摘要
Angewandte Chemie International EditionVolume 47, Issue 31 p. 5755-5757 Communication Synthetic Ion Channel Based on Metal–Organic Polyhedra† Minseon Jung, Minseon Jung National Creative Research Initiative Center for Smart Supramolecules and Department of Chemistry, Pohang University of Science and Technology, San 31 Hyoja-dong, Pohang 790-784 (Republic of Korea), Fax: (+82) 54-279-8129 http://css.postech.ac.krSearch for more papers by this authorHyunuk Kim, Hyunuk Kim National Creative Research Initiative Center for Smart Supramolecules and Department of Chemistry, Pohang University of Science and Technology, San 31 Hyoja-dong, Pohang 790-784 (Republic of Korea), Fax: (+82) 54-279-8129 http://css.postech.ac.krSearch for more papers by this authorKangkyun Baek, Kangkyun Baek National Creative Research Initiative Center for Smart Supramolecules and Department of Chemistry, Pohang University of Science and Technology, San 31 Hyoja-dong, Pohang 790-784 (Republic of Korea), Fax: (+82) 54-279-8129 http://css.postech.ac.krSearch for more papers by this authorKimoon Kim Prof. Dr., Kimoon Kim Prof. Dr. [email protected] National Creative Research Initiative Center for Smart Supramolecules and Department of Chemistry, Pohang University of Science and Technology, San 31 Hyoja-dong, Pohang 790-784 (Republic of Korea), Fax: (+82) 54-279-8129 http://css.postech.ac.krSearch for more papers by this author Minseon Jung, Minseon Jung National Creative Research Initiative Center for Smart Supramolecules and Department of Chemistry, Pohang University of Science and Technology, San 31 Hyoja-dong, Pohang 790-784 (Republic of Korea), Fax: (+82) 54-279-8129 http://css.postech.ac.krSearch for more papers by this authorHyunuk Kim, Hyunuk Kim National Creative Research Initiative Center for Smart Supramolecules and Department of Chemistry, Pohang University of Science and Technology, San 31 Hyoja-dong, Pohang 790-784 (Republic of Korea), Fax: (+82) 54-279-8129 http://css.postech.ac.krSearch for more papers by this authorKangkyun Baek, Kangkyun Baek National Creative Research Initiative Center for Smart Supramolecules and Department of Chemistry, Pohang University of Science and Technology, San 31 Hyoja-dong, Pohang 790-784 (Republic of Korea), Fax: (+82) 54-279-8129 http://css.postech.ac.krSearch for more papers by this authorKimoon Kim Prof. Dr., Kimoon Kim Prof. Dr. [email protected] National Creative Research Initiative Center for Smart Supramolecules and Department of Chemistry, Pohang University of Science and Technology, San 31 Hyoja-dong, Pohang 790-784 (Republic of Korea), Fax: (+82) 54-279-8129 http://css.postech.ac.krSearch for more papers by this author First published: 14 July 2008 https://doi.org/10.1002/anie.200802240Citations: 194 † We acknowledge the Creative Research Initiatives and BK21 Programs for support of this work. X-ray diffraction experiments with synchrotron radiation were performed at the Pohang Accelerator Laboratory (Beamline 6C1) supported by the MEST and Pohang University of Science and Technology. Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat Graphical Abstract MOPping up ions: A synthetic ion channel formed with MOP-18 transports protons and alkali-metal ions across lipid membranes. Homogeneous, long-lived single-channel currents were observed in planar lipid bilayer experiments. The MOP-18 channel prefers cations over anions, and the cation selectivity is in the order Li+≫Na+>K+>Rb+>Cs+. This system is promising for applications such as sensors and catalysis. Supporting Information Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z802240_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. References 1B. Hille, Ionic Channels of Excitable Membranes, 3rd ed., Sinauer Associates, Inc., Sunderland, MA, 2001. 2 2aS. Fernandez-Lopez, H.-S. Kim, E. C. Choi, M. Delgado, J. R. Granja, A. Khasanov, K. Kraehenbuehl, G. Long, D. A. Weinberger, K. M. Wilkoxen, M. R. Ghadiri, Nature 2001, 412, 452–456; 2bV. Sidorov, F. W. Kotch, J. L. Kueber, Y.