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A pH-sensitive peptide-containing lasso molecular switch.

Caroline Clavel1, Karine Fournel-Marotte, Frédéric Coutrot

  • 1Supramolecular 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.

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|September 20, 2013
PubMed
Summary
This summary is machine-generated.

Researchers created a peptide-containing lasso molecular switch using self-entanglement. This molecular machine changes conformation between tightened and loosened states based on pH, demonstrating controllable molecular machinery.

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Area of Science:

  • Supramolecular Chemistry
  • Molecular Machines
  • Organic Synthesis

Background:

  • Molecular machines offer precise control over molecular motion.
  • Lasso-like molecules present unique conformational possibilities.
  • pH-responsive elements are crucial for dynamic molecular systems.

Purpose of the Study:

  • To synthesize a novel peptide-containing lasso molecular switch.
  • To investigate the pH-dependent conformational changes of the molecular switch.
  • To demonstrate a self-entanglement strategy for creating interlocked molecular architectures.

Main Methods:

  • Synthesis of a rotaxane molecular machine featuring a benzometaphenylene[25]crown-8 macrocycle and a functionalized molecular axle.
  • Incorporation of a tripeptide sequence and two distinct molecular stations (N-benzyltriazolium and pH-sensitive anilinium).
  • pH-controlled shuttling of the macrocycle between the anilinium and triazolium stations.

Main Results:

  • Successful synthesis of the peptide-containing lasso molecular switch via self-entanglement.
  • Demonstrated pH-dependent shuttling of the macrocycle between the anilinium and triazolium stations.
  • Observed conformational changes in the tripeptide, leading to 'tightened' and 'loosened' lasso states.

Conclusions:

  • The developed molecular switch exhibits controllable conformational dynamics in response to pH changes.
  • The self-entanglement strategy provides an effective route for constructing complex interlocked molecular architectures.
  • This work advances the design of responsive and tunable molecular machinery.