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Transmembrane anion transport mediated by halogen-bond donors

Author

Listed:
  • Andreas Vargas Jentzsch

    (University of Geneva)

  • Daniel Emery

    (University of Geneva)

  • Jiri Mareda

    (University of Geneva)

  • Susanta K. Nayak

    (NFMLab, Materials and Chemical Engineering Giulio Natta, Politecnico di Milano and Center for Nano Science and Technology@Polimi, Istituto Italiano di Tecnologia, Politecnico di Milano)

  • Pierangelo Metrangolo

    (NFMLab, Materials and Chemical Engineering Giulio Natta, Politecnico di Milano and Center for Nano Science and Technology@Polimi, Istituto Italiano di Tecnologia, Politecnico di Milano)

  • Giuseppe Resnati

    (NFMLab, Materials and Chemical Engineering Giulio Natta, Politecnico di Milano and Center for Nano Science and Technology@Polimi, Istituto Italiano di Tecnologia, Politecnico di Milano)

  • Naomi Sakai

    (University of Geneva)

  • Stefan Matile

    (University of Geneva)

Abstract

In biology and chemistry, the transport of anions across lipid bilayer membranes is usually achieved by sophisticated supramolecular architectures. Significant size reduction of transporters is hampered by the intrinsically hydrophilic nature of typical anion-binding functionalities, hydrogen-bond donors or cations. To maximize the atom efficiency of anion transport, the hydrophobic nature, directionality, and strength of halogen bonds seem promising. Unlike the ubiquitous, structurally similar hydrogen bonds, halogen bonds have not been explored for anion transport. Here we report that transport across lipid bilayers can be achieved with small perfluorinated molecules that are equipped with strong halogen-bond donors. Transport is observed with trifluoroiodomethane (boiling point=−22 °C); that is, it acts as a 'single-carbon' transporter. Contrary to the destructive action of small-molecule detergents, transport with halogen bonds is leakage-free, cooperative, non-ohmic and highly selective, with anion/cation permeability ratios

Suggested Citation

  • Andreas Vargas Jentzsch & Daniel Emery & Jiri Mareda & Susanta K. Nayak & Pierangelo Metrangolo & Giuseppe Resnati & Naomi Sakai & Stefan Matile, 2012. "Transmembrane anion transport mediated by halogen-bond donors," Nature Communications, Nature, vol. 3(1), pages 1-8, January.
    • Handle: RePEc:nat:natcom:v:3:y:2012:i:1:d:10.1038_ncomms1902
    DOI: 10.1038/ncomms1902
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    Cited by:

    1. Lilia Leisle & Kin Lam & Sepehr Dehghani-Ghahnaviyeh & Eva Fortea & Jason D. Galpin & Christopher A. Ahern & Emad Tajkhorshid & Alessio Accardi, 2022. "Backbone amides are determinants of Cl− selectivity in CLC ion channels," Nature Communications, Nature, vol. 13(1), pages 1-11, December.
    2. Debashis Mondal & Manzoor Ahmad & Bijoy Dey & Abhishek Mondal & Pinaki Talukdar, 2022. "Formation of supramolecular channels by reversible unwinding-rewinding of bis(indole) double helix via ion coordination," Nature Communications, Nature, vol. 13(1), pages 1-11, December.

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