side reactions in peptide synthesis

Side Reactions In Peptide Synthesis
Author: Yi Yang
Publisher: Academic Press
Release Date: 2015-09-01
Pages: 376
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

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

Principles Of Peptide Synthesis
Author: Miklos Bodanszky
Publisher: Springer Science & Business Media
Release Date: 2012-12-06
Pages: 329
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

Principles of Peptide Synthesis is a very successful book by one of the pioneers of contemporary bioorganic synthesis. Its first edition proved a valuable source that is kept close to the work bench for frequent consulting. Any researcher planning the formation of the peptide bond, be it for the synthesis of a peptide chain or a cyclic peptide, benefits from the author's experience. The concise and critical treatment of the steps involved: protection, activation and bond formation require careful planning to avoid racemization and undesired side reactions. The second edition has been completely revised and updated. New procedures that have been developed since the first edition was published and that did not fit into the original are added in a separate chapter. This separation of old and new make it possible to assess new ideas and discern novel trends.

Chemistry Of Peptide Synthesis
Author: N. Leo Benoiton
Publisher: CRC Press
Release Date: 2016-04-19
Pages: 304
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

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 And Applications
Author: John Howl
Publisher: Springer Science & Business Media
Release Date: 2005
Pages: 272
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

In this book, a panel of expert researchers and established group leaders describe in step-by-step detail the key methodologies of contemporary peptide systhesis and illustrate numerous applications that employ peptides as unique and essential materials. Techniques presented include protocols for chemical ligation, the systhesis of cyclic and phosphotyrosine-containing peptides, lipoamino acid- and sugar-conjugated peptides, and peptide purification and analysis.

Major Methods Of Peptide Bond Formation
Author: Erhard Gross
Publisher: Elsevier
Release Date: 2014-05-10
Pages: 454
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

The Peptides: Analysis, Synthesis, Biology, Volume 1: Major Methods of Peptide Bond Formation provides comprehensive and critical reviews of important developments in three major areas of peptide research—analysis, synthesis, and biology. This book discusses the nature of the peptide bond, coupling between amino acid residues, and catalysis of active ester reactions. The formation of hydrazides, reactions of carbodiimides with amines, and mixed carbonic anhydride method of peptide synthesis are also elaborated. This publication likewise covers the control of racemization during peptide synthesis, strategies for minimizing racemization during amide-forming steps, and assays for chiral purity. This volume is suitable for students, specialists, and scientists from a broad range of disciplines concerned with peptides.

Chemical Approaches To The Synthesis Of Peptides And Proteins
Author: Paul Lloyd-Williams
Publisher: CRC Press
Release Date: 1997-04-23
Pages: 304
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

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.

The Peptides
Author: Erhard Gross
Publisher:
Release Date: 1983
Pages: 508
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

Part I  Application Of 2 Hydroxymethylacrylic Acid  A Product Of Baylis Hillman Reaction  For The Synthesis Of Novel N Backbone To Side Chain Cyclic Peptide Analogs  Strategies And Side Reactions Part II  Synthesis And Biological Activities Of Chimeric Bioactive Peptides Featuring Amino Acids Coupled To 4 Anilino N Phenethyl Piperidine
Author: Ravil Rashitovich Petrov
Publisher:
Release Date: 2007
Pages: 936
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

During my research career in Prof. V.J. Hruby's laboratory I worked on two different projects. The first project, which was initiated by the author, was planned to serve the need of our laboratory for a novel method of peptide cyclization. This method was planned to use recent advances in Pd0-catalyzed asymmetric synthesis combined with the structural richness offered by the Baylis-Hillman chemistry which could open new ways to diverse areas of drug design, molecular immunology and chemotherapy. This approach would provide cyclic peptides featuring N-alkylated amino acids that would confer high resistance to degradation by proteases. Because of numerous synthetic problems imposed, this strategy was not of considerable current use in peptide synthesis, especially on solid supports. However, despite a substantial amount of effort invested, this method faced serious drawbacks such as multistep synthesis and side reactions when applied to solid supports. Moreover, recent introduction of microwave technology which has helped to solve a great number of problems has led to a renaissance in the classical lactam and thioester bond cyclizations which overshadowed our quest for a novel methodology. The second project was focused on application of 4-anilidopiperidines for the synthesisof chimeric bioactive peptides. It was an effort towards the development of novel analgesics with reduced toxicity and enhanced potency. This project linked small molecule and multimeric ligand designs that were ongoing in our laboratory at the time. Major accomplishments in this project were made possible by successful resolution of several research challenges. I was able to find a straightforward, convenient and economical approach for the synthesis of novel analogues on a solid support. These developments led to novel compounds which showed substantial increases in their binding affinity relative to corresponding opioid analogues. To illustrate, compounds PET25, 26, 27, 29, 30, 31, and 32 showed high bioactivity and sub-nanomolar binding affinity to opioid receptors. Most of the peptides generated in the second project are still being investigated for their biological activities by our colleagues at the Department of Pharmacology, but the results to date indicate that some highly potent novel compounds have been made.

