title: Endothioxopeptides: A conformational overview.
abstract: Although thionamides would have been first prepared two centuries ago and their chemical and spectroscopic properties extensively investigated, only much more recently (since about 1985) a well deserved but still insufficient attention has been paid to their endothioxopeptide subfamily which nonetheless currently represents a rapidly emerging area of great scientific interest in the broader field of foldameric compounds based on biologically relevant building blocks. After two brief sections offering information on the unfortunately still limited number of endothioxopeptides discovered from natural sources but also on the impressive advancements registered in the last few years in their synthetic methods, this review article outlines the results of a detailed literature survey on the ongoing great, but not systematic, progress related to the conformational consequences generated by incorporating one (or more) thionamide group(s) into a polypeptide chain. Finally, a short discussion of the growing, but still in its infancy, class of the endoselenoxopeptide congeners is also presented.
authors.affiliation: Department of Chemical Sciences, University of Padova, Padova, 35131, Italy.
authors.forename: Marta
authors.initials: M
authors.lastname: De Zotti
authors.affiliation: Department of Chemical Sciences, University of Padova, Padova, 35131, Italy.
authors.forename: Cristina
authors.initials: C
authors.lastname: Peggion
authors.affiliation: Institute of Biomolecular Chemistry, Padova Unit, CNR, Padova, 35131, Italy.
authors.forename: Barbara
authors.initials: B
authors.lastname: Biondi
authors.affiliation: Institute of Biomolecular Chemistry, Padova Unit, CNR, Padova, 35131, Italy.
authors.forename: Marco
authors.initials: M
authors.lastname: Crisma
authors.affiliation: Department of Chemical Sciences, University of Padova, Padova, 35131, Italy.|Institute of Biomolecular Chemistry, Padova Unit, CNR, Padova, 35131, Italy.
authors.forename: Fernando
authors.initials: F
authors.lastname: Formaggio
authors.affiliation: Department of Chemical Sciences, University of Padova, Padova, 35131, Italy. claudio.toniolo@unipd.it.|Institute of Biomolecular Chemistry, Padova Unit, CNR, Padova, 35131, Italy. claudio.toniolo@unipd.it.
authors.forename: Claudio
authors.initials: C
authors.lastname: Toniolo
mesh_terms: D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry*; D017433:Protein Structure, Secondary; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D010455:Peptides; D013438:Sulfhydryl Compounds
keywords: X-ray diffraction; conformational energy calculations; endoselenoxopeptides; endothioxopeptides; fluorescence quenching; peptide helices; peptide turns; solution conformation