Cyclic Peptides: From Bioorganic Synthesis to Applications
Cyclic peptides are increasingly employed as chemical tools in biology and drug discovery. They have gained a lot of interest as alternative sources of new drugs to traditional small molecules.
This book introduces cyclic peptides and provides a thorough overview of biosynthetic and fully synthetic approaches to their preparation. Following an introduction to cyclic peptides, biosynthetic and traditional chemical routes to cyclic peptides are reviewed. Due to their size, their synthesis is not trivial. Recent advances in the incorporation of novel structural units are presented in addition to how synthesis and biological methods can be combined. The chemical analysis of this molecular class is also discussed. Furthermore, chapters detail the progression of cyclic peptides as tools in biology and as potential drugs, providing a future vision of their importance.
In total, this book provides the reader with a comprehensive view of the state-of-the-art of cyclic peptides, from construction to possible clinical utility. This book will be an essential resource for students, researchers and scientists within industry in medicinal, bioorganic, natural product and analytical chemistry fields.
Cyclic Peptides: From Bioorganic Synthesis to Applications, The Royal Society of Chemistry, 2017.
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CHAPTER 1: An Introduction to Cyclic Peptidesp1-14ByMartin EmptingMartin EmptingHelmholtz-Institute for Pharmaceutical Research Saarland, Department Drug Design & Optimization, Campus E81Saarbrücken 66123Germany[email protected]Search for other works by this author on:
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CHAPTER 2: The Biosynthesis of Cyclic Peptides – RiPPs – An Overviewp15-32ByClarissa M. Czekster;Clarissa M. CzeksterSchool of Chemistry, Biomedical Sciences Research Complex, University of St AndrewsNorth HaughSt Andrews KY16 9STUKSearch for other works by this author on:James H. NaismithJames H. NaismithSchool of Chemistry, Biomedical Sciences Research Complex, University of St AndrewsNorth HaughSt Andrews KY16 9STUKWellcome Trust Centre for Human Genetics, University of OxfordRoosevelt DriveOxford OX3 7BNUKRCaH, Harwell CampusOxford OX11 0FAUKSearch for other works by this author on:
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CHAPTER 3: Thioesterase Domain-mediated Macrocyclization of Non-ribosomal Peptidesp33-55BySho Konno;Sho KonnoDepartment of Chemistry and Biochemistry, University of CaliforniaSan Diego9500 Gilman Drive, La JollaCA 92093-0358USA[email protected]Search for other works by this author on:Laëtitia Misson;Laëtitia MissonDepartment of Chemistry and Biochemistry, University of CaliforniaSan Diego9500 Gilman Drive, La JollaCA 92093-0358USA[email protected]Search for other works by this author on:Michael D. BurkartMichael D. BurkartDepartment of Chemistry and Biochemistry, University of CaliforniaSan Diego9500 Gilman Drive, La JollaCA 92093-0358USA[email protected]Search for other works by this author on:
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CHAPTER 4: The Biosynthetic Machinery and Its Potential to Deliver Unnatural Cyclic Peptidesp56-85ByRoderich D. SüssmuthRoderich D. SüssmuthSearch for other works by this author on:
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CHAPTER 5: Modulation of Protein–Protein Interactions Using Cyclic Peptidesp86-121BySalvador Guardiola;Salvador GuardiolaInstitute for Research in Biomedicine (IRB Barcelona), The Barcelona Institute of Science and TechnologyBaldiri Reixac, 1008028 BarcelonaSpainSearch for other works by this author on:Sonia Ciudad;Sonia CiudadInstitute for Research in Biomedicine (IRB Barcelona), The Barcelona Institute of Science and TechnologyBaldiri Reixac, 1008028 BarcelonaSpainSearch for other works by this author on:Laura Nevola;Laura NevolaIDP Pharma, Barcelona Science ParkBaldiri Reixac 1008028BarcelonaSpainSearch for other works by this author on:Ernest GiraltErnest GiraltInstitute for Research in Biomedicine (IRB Barcelona), The Barcelona Institute of Science and TechnologyBaldiri Reixac, 1008028 BarcelonaSpainSearch for other works by this author on:
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CHAPTER 6: Biology and Synthesis of the Argyrinsp122-140ByL. Millbrodt;L. MillbrodtLeibniz Universität Hannover, Institute for Organic ChemistrySchneiderberg 1B30167 HannoverGermanyCentre of Biomolecular Drug Research (BMWZ)Schneiderberg 3830167 HannoverGermanySearch for other works by this author on:M. KalesseM. KalesseLeibniz Universität Hannover, Institute for Organic ChemistrySchneiderberg 1B30167 HannoverGermanyCentre of Biomolecular Drug Research (BMWZ)Schneiderberg 3830167 HannoverGermanyHelmholtz Zentrum für Infektionsforschung (HZI)Inhoffenstr 738124 BraunschweigGermany[email protected]Search for other works by this author on:
