title: A pH-sensitive peptide-containing lasso molecular switch.
abstract: The synthesis of a peptide-containing lasso molecular switch by a self-entanglement strategy is described. The interlocked rotaxane molecular machine consists of a benzometaphenylene[25]crown-8 (BMP25C8) macrocycle surrounding a molecular axle. This molecular axle contains a tripeptidic sequence and two molecular stations: a N-benzyltriazolium and a pH-sensitive anilinium station. The tripeptide is located between the macrocycle and the triazolium station, so that its conformation can be tailored depending on the shuttling of the macrocycle from one station to the other. At acidic pH, the macrocycle resides around the anilinium moiety, whereas it shuttles around the triazolium station after deprotonation. This molecular machinery thus forces the lasso to adopt a tightened or a loosened conformation.
authors.affiliation: Supramolecular Machines and ARchitectures Team, Institut des Biomolécules Max Mousseron, (IBMM) UMR 5247 CNRS-UM1-UM2, Université Montpellier 2, Place Eugène Bataillon, Case Courrier 1706, F-34095 Montpellier Cedex 5, France. frederic.coutrot@univ-montp2.fr.
authors.forename: Caroline
authors.initials: C
authors.lastname: Clavel
authors.forename: Karine
authors.initials: K
authors.lastname: Fournel-Marotte
authors.forename: Frédéric
authors.initials: F
authors.lastname: Coutrot
mesh_terms: D000814:Aniline Compounds / Q000138:chemical synthesis; D047248:Crown Compounds / Q000138:chemical synthesis*; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D009842:Oligopeptides / Q000138:chemical synthesis*; D043862:Rotaxanes / Q000138:chemical synthesis*; D014230:Triazoles / Q000138:chemical synthesis
chemical_list: D000814:Aniline Compounds; D047248:Crown Compounds; D009842:Oligopeptides; D043862:Rotaxanes; D014230:Triazoles
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