Author: Fatemeh MohammadpourmirPublisher:
ISBN:
Category :
Languages : en
Pages :
Book Description
Synthesis of Aza- and Α,α-disubstituted Glycinyl Peptides and Application of Their Electronic and Steric Interactions for Controlling Peptide Folding, and for Biomedical Applications
Author: Fatemeh MohammadpourmirDesign, Synthesis, Pericyclic Chemistry and Biomedical Applications of Azopeptides
Author: Ramesh ChinglePublisher:
ISBN:
Category :
Languages : en
Pages :
Book Description
The azapeptides are peptide mimics in which the alpha carbon of one or more amino acids has been replaced with a nitrogen atom. The primary goal of this doctorate study was to develop a new method for the synthesis of azapeptides by the application of azopeptides, which are azodicarbonyl analogs that possess an imino urea component. Oxidation of aza-glycine residues proved effective for making azopeptides, which were employed in pericyclic chemistry and examined by X-ray crystallography. Diels−Alder cyclization and Alder−ene reactions on azopeptides enabled respectively access to constrained aza-pipecolyl and azaallylglycinyl residues. X-ray analysis of an azopeptide in the solid state provided insight into imino urea configuration (Chapter 2). Employing the products from azopeptide chemistry as constrained valine analogs, mimics of the Ala-Val-Pro-Ile sequence from the second mitochondria derived activator of caspases (Smac) protein were synthesized and demonstrated ability to induce apoptosis in breast cancer cells (Chapter 3). Following the development of a method to synthesize azopeptides in solution, a solidphase approach was conceived to prepare azopeptides on Rink amide resin and may be amenable to combinatorial chemistry for library generation. This study was targeted on the synthesis of aza-analogs of the opioid peptides morphiceptin and endomorphins as well as the Cluster of Differentiation 36 receptor (CD36) ligand Growth Hormone Releasing Peptide-6 (GHRP-6, His-D-Trp-Ala-Trp-D-Phe-Lys-NH2). The former were examined due to their importance as opioid receptor subtype selective agonists with potential for developing novel analgesics. The latter was targeted in pursuit of selective CD36 modulators with therapeutic potential for treating diseases featuring macrophage-driven inflammation including age-related macular degeneration and atherosclerosis. Twelve aza-opioids were synthesized by replacing proline at the two position of the respective peptide ligands with different aza-pipecolate residues. Similarly, five aza-pipecolyl GHRP-6 analogs were synthesized using the solid-phase method to replace respectively the Ala3 and Trp4 residues (Chapter 4). Examination of the aza-opioids for inhibitory potency on electrically induced contractions of the guinea pig ileum and mouse vas deferens, and the aza-GHRP-6 analogs for capacity to diminish CD36-mediated overproduction of nitric oxide in macrophage cells iv after treatment with the Toll-like receptor-2-agonist fibroblast-stimulating lipopeptide, both demonstrated the utility of the aza-pipecolate methodology for studying the influence of conformation on peptide activity and selectivity. The novel methods for the synthesis of azopeptides in solution and on solid support described in this thesis are designed to enable their use in studies of structure-activity relationships with different biologically active peptides. In this respect, azopeptides have been applied in this research to make ligands of the melanocyte-inhibiting factor-1 (MIF-1), Smac, opioid and CD36 receptors. Considering the effectiveness of the synthetic methods and the potential applications of azopeptides, the findings of this thesis offer strong potential for the advancement of peptide science in the context of medicinal chemistry and chemical biology.
Chemical Approaches to the Synthesis of Peptides and Proteins
Author: Paul Lloyd-WilliamsPublisher: CRC Press
ISBN: 1000151689
Category : Cooking
Languages : en
Pages : 306
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.
Peptide Synthesis
Author: Jaya VarkeyPublisher: BoD – Books on Demand
ISBN: 1839682574
Category : Science
Languages : en
Pages : 120
Book Description
Peptide synthesis includes an array of techniques and procedures that enable the preparation of materials ranging from small peptides to large proteins. Many synthetic peptides have commercial and pharmaceutical applications, however, the synthesis of these peptides is a difficult task. This book addresses the common problems relating to the synthesis and applications of synthetic peptides. It discusses novel methods for the efficient synthesis of long chain and difficult peptide sequences and presents detailed analysis of various aspects of solid phase peptide synthesis. It also includes a section on antimicrobial peptides.
