Side Reactions in Peptide Synthesis


Book Description

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




Greene's Protective Groups in Organic Synthesis


Book Description

The Fourth Edition of Greene's Protective Groups in Organic Synthesis continues to be an indispensable reference for controlling the reactivity of the most common functional groups during a synthetic sequence. This new edition incorporates the significant developments in the field since publication of the third edition in 1998, including... New protective groups such as the fluorous family and the uniquely removable 2-methoxybenzenesulfonyl group for the protection of amines New techniques for the formation and cleavage of existing protective groups, with examples to illustrate each new technique Expanded coverage of the unexpected side reactions that occur with protective groups New chart covering the selective deprotection of silyl ethers 3,100 new references from the professional literature The content is organized around the functional group to be protected, and ranges from the simplest to the most complex and highly specialized protective groups.




Solid-Phase Peptide Synthesis


Book Description

The critically acclaimed laboratory standard for more than forty years, Methods in Enzymology is one of the most highly respected publications in the field of biochemistry. Since 1955, each volumehas been eagerly awaited, frequently consulted, and praised by researchers and reviewers alike. More than 275 volumes have been published (all of them still in print) and much of the material is relevant even today-truly an essential publication for researchers in all fields of life sciences. Key Features * Solid-phase peptide synthesis * Applications of peptides for structural and biological studies * Characterization of synthetic peptides




Chemistry of Peptide Synthesis


Book Description

Chemistry of Peptide Synthesis is a complete overview of how peptides are synthesized and what techniques are likely to generate the most desirable reactions. Incorporating elements from the author's role of Career Investigator of the Medical Research Council of Canada and his extensive teaching career, the book emphasizes learning rather th




Peptide Synthesis


Book Description

This book provides a variety of procedures for synthetically producing peptides and their derivatives, ensuring the kind of precision that is of paramount importance for successful synthesis. Numerous techniques relevant to drugs and vaccines are explored, such as conjugation and condensation methodologies. Written for the highly successful Methods in Molecular Biology series, chapters include introductions to their respective topics, lists of the necessary materials and reagents, step-by-step, readily reproducible laboratory protocols, and tips on troubleshooting and avoiding known pitfalls. Authoritative and practical, Peptide Synthesis: Methods and Protocols serves as an essential guide to the many crucial processes that will allow researchers to efficiently prepare, purify, characterize, and use peptides for chemical, biochemical, and biological studies.




Protection of Functional Groups in Peptide Synthesis


Book Description

The Peptides: Analysis, Synthesis, Biology, Volume 3: Protection of Functional Groups in Peptide Synthesis focuses on protection of functional groups in peptide synthesis. This book consists of seven chapters. Chapter 1 reviews the large variety of amine protecting groups. The protection of carboxyl groups is described in Chapter 2, while the chemistry of sulfhydryl group protection in peptide synthesis is discussed in Chapter 3. Chapter 4 covers the protection of the hydroxyl groups of serine, threonine, tyrosine, and other hydroxyl-containing amino acids. Differential protection and selective deprotection in peptide synthesis is deliberated in Chapter 5. In chapter 6, the opportunities and constraints of the tactics of minimal protection of side-chain functions during peptide synthesis are reviewed. The last chapter is devoted to the interesting aspects of dual function groups. This volume is recommended for specialists and researchers concerned with peptide and protein research.




Chemical Approaches to the Synthesis of Peptides and Proteins


Book Description

Organic chemists working on the synthesis of natural products have long found a special challenge in the preparation of peptides and proteins. However, more reliable, more efficient synthetic preparation methods have been developed in recent years. This reference evaluates the most important synthesis methods available today, and also considers methods that show promise for future applications. This text describes the state of the art in efficient synthetic methods for the synthesis of both natural and artificial large peptide and protein molecules. Subjects include an introduction to basic topics, linear solid-phase synthesis of peptides, peptide synthesis in solution, convergent solid-phase synthesis, methods for the synthesis of branched peptides, formation of disulfide bridges, and more. The book emphasizes strategies and tactics that must be considered for the successful synthesis of peptides.




Protecting Groups in Organic Synthesis


Book Description

This volume provides, at postgraduate student level, an accessible introduction to a topic of central importance in organic synthesis. It covers the main functional groups requiring protection in organic synthesis, explaining why a particular protecting agent works and how an agent should be chosen. Emphasis is placed on what a protecting group is doing chemically to the structure that it is protecting. Attention is given to removal of the protecting group. This is a clear and thoughtful book, which concentrates on explaining the chemistry. It also provides a convenient point of entry to the primary literature.




The World of Peptides


Book Description

Almost two centuries ago proteins were recognized as the primary materials (proteios = primary) oflife, but the significance and wide role of peptides (from pepsis = digestion) in practically all life pro cesses has only become apparent in the last few decades. Biologi cally active peptides are now being discovered at rapid intervals in the brain and in other organs including the heart, in the skin of amphibians and many other tissues. Peptides and peptide-like compounds are found among toxins and antibiotics. It is unlikely that this process, an almost explosive broadening of the field, will come to a sudden halt. By now it is obvious that Nature has used the combination of a small to moderate number of amino acids to generate a great variety of agonists with specific and often highly sophisticated functions. Thus, peptide chemistry must be regarded as a discipline in its own right, a major branch of biochemistry, fairly separate from the chemistry of proteins. Because of the important role played by synthesis both in the study and in the practical preparation of peptides, their area can be considered as belonging to bio-organic chemistry as well. The already overwhelming and still increasing body of know ledge renders an account of the history of peptide chemistry more and more difficult. It appears therefore timely to look back, to take stock and to recall the important stages in the development of a new discipline.




Fmoc Solid Phase Peptide Synthesis


Book Description

Since the publication of Atherton and Sheppard's volume, the technique of Fmoc solid-phase peptide synthesis has matured considerably and is now the standard approach for the routine production of peptides. The focus of this new volume is much broader, and covers the essential procedures.