title: Amphipathic α-helix mimetics based on a 1,2-diphenylacetylene scaffold.
abstract: In order to mimic amphipathic α-helices, a novel scaffold based on a 1,2-diphenylacetylene was designed. NMR and computational modeling confirmed that an intramolecular hydrogen bond favors conformations of the 1,2-diphenylacetylene that allow for accurate mimicry of the i, i + 7 and i + 2, i + 5 side chains found on opposing faces of an α-helix.
authors.affiliation: Department of Pharmaceutical Sciences, University of Maryland School of Pharmacy, 20 North Pine Street, Baltimore, Maryland 21201, USA.
authors.forename: Kwan-Young
authors.initials: KY
authors.lastname: Jung
authors.forename: Kenno
authors.initials: K
authors.lastname: Vanommeslaeghe
authors.forename: Maryanna E
authors.initials: ME
authors.lastname: Lanning
authors.forename: Jeremy L
authors.initials: JL
authors.lastname: Yap
authors.forename: Caryn
authors.initials: C
authors.lastname: Gordon
authors.forename: Paul T
authors.initials: PT
authors.lastname: Wilder
authors.forename: Alexander D
authors.initials: AD
authors.lastname: MacKerell
authors.forename: Steven
authors.initials: S
authors.lastname: Fletcher
mesh_terms: D000114:Acetylene / Q000031:analogs & derivatives* / Q000737:chemistry; D032701:Biomimetics; D039301:Computers, Molecular; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D010455:Peptides / Q000737:chemistry*; D017433:Protein Structure, Secondary
chemical_list: D010455:Peptides; C044735:biphenylacetylene; D000114:Acetylene