The Peptides
Author: Eberhard SchröderPublisher: Elsevier
ISBN: 1483261727
Category : Science
Languages : en
Pages : 512
Book Description
The Peptides, Volume I: Methods of Peptide Synthesis focuses on detailed description of protecting groups, individual amino acids, and coupling reactions. The publication first offers information on amino-protecting and carboxyl-protecting groups, including carboxyl protection by salt formation, esterification, and amide formation and acyl-type, alkyl-type, and urethane protecting groups. The text then examines the formation of the peptide bond and amino acids. Discussions focus on amino acids with the alcoholic hydroxyl group, sulfur amino acids, basic and acidic amino acids, synthesis of peptides by activation of the amino group, and peptide synthesis by activation of the carboxyl group. The manuscript elaborates on the synthesis of cyclic peptides, depsipeptides, peptoids, and the plastein reaction. Topics include synthesis of plastein-active peptides, glycopeptides, phosphopeptides, and S-peptides. The publication is a dependable source of data for readers interested in the methods of peptide synthesis.
Peptide Synthesis
Author: Miklos BodanszkyPublisher:
ISBN:
Category : Peptides
Languages : en
Pages : 312
Book Description
Peptide Synthesis
Author: Waleed M. HusseinPublisher:
ISBN: 9781071602270
Category : Electronic books
Languages : en
Pages : 338
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.
The Practice of Peptide Synthesis
Author: Miklos BodanszkyPublisher: Springer
ISBN:
Category : Science
Languages : en
Pages : 314
Book Description
During the years 1980-81, as guests of the Deutsches Woll forschungsinstitut in Aachen, Germany, we were working on a small book entitled, "Principles of Peptide Synthesis". In the library of the Institute we noted that the volumes of Houben-Weyl's Handbuch der Organischen Chemie dealing with peptide synthesis were so much in use that they were ready to fall apart because the researchers of the Institute consulted them with amazing regularity. They were looking for references, but even more for experimental details which could be adapted to the particular problem they happened to face. In planning a new synthetic endeavor they tried to lean on the experience of others in analogous situations. This suggested to us that a smaller and hence more tractable book may be needed, a volume which can be kept on or near the bench to make examples of funda mental methods readily available in the laboratory. Such a collection could save numerous short trips to the library, a point particularly important where a library well equipped with the sources of the literature of peptide synthesis is not near at hand. Also, we thought that the envisaged book may be welcome by those who are more versed in English than in German. To our best knowledge no similar publi cation is available.
Peptides
Author: Norbert SewaldPublisher: Wiley-VCH Verlag GmbH
ISBN: 9783527304059
Category : Science
Languages : en
Pages : 562
Book Description
Peptides play a decisive role in many physiological processes, whether as neurotransmitters, hormones or antibiotics. The rapid developments in peptide research over the past few decades make it almost impossible for newcomers to gain an overview. This means an easily comprehensible yet concise introduction is vital. This unique work covers all the important aspects of this wide-ranging field in one handy volume. On the basis of the fundamental chemical and structural properties of peptides, this reference runs the gamut from analysis, the occurrence and biological importance of peptides, via chemical, biochemical and genetic methods of peptide synthesis, right up to peptide libraries, peptide design and their role in drug research. Yet this book offers much more than a mere overview of the latest level of research. An encyclopedic appendix with valuable data on more than 500 biological relevant peptides and proteins, a comprehensive register and details of further literature references make this the ideal reference for all questions regarding peptide research. For newcomers and specialists alike. On the basis of the fundamental chemical and structural properties of peptides, this reference runs the gamut from analysis, the occurrence and biological importance of peptides.
The Chemical Synthesis of Peptides
Author: John JonesPublisher: Oxford University Press, USA
ISBN:
Category : Language Arts & Disciplines
Languages : en
Pages : 248
Book Description
This book focuses on the chemical principles behind the more important methods of peptide synthesis, and it provides a critical, concise, and up-to-date survey of the field.