Title Peptidomimetics protocols / edited by Wieslaw M. Kazmierski

Published Totowa, NJ : Humana Press, ©1999

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Description 1 online resource (xxx, 549 pages) : illustrations Series Methods in molecular medicine ; 23 Methods in molecular medicine ; 23. 1543-1894 Contents Synthesis and use of pseudopeptides derived from 1,2,4-oxadiazole-, 1,3,4-oxadiazole-, and 1,2,4-triazole-based dipeptidomimetics / Kristina Luthman -- Syntheses of FMOC-2,3-methanoleucine stereoisomers and their incorporation into peptidomimetics / Kevin Burgess -- Synthesis of an esterase -- sensitive cyclic prodrug of a model hexapeptide having enhanced membrane permeability and enzymatic stability using an acyloxyalkoxy promoiety / Sanjeev Gangwar -- Synthesis of an esterase-sensitive cyclic prodrug of a model hexapeptide having enhanced membrane permeability and enzymatic stability using a 3-(2'-hydroxy-4',6'-dimethylphenyl-s,3-dimethyl propionic acid promoiety / Binghe Wang -- Synthesis of coumarin-based, esterase-sensitive cyclic prodrugs of opioid peptides with enhanced membrane permaeability and enzymatic stability / Binghe Wang -- Azatides as peptidomimetics: solution and liquid phase syntheses / Hyunsoo Han -- Synthesis of cbz-protected ketomethylene dipeptide isosteres / Robert V. Hoffman -- (E)-alkene peptide bond isosteres by cuprate opening of vinyl aziridines / Todd C. Henninger -- Synthesis of norstatine, its analogs, and dipeptide isosteres by means of B-lactam synthon method / Iwao Ojima -- Synthesis of a versatile peptidomimetic scaffold / Stephen Hanessian -- An asymmetric synthesis protocol to prepare topographically constrained B-substituted aromatic amino acids / Subo Liao -- Synthesis of oligopeptides containing an oxirane ring in the place of a peptidic bond / Maurizio Taddei -- Synthesis of protected lactam-bridged dipeptides / Debra S. Perlow -- Synthesis of peptidomimics through sugar-based scaffolds / Yves Le Merrer -- The synthesis of bicyclic peperazinone and related derivatives / Yvette M. Fobian -- Synthesis of dipeptides with w[CH2O] amide bond mimetics / Wieslaw M. Kazmierski -- SnAr-based cycloetherification methodology: application in the synthesis of heterodectic macrocyclic peptides with endo aryl-aryl and aryl-alykl ether bonds / Jieping Zhu -- Cyclic aromatic amino acids with constrained x1 and x2 dihedral angles / Dirk Tourwé -- Asymmetric syntheses of unnatural amino acids and hydroxyethylene peptide isosteres / Robert M. Williams -- Fluoroolefin isosteres / J.T. Welch -- Synthesis of s-amino-1-carboxymethyl-benzodiaepine (bza) peptidomimetics / James C. Marsters, Jr. -- A conformationally restricted B-strand HIV protease inhibitor / Michael C. Hillier -- Synthesis of cyclopropane-containing leu-enkephalin analogs / Michael P. Dwyer -- The 1,5-disubstituted tetrazole ring as a cis-amide bond surrogate / Janusz Zabrocki -- Synthesis of (2R, 3R, 4R, 5S)-5-tert-butyloxycarbonylamino-3,4-dihydroxy-2-isopropyl-3,4,O, O-isopropylidene-6-cyclohexyl-hexanoic acid / Allen Scott -- Synthesis of (2S, 4S, 5S)-5-(t-butoxycarbonylamino)-4-(t-butyldimethylsilyloxy)-2-isopropyl-7-methyl ocatnoic acid / Mark A. Lyster -- Synthesis of a-vinyl amino acids / David B. Berkowitz -- A novel synthetic protocol for the preparation of enantiopure 3-, 4-, and 5-substituted prolines / N. André Sasaki -- Synthesis of aminobenzoic acid-based nonpeptide templates: applications in peptidomimetic drug discovery / Kimberly S. Para -- Aminimides as peptidomimetics / Brian S. Fulton Summary In Peptidomimetics Protocols, Wieslaw Kazmierski assembles a state-of-the-art collection of detailed synthetic procedures that lead to a variety of scaffolds, turn mimetics, peptide-bond replacements, and enzyme inhibitors. Topics range from syntheses of unusual amino acids, to the use of a variety of linear and heterocyclic scaffolds in place of the peptide backbone. Important chemical procedures and methods include the transient protection of charged peptides as neutral prodrugs for improved blood-brain penetration and the replacement of otherwise labile peptide bonds with heterocyclic rings, olefins and fluoroolefins, and ketomethylenes. Synthetic protocols towards the transition-state mimics and reactive "warheads," applicable in enzyme inhibitors, are also disclosed. Peptidomimetics Protocols is the first book devoted to the practical synthetic preparation of peptide mimetics. Written by both academic and industrial synthetic organic and medicinal chemists, this book provides highly practical synthetic procedures for the generation of key peptide mimetics, and so immediately becomes a must-have desk reference and guide for all medicinal and pharmaceutical chemists engaged in the discovery and development of pharmaceuticals today Bibliography Includes bibliographical references and index Notes Master and use copy. Digital master created according to Benchmark for Faithful Digital Reproductions of Monographs and Serials, Version 1. Digital Library Federation, December 2002. http://purl.oclc.org/DLF/benchrepro0212 MiAaHDL English Print version record digitized 2010 HathiTrust Digital Library committed to preserve pda MiAaHDL In Springer Protocols Subject Peptides. Amino acids -- Synthesis. Heterocyclic chemistry. Prodrugs. Proteins -- Conformation. Peptides -- chemistry Prodrugs Protein Conformation Proteins -- Conformation Amino acids -- Synthesis Heterocyclic chemistry Peptides Prodrugs Conformation des protéines. Peptides. Acides aminés. Composés hétérocycliques. Peptiden. Synthese (chemie) Wetenschappelijke technieken. Chimie des composés hétérocycliques. Peptides. Acides aminés -- Synthèse. Promédicaments. Composés hétérocycliques. Genre/Form Laboratory manuals. Manuels de laboratoire. Form Electronic book Author Kazmierski, Wieslaw M. ISBN 9781592596058 1592596053

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