Imidazolinium-based Multiblock Amphiphile as Transmembrane Anion Transporter |
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| Authors: | Miki Mori Dr Kohei Sato Dr Toru Ekimoto Shinichi Okumura Prof Mitsunori Ikeguchi Prof Kazuhito V Tabata Prof Hiroyuki Noji Prof Kazushi Kinbara |
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| Institution: | 1. School of Life Science and Technology, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa, 226-8501 Japan;2. Graduate School of Medical Life Science, Yokohama City University, 1-7-29 Suehiro-cho, Tsurumi-ku, Yokohama, Kanagawa, 230-0045 Japan;3. Graduate School of Engineering, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656 Japan |
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| Abstract: | Transmembrane anion transport is an important biological process in maintaining cellular functions. Thus, synthetic anion transporters are widely developed for their biological applications. Imidazolinium was introduced as anion recognition site to a multiblock amphiphilic structure that consists of octa(ethylene glycol) and aromatic units. Ion transport assay using halide-sensitive lucigenin and pH-sensitive 8-hydroxypyrene-1,3,6-trisulfonate (HPTS) revealed that imidazolinium-based multiblock amphiphile ( IMA ) transports anions and showed high selectivity for nitrate, which plays crucial roles in many biological events. Temperature-dependent ion transport assay using 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) indicated that IMA works as a mobile carrier. 1H NMR titration experiments indicated that the C2 proton of the imidazolinium ring recognizes anions via a (C−H)+⋅⋅⋅X− hydrogen bond. Furthermore, all-atom molecular dynamics simulations revealed a dynamic feature of IMA within the membranes during ion transportation. |
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| Keywords: | Anion transport mobile carrier multiblock amphiphile imidazolinium hydrogen bond |
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