title: Bridgehead-Substituted Triptycenes for Discovery of Nucleic Acid Junction Binders.
abstract: Recently, the utility of triptycene as a scaffold for targeting nucleic acid three-way junctions was demonstrated. A rapid, efficient route for the synthesis of bridgehead-substituted triptycenes is reported, in addition to solid-phase diversification to a new class of triptycene peptides. The triptycene peptides were evaluated for binding to a d(CAG)·(CTG) repeat DNA junction exhibiting potent affinities. The bridgehead-substituted triptycenes provide new building blocks for rapid access to diverse triptycene ligands with novel architectures.
authors.affiliation: Department of Chemistry, University of Pennsylvania , 231 South 34th Street, Philadelphia, Pennsylvania 19104, United States.
authors.forename: Stephanie A
authors.initials: SA
authors.lastname: Barros
authors.affiliation: Department of Chemistry, University of Pennsylvania , 231 South 34th Street, Philadelphia, Pennsylvania 19104, United States.
authors.forename: Ina
authors.initials: I
authors.lastname: Yoon
authors.affiliation: Department of Chemistry, University of Pennsylvania , 231 South 34th Street, Philadelphia, Pennsylvania 19104, United States.
authors.forename: Sung-Eun
authors.initials: SE
authors.lastname: Suh
authors.affiliation: Department of Chemistry, University of Pennsylvania , 231 South 34th Street, Philadelphia, Pennsylvania 19104, United States.
authors.forename: David M
authors.initials: DM
authors.lastname: Chenoweth
mesh_terms: D000873:Anthracenes / Q000138:chemical synthesis* / Q000737:chemistry; D001665:Binding Sites; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D009696:Nucleic Acids / Q000737:chemistry*; D060327:Solid-Phase Synthesis Techniques / Q000379:methods*
chemical_list: D000873:Anthracenes; D001952:Bridged-Ring Compounds; D009696:Nucleic Acids; C520712:triptycene