Sequence-specific Reactivity of Short Peptides

Sequence-specific Reactivity of Short Peptides
Author: Gary Lee Juskowiak (II.)
Publisher:
Total Pages:
Release: 2009
Genre:
ISBN: 9781109154429

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This dissertation covers the development of combinatorial peptide library methodology to screen for short peptides with enhanced and sequence-specific reactivity; the design, synthesis, and screening of small molecule fluorescent probes for short peptide tags; and the identification of peptides with enhanced and sequence-specific reactivity. Chapter 1 covers short peptides identified from a one-bead one-compound (OBOC) library that become fluorescent under photooxidative conditions. Only one peptide (AKPWGGDA) reproduced its fluorogenic reactivity in solution phase and the fluorescent photoproduct of this peptide was identified as a 4-aminoquinoline-2-carboxylic acid, which was presumably derived from tryptophan. Chapter 2 reviews the literature on peptide tags used for fluorescently labeling proteins in living cells with a specific emphasis on the biarsenical tetracysteine system. Chapter 3 reviews the literature on the sequence-specific structure and reactivity of short peptides. It also presents elements that may be applicable to enhanced and sequence-specific reactivity between short peptide tags and small molecule probes. Chapter 4 covers OBOC and SPOT peptide library methodology developed in order to screen for the sequence-specific reactivity of short peptides with small molecule fluorescent probes. These methodological advancements were primarily in the synthesis, screening, and tandem mass spectrometry sequencing of OBOC peptide libraries, and, in particular, cysteine-rich OBOC libraries. Chapter 5 covers the design, synthesis, and screening of small molecule fluorescent probes that contained the dansyl fluorophore and esters that target lysine residues in short peptide tags. Short peptides were discovered that exhibited enhanced and sequence-specific reactivity with these fluorescent probes, and, in particular, with a tetrahydroisoquinoline N-hydroxysuccinimide ester probe in an OBOC library, in a SPOT library, and in solution phase. However, the sequence-specific reactivity of the short peptide tags is reduced outside of the bead environment. Chapter 6 covers the design, synthesis, and screening of small molecule fluorogenic probes. These fluorogenic probes consisted of FlAsH, amino coumarin alkyl esters, and benzoyl quinoline carboxyaldehydes. Short peptides were discovered that exhibited enhanced and sequence-specific reactivity for FlAsH and the amino coumarin alkyl ester probes.

Molecular Biology of The Cell

Molecular Biology of The Cell
Author: Bruce Alberts
Publisher:
Total Pages: 0
Release: 2002
Genre: Cytology
ISBN: 9780815332183

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Peptide Chemistry

Peptide Chemistry
Author: Miklos Bodanszky
Publisher: Springer Science & Business Media
Total Pages: 207
Release: 2012-12-06
Genre: Science
ISBN: 364278206X

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A continued interest in Peptide Chemistry prompted the revision of the first edition of this book. This provided an opportunity to update several details. I am grateful to colleagues who were kind enough to inform me of errors, typographical and other, they had discovered in the first edi tion. These have now been corrected, as were certain shortcomings in language and style pointed out by my daughter, Dr. Eva Bodanszky. In 1991 the excellent The Chemical Synthesis of Peptides by John Jones (Oxford University Press, 1991) appeared. It covers, in part, the same field, but is different enough from Peptide Chemistry, to justify publication of a revised edition of the latter. Princeton, July 1993 M. Bodanszky Preface to the First Edition Nature applied peptides for a great variety of specific functions. The specificity provided by the individual character of each amino acid is further ehanced by the combination of several amino acids into larger molecules. Peptides therefore can act as chemical messengers, neuro transmitters, as highly specific stimulators and inhibitors, regulating var ious life-processes. Entire classes of biologically active compounds, such as the opioid peptides or the gastrointestinal hormones emerged within short periods of time and it is unlikely that the rapid succession of discoveries of important new peptides would come to a sudden halt. In fact, our knowledge of the field is probably still in an early stage of development. Peptides also gained importance in our everyday life.

