Thesis (M.Sc.)-University of Birmingham, Dept of Chemistry.
An approach to the synthesis of peptide analogues of oligonucleotides (nucleopeptides) Author links open overlay panel M.T. Doel A.S. Jones N. TaylorCited by: 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. A new strategy for the synthesis of peptide-boronic acids (PBAs) is presented. 20 Fmoc-protected natural amino acids with orthogonal side-chain protection were straightforwardly converted into their corresponding boron analogues in three simple steps. Subsequent immobilisation on . A system of peptide synthesis and semisynthesis operating under essentially physiological conditions is also an ideal context for the use of enzymes as synthetic reagents Published uses of enzymes relevant to manipulation of blocking groups in peptide synthetic peptide chemistry fall into four categories.
A new class of peptide derivatives possessing SO 2 Me and N 3 pharmacophores at the para position of a phenyl ring bound to different aromatic amino acids were synthesized based on solid‐phase synthesis methodology, and evaluated as selective cyclooxygenase‐2 (COX‐2) inhibitors. One of the analogues, i.e., compound 2a as the representative of this series, was recognized as the highest. Recent applications of enzyme catalysis in peptide synthesis are reviewed. A brief history of the development of these techniques is presented, and existing strategies and tactics of regio- and stereospecific peptide bond syntheses catalyzed by proteolytic enzymes are summarized. I. Introduction. Over the last several years, improvements in automated peptide synthesis have helped to account for the increasing use of synthetic peptides for mapping epitopes, “active site” regions, and binding domains in proteins (1, 2, 3).In the case of several nucleic acid binding proteins, synthetic peptide analogues have been shown to recognize specific sequences(4, 5, 6). The first total synthesis of echinomycin (1) was accomplished by featuring the late-stage construction of the thioacetal moiety via Pummerer rearrangement and simultaneous cyclization, as well as two-directional elongation of the peptide chains to construct a C2-symmetrical bicyclic octadecadepsipeptide bridged with a sulfide linkage. This strategy can be applicable to a variety of echinomycin.
Organochemical synthesis of polynucleotides became a chemical focus in the early fifties, when the internucleotide linkages in nucleic acids were clarified. The earlier sustained efforts of Todd and coworkers on nucleotide synthesis stimulated work in the field. After that period, three distinct approaches to polynucleotide synthesis were. Human galanin-like peptide (hGALP) is a newly discovered hypothalamic peptide that plays important roles in the regulation of food intake and energy balance. Here, we demonstrate that the aspartic acid ligation can be employed to achieve an efficient synthesis of hGALP. The total synthesis of hGALP enhances our ability to study its biology and facilitates the development of more stable analogues. The mechanism of PNA synthesis has much in common with solid-phase peptide synthesis. Solid-phase peptide synthesis. The coupling step in peptide synthesis is an amide bond coupling reaction between two amino acids. The growing peptide chain is attached to the resin via an ester or amide linkage, and the amine of the new unit is protected with. A recent, comprehensive review of solid phase peptide synthesis by Barany and Merrifield  required almost pages for a full account. The “solid” phase idea permeated other fields as well and is used now, with success, in the sequencing of proteins and in the synthesis of oligo- and polynucleotides.