Chapter 7 - Side Reactions on Amino Groups in Peptide Synthesis, Pages 163-201 Chapter 8 - Side Reactions on Hydroxyl and Carboxyl Groups in Peptide Synthesis, Pages 203-216 Chapter 9 - Peptide Oxidation/Reduction Side Reactions, Pages 217-233 Chapter 10 - Redundant Amino Acid Coupling Side Reactions, Pages 235-256 Chapter 11 - Peptide Racemization, Pages 257-292 Chapter 12 - Side Reactions in Peptide Phosphorylation, Pages 293-298 Chapter 13 - Cys Disulfide-Related Side Reactions in Peptide Synthesis, Pages 299-310 Chapter 14 - Solvent-Induced Side Reactions in Peptide Synthesis, Pages 311-322 Appendix I - Molecular Weight Deviation of Peptide Impurity, Pages 323-346 Appendix II - List of Abbreviations, Pages 347-352 Subject Index, Pages 353-362 Based on the author's academic and industrial experience and backed by a thorough review of the literature, this book provides analysis of, and proposes solutions to, the most frequently encountered side reactions during peptide and peptidomimetic synthesis.