

Other version: http://pubs.acs.org/doi/10.1021/jacs.8b12554
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Anion Transport with Pnictogen Bonds in Direct Comparison with Chalcogen and Halogen Bonds |
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Authors | ||
Published in | Journal of the American Chemical Society. 2019, vol. 141, no. 2, p. 810-814 | |
Abstract | In this Communication, we introduce transmembrane anion transport with pnictogen-bonding compounds and compare their characteristics with chalcogen- and halogen-bonding analogues. Tellurium-centered chalcogen bonds are at least as active as antimony-centered pnictogen bonds, whereas iodine-centered halogen bonds are 3 orders of magnitude less active. Irregular voltage-dependent single-channel currents, high gating charges, and efficient dye leakage support for the formation of bulky, membrane-disruptive supramolecular amphiphiles due to “too strong” binding of anions to tris(perfluorophenyl)stibanes. In contrast, the chalcogen-bonding bis(perfluorophenyl)tellanes do not cause leakage and excel as carriers with nanomolar activity, with P(Cl/Na) = 10.4 for anion/cation selectivity and P(Cl/NO3) = 4.5 for anion selectivity. The selectivities are lower with pnictogen-bonding carriers because their membrane-disturbing 3D structure also affects weaker binders (P(Cl/Na) = 2.1, P(Cl/NO3) = 2.5). Their 2D structure, directionality, hydrophobicity, and support from proximal anion−π interactions are suggested to contribute to the unique power of chalcogen bonds to transport anions across lipid bilayer membranes. | |
Identifiers | DOI: 10.1021/jacs.8b12554 | |
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![]() ![]() Other version: http://pubs.acs.org/doi/10.1021/jacs.8b12554 |
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Structures | ||
Research groups | Groupe Matile Groupe Sugihara | |
Citation (ISO format) | LEE, Lucia M. et al. Anion Transport with Pnictogen Bonds in Direct Comparison with Chalcogen and Halogen Bonds. In: Journal of the American Chemical Society, 2019, vol. 141, n° 2, p. 810-814. https://archive-ouverte.unige.ch/unige:113057 |