The World of Peptides

The World of Peptides
Author: Theodor Wieland
Publisher: Springer
Total Pages: 328
Release: 1991
Genre: Science
ISBN:

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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.

Solid-Phase Peptide Synthesis

Solid-Phase Peptide Synthesis
Author: Gregg B. Fields
Publisher: Academic Press
Total Pages: 828
Release: 1997-10-21
Genre: Medical
ISBN:

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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

MHC Ligands and Peptide Motifs

MHC Ligands and Peptide Motifs
Author: Hans-Georg Rammensee
Publisher: Springer Science & Business Media
Total Pages: 467
Release: 2013-11-11
Genre: Medical
ISBN: 3662221624

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This book is centered on a comprehensive list of MHC peptide motifs and ligands as known to date, together with selected T cell epitopes, arranged in an easy-to-read fashion. This information is put into context by chapters on MHC gene organization, MHC structure, T cell epitope prediction, antigen processing and T cell responses. In addition, the book provides a great deal of complementary information: amino acid sequences of MHC class I alpha1 and alpha2 domains and of class II alpha1 and beta1 domains, the established or predicted composition and specificity of MHC pockets, notes on MHC nomenclature including old assignments and reference to useful internet addresses. A handy reference manual that should be helpful for all those dealing with MHC-associated peptides.

Peptide Antibodies

Peptide Antibodies
Author: Gunnar Houen
Publisher: Humana
Total Pages: 0
Release: 2015-10-02
Genre: Medical
ISBN: 9781493929986

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This extensive volume covers basic and advanced aspects of peptide antibody production, characterization and uses. Although peptide antibodies have been available for many years, they continue to be a field of active research and method development. For example, peptide antibodies which are dependent on specific posttranslational modifications are of great interest, such as phosphorylation, citrullination and others, while different forms of recombinant peptide antibodies are gaining interest, notably nanobodies, single chain antibodies, TCR-like antibodies, among others. Within this volume, those areas are covered, as well as several technical and scientific advances: solid phase peptide synthesis, peptide carrier conjugation and immunization, genomics, transcriptomics, proteomics and elucidation of the molecular basis of antigen presentation and recognition by dendritic cells, macrophages, B cells and T cells. Written in the highly successful Methods in Molecular Biology series format, 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. Comprehensive and authoritative, Peptide Antibodies: Methods and Protocols serves as an ideal reference for researchers exploring this vital and expansive area of study.

Optimization of Protein Bioconjugation Reactions Using Combinatorial Peptide Libraries

Optimization of Protein Bioconjugation Reactions Using Combinatorial Peptide Libraries
Author: Leah Witus
Publisher:
Total Pages: 190
Release: 2012
Genre:
ISBN:

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The covalent attachment of chemical groups to proteins is an important tool for many areas of chemical biology, including the study of protein function and the creation of protein-based materials. In order to create well-defined protein bioconjugates, methods of site-specfic protein modification are required. We have developed a high-throughput method of optimizing protein bioconjugation reactions using a combinatorial peptide library in which short peptides serve as a model for protein reactivity. The library screening was achieved using a one-bead-one-compound peptide library, a colorimetric detection scheme to identify high-yielding sequences, and a deconvolution method using a built-in peptide truncation ladder for rapid mass spectrometry sequencing of hit beads. We applied this screening platform in the context of a pyridoxal 5'-phosphate (PLP)-mediated transamination reaction specific for the N-terminus, and were able to identify an N-terminal sequence with high reactivity towards this reaction that can be incorporated into proteins of interest to result in high levels of modification. The screening platform was also used for the discovery and optimization of new N-terminal protein modification reactions.

Gerontological Aspects of Genome Peptide Regulation

Gerontological Aspects of Genome Peptide Regulation
Author: Vladimir Khat?skelevich Khavinson
Publisher: Karger Medical and Scientific Publishers
Total Pages: 115
Release: 2005-01-01
Genre: Medical
ISBN: 3805578954

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This monograph narrates not only the theoretical aspects and experimental data, but also outlines new approaches to the prevention of aging and age-related pathology, thus addressing a wide readership of gerontologists, geneticists, molecular biologists, biochemists, and pharmacologists alike.