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CHAPTER 7: Peptide Cross-links Catalyzed by Metalloenzymes in Natural Product Biosynthesisp141-163ByMarcus I. Gibson;Marcus I. GibsonPrinceton University, Department of ChemistryPrincetonNJ08544USASearch for other works by this author on:Clarissa C. Forneris;Clarissa C. FornerisPrinceton University, Department of ChemistryPrincetonNJ08544USASearch for other works by this author on:Mohammad R. SeyedsayamdostMohammad R. SeyedsayamdostPrinceton University, Department of ChemistryPrincetonNJ08544USASearch for other works by this author on:
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CHAPTER 8: Double-click Stapled Peptides for Inhibiting Protein–Protein Interactionsp164-187ByW. Xu;W. XuUniversity of Cambridge, Department of PharmacologyTennis Court RoadCambridgeCB2 1PDUKSearch for other works by this author on:L. S. Itzhaki;L. S. ItzhakiUniversity of Cambridge, Department of PharmacologyTennis Court RoadCambridgeCB2 1PDUKSearch for other works by this author on:D. R. SpringD. R. SpringSearch for other works by this author on:
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CHAPTER 9: Libraries of Head-to-tail Peptidesp188-205ByAli TavassoliAli TavassoliSearch for other works by this author on:
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CHAPTER 10: An Introduction to Bacterial Lasso Peptidesp206-224ByJulian D. Hegemann;Julian D. HegemannDepartment of Chemistry, Biochemistry, Philipps-University MarburgHans-Meerwein-Strasse 4MarburgGermany[email protected]Search for other works by this author on:Mohamed A. MarahielMohamed A. MarahielDepartment of Chemistry, Biochemistry, Philipps-University MarburgHans-Meerwein-Strasse 4MarburgGermany[email protected]Search for other works by this author on:
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CHAPTER 11: Biological Synthesis and Affinity-based Selection of Small Macrocyclic Peptide Ligandsp225-254ByToby Passioura;Toby PassiouraDepartment of Chemistry, Graduate School of Science, The University of Tokyo7-3-1 Hongo, Bunkyo-ku113-0033 TokyoJapan[email protected]Search for other works by this author on:Yuki Goto;Yuki GotoDepartment of Chemistry, Graduate School of Science, The University of Tokyo7-3-1 Hongo, Bunkyo-ku113-0033 TokyoJapan[email protected]Search for other works by this author on:Takayuki Katoh;Takayuki KatohDepartment of Chemistry, Graduate School of Science, The University of Tokyo7-3-1 Hongo, Bunkyo-ku113-0033 TokyoJapan[email protected]Search for other works by this author on:Hiroaki SugaHiroaki SugaDepartment of Chemistry, Graduate School of Science, The University of Tokyo7-3-1 Hongo, Bunkyo-ku113-0033 TokyoJapan[email protected]Search for other works by this author on:
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CHAPTER 12: Mass Spectrometric Analysis of Cyclic Peptidesp255-279ByYulin Qi;Yulin QiInstitute of Bioanalytical Chemistry, Saarland UniversityD-66123 SaarbrückenGermany[email protected]Search for other works by this author on:Dietrich A. VolmerDietrich A. VolmerInstitute of Bioanalytical Chemistry, Saarland UniversityD-66123 SaarbrückenGermany[email protected]Search for other works by this author on:
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CHAPTER 13: Experimental and Computational Approaches to the Study of Macrocycle Conformations in Solutionp280-301ByR. Scott LokeyR. Scott LokeySearch for other works by this author on:
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CHAPTER 14: Trends in Cyclotide Researchp302-339ByMeng-Wei Kan;Meng-Wei KanInstitute for Molecular Bioscience, The University of QueenslandBrisbane QLD 4072Australia[email protected]Search for other works by this author on:David J. CraikDavid J. CraikInstitute for Molecular Bioscience, The University of QueenslandBrisbane QLD 4072Australia[email protected]Search for other works by this author on:
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CHAPTER 15: Cyclic Peptides – A Look to the Futurep340-373ByCristina N. Alexandru-Crivac;Cristina N. Alexandru-CrivacInstitute of Medical Sciences, University of AberdeenAberdeen AB25 2ZDUKMarine Biodiscovery Centre, Department of Chemistry, University of AberdeenMeston WalkAberdeen AB24 3UEUKSearch for other works by this author on:Luca Dalponte;Luca DalponteInstitute of Medical Sciences, University of AberdeenAberdeen AB25 2ZDUKMarine Biodiscovery Centre, Department of Chemistry, University of AberdeenMeston WalkAberdeen AB24 3UEUKSearch for other works by this author on:Wael E. Houssen;Wael E. HoussenInstitute of Medical Sciences, University of AberdeenAberdeen AB25 2ZDUKMarine Biodiscovery Centre, Department of Chemistry, University of AberdeenMeston WalkAberdeen AB24 3UEUKPharmacognosy Department, Faculty of Pharmacy, Mansoura UniversityMansoura 35516Egypt[email protected][email protected]Search for other works by this author on:Mohannad Idress;Mohannad IdressInstitute of Medical Sciences, University of AberdeenAberdeen AB25 2ZDUKMarine Biodiscovery Centre, Department of Chemistry, University of AberdeenMeston WalkAberdeen AB24 3UEUKSearch for other works by this author on:Marcel Jaspars;Marcel JasparsMarine Biodiscovery Centre, Department of Chemistry, University of AberdeenMeston WalkAberdeen AB24 3UEUKSearch for other works by this author on:Laurent TrembleauLaurent TrembleauSearch for other works by this author on:
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