Fmoc Solid Phase Peptide Synthesis
Author: W. Chan
Publisher: OUP Oxford
Release Date: 1999-12-16
Pages: 370
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

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.

Aspects Of The Merrifield Peptide Synthesis
Author: C. Birr
Publisher: Springer Science & Business Media
Release Date: 2012-12-06
Pages: 102
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

This book was written in the context of the daily confrontation with problems in the utilization of polymeric supports for the synthesis of pep tides. Therefore, views and experiences which usually are not mentioned in scientific journals are collected in these pages. The author has deliberately discussed in detail the possible influence of the polymer phase on the varying reaction conditions in the Merrifield synthesis; this aspect is neglected in most publications dealing with peptide synthesis. However, in view of the growing body of information on the chemistry of polymer-supported peptide syntheses, the international readership should regard the author's arguments as open to discussion. I am very much indebted to all of my colleagues with whom I have had the opportunity to cooperate in studying the potential of the Merrifield synthesis. Above all I like to express my gratitude to my teacher, Professor Dr. Theodor Wieland, Heidelberg, for his boundless encouragement and support in my ef forts in the field of peptide synthesis, particularly in its polymer phase bound version. Last but not at least I wish to thank Miss Hildegard Leyden. With in finite patience and great accuracy she typed the manuscript in addition to her daily duties. The work which influenced this book was performed under the auspices of the Max-Planck-Gesellschaft, of which the financial support is gratefully ac knowledged.

The Peptides  Special Methods In Peptide Synthesis  Pt  A
Author: Erhard Gross
Publisher:
Release Date: 1979
Pages:
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

Peptide Chemistry
Author: Miklos Bodanszky
Publisher: Springer Science & Business Media
Release Date: 2012-12-06
Pages: 200
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

Analysis of peptides and determination of their primary structure. Conformational analysis: secondary-tertiary structure. Peptide synthesis: protection, activation and coupling, undesired reactions and their prevention, design of synthetic schemes.

The Peptides
Author: Sidney Udenfriend
Publisher:
Release Date: 1987-11
Pages: 254
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

Amino Acids And Peptides
Author: J. H. Jones
Publisher: Royal Society of Chemistry
Release Date: 1992-01-01
Pages: 349
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

Indispensable reference source for researchers in the pharmaceutical and allied industries, and at the biology/chemistry interface in academia.

Solid Phase Synthesis
Author: Fernando Albericio
Publisher: CRC Press
Release Date: 2000-04-28
Pages: 848
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

This volume provides the information needed to synthesize peptides by solid-phase synthesis (SPS) - employing polymeric support (resins), anchoring linkages (handles), coupling reagents (activators), and protection schemes. It presents strategies for creating a wide variety of compounds for drug discovery and analyzes peptides, DNA, carbohydrates, conjugates of biomolecules, and small molecules.

The Publishers  Trade List Annual
Author:
Publisher:
Release Date: 1985
Pages:
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

Peptides
Author: Bernd Gutte
Publisher: Elsevier
Release Date: 1995-10-24
Pages: 511
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

In recent years, research has shown the importance of peptides in neuroscience, immunology, and cell biology. Active research programs worldwide are now engaged in developing peptide-based drugs and vaccines using modification of natural peptides and proteins, design of artificial peptides and peptide mimetics, and screening of peptide and phage libraries. In this comprehensive book, the authors discuss peptide synthesis and application within the context of their increasing importance to the pharmaceutical industry. Peptides: Synthesis, Structures, and Applications explores the broad growth of information in modern peptide synthetic methods and the structure-activity relationships of synthetic polypeptides. The history of peptide chemistry Amide formation, deprotection, and disulfide formation in peptide synthesis Solid-phase peptide synthesis a-helix formation by peptides in water Stability and dynamics of peptide conformation An overview of structure-function studies of peptide hormones Neuropeptides:peptide and nonpeptide analogs Reversible inhibitors of serine proteinases Design of polypeptides Current capabilities and future possibilities of soluble chemical combinatorial libraries Epitope mapping with peptides Synthesis and applications of branched peptides in immunological methods and vaccines

Solid Phase Peptide Synthesis
Author: Gregg B. Fields
Publisher: Academic Press
Release Date: 1997-11-04
Pages: 780
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

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

Therapeutic Peptides And Proteins
Author: Daniel R. Marshak
Publisher: Cold Spring Harbor Laboratory Press
Release Date: 1988
Pages: 347
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

Amino Acid And Peptide Synthesis
Author: John H. Jones
Publisher: Oxford University Press, USA
Release Date: 1992
Pages: 86
ISBN:
Available Language: English, Spanish, And French
EBOOK SYNOPSIS:

The principal methods for the synthesis of amino acids and peptides are outlined in this concise introduction. With its emphasis on chemical principles and strategies, the book should be of value to all undergraduate chemistry students.