title: β-Strand mimics based on tetrahydropyridazinedione (tpd) peptide stitching.
abstract: Short peptides featuring a tetrahydropyridazinedione (tpd) backbone tether exhibit reduced conformational flexibility external to the heterocyclic constraint. Analysis by NMR, molecular modeling and X-ray crystallography suggests both covalent and non-covalent stabilization of extended peptide conformations. An efficient solid-phase protocol was developed for the synthesis of a new class of β-strand mimics based on oligomeric tpd subunits.
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. delvalle@usf.edu.
authors.forename: Chang Won
authors.initials: CW
authors.lastname: Kang
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. delvalle@usf.edu.
authors.forename: Matthew P
authors.initials: MP
authors.lastname: Sarnowski
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. delvalle@usf.edu.
authors.forename: Sujeewa
authors.initials: S
authors.lastname: Ranatunga
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. delvalle@usf.edu.
authors.forename: Lukasz
authors.initials: L
authors.lastname: Wojtas
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. delvalle@usf.edu.
authors.forename: Rainer S
authors.initials: RS
authors.lastname: Metcalf
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. delvalle@usf.edu.
authors.forename: Wayne C
authors.initials: WC
authors.lastname: Guida
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. delvalle@usf.edu.
authors.forename: Juan R
authors.initials: JR
authors.lastname: Del Valle
mesh_terms: D040761:Biomimetic Materials / Q000138:chemical synthesis* / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D008968:Molecular Conformation; D010455:Peptides / Q000737:chemistry*; D011724:Pyridazines / Q000737:chemistry*
chemical_list: D010455:Peptides; D011724:Pyridazines