-F. Lam, J. T. Davis, J. Am. Chem. Soc. 2003, 125, 2840–2841. 3 3aL.-Q. Gu, O. Braha, S. Conlan, S. Cheley, H. Bayley, Nature 1999, 398, 686–690; 3bB. A. Cornell, V. L. B. Braach-Maksvytis, L. G. King, P. D. J. Osman, B. Raguse, L. Wieczorek, R. J. Race, Nature 1997, 387, 580–583; 3cS. Howorka, S. Cheley, H. Bayley, Nat. Biotechnol. 2001, 19, 636–639; 3dS. Litvinchuk, H. Tanaka, T. Miyatake, D. Pasini, T. Tanaka, G. Bollot, J. Mareda, S. Matile, Nat. Mater. 2007, 6, 576–580; 3eG. Das, P. Talukdar, S. Matile, Science 2002, 298, 1600–1602. 4 4aI. Tabushi, Y. Kuroda, K. Yokota, Tetrahedron Lett. 1982, 23, 4601–4604; 4bA. J. M. Van Beijnen, R. J. M. Nolte, J. W. Zwikker, W. Drenth, Recl. Trav. Chim. Pay-Bas 1982, 101, 409–410. 5Reviews: 5aG. W. Gokel, A. Mukhopadhyay, Chem. Soc. Rev. 2001, 30, 274–286; 5bS. Matile, A. Som, N. Sordé, Tetrahedron 2004, 60, 6405–6435; 5cA. L. Sisson, M. R. Shah, S. Bhosale, S. Matile, Chem. Soc. Rev. 2006, 35, 1269–1286; 5dJ. T. Davis, Angew. Chem. 2004, 116, 684–716; Angew. Chem. Int. Ed. 2004, 43, 668–698; 5eT. M. Fyles, Chem. Soc. Rev. 2007, 36, 335–347; 5fA. P. Davis, D. N. Sheppard, B. D. Smith, Chem. Soc. Rev. 2007, 36, 348–357. 6Classic examples: 6aO. Murillo, S. Watanabe, A. Nakano, G. W. Gokel, J. Am. Chem. Soc. 1995, 117, 7665–7679; 6bT. M. Fyles, T. D. James, K. C. Kaye, J. Am. Chem. Soc. 1993, 115, 12315–12321; 6cM. R. Ghadiri, J. R. Granja, L. K. Buehler, Nature 1994, 369, 301–304; 6dN. Sakai, K. C. Brennan, L. A. Weiss, S. Matile, J. Am. Chem. Soc. 1997, 119, 8726–8727; 6eY. Kobuke, K. Ueda, M. Sokabe, J. Am. Chem. Soc. 1992, 114, 7618–7622; 6fM. J. Pregel, L. Jullien, J. Canceille, L. Lacombe, J.-M. Lehn, J. Chem. Soc. Perkin Trans. 2 1995, 417–426; 6gM. Merritt, M. Lanier, G. Deng, S. L. Regen, J. Am. Chem. Soc. 1998, 120, 8494–8501; 6hV. Sidorov, F. W. Kotch, G. Abdrakhmanova, R. Mizani, J. C. Fettinger, J. T. Davis, J. Am. Chem. Soc. 2002, 124, 2267–2278. 7Recent examples: 7aW. M. Leevy, J. E. Huettner, R. Pajewski, P. Schlesinger, G. W. Gokel, J. Am. Chem. Soc. 2004, 126, 15747–15753; 7bM. G. J. Ten Cate, M. Crego-Calama, D. N. Reinhoudt, J. Am. Chem. Soc. 2004, 126, 10840–10841; 7cW.-H. Chen, M. Nishikawa, S.-D. Tan, M. Yamamura, A. Satake, Y. Kobuke, Chem. Commun. 2004, 872–873; 7dV. Janout, B. S. L. Jing, Regen, J. Am. Chem. Soc. 2005, 127, 15862–15870; 7eS. Bhosale, A. L. Sisson, P. Talukdar, A. Fürstenberg, N. Banerji, E. Vauthey, G. Bollot, J. Mareda, C. Röger, F. Würthner, N. Sakai, S. Matile, Science 2006, 313, 84–86; 7fA. Cazacu, C. Tong, A. van der Lee, T. M. Fyles, N. Barboiu, J. Am. Chem. Soc. 2006, 128, 9541–9548; 7gY. J. Jeon, H. Kim, S. Jon, N. Selvapalam, D. H. Oh, I. Seo, C.-S. Park, S. R. Jung, D.-S. Koh, K. Kim, J. Am. Chem. Soc. 2004, 126, 15944–15945; 7hM. S. Kaucher, W. A. Harrell, Jr., J. T. Davis, J. Am. Chem. Soc. 2006, 128, 38–39. 8An ion channel formed by a lipophilic ethylenediamine palladium(II) complex was reported recently. However, the channel-forming structure and ion-transfer mechanism are not clear: T. M. Fyles, C. Tong, New J. Chem. 2007, 31, 655–661. 9 9aM. Fujita, M. Tominaga, A. Hori, B. Therrien, Acc. Chem. Res. 2005, 38, 369–380; 9bS. T. Seidel, P. J. Stang, Acc. Chem. Res. 2002, 35, 972–983; 9cD. L. Caulder, K. N. Raymond, Acc. Chem. Res. 1999, 32, 975–982; 9dL. R. MacGillivray, J. L. Atwood, Angew. Chem. 1999, 111, 1080–1096; Angew. Chem. Int. Ed. 1999, 38, 1018–1033. 10 10aH. Furukawa, J. Kim, K. E. Plass, O. M. Yaghi, J. Am. Chem. Soc. 2006, 128, 8398–8399; 10bM. Eddaoudi, J. Kim, J. B. Wachter, H. K. Chae, M. O'Keeffe, O. M. Yaghi, J. Am. Chem. Soc. 2001, 123, 4368–4369. 11The core structure of MOP-18 was originally described as great rhombicuboctahedon. However, we prefer an alternative description, cuboctahedron consisting of eight triangular and six square faces based on “node and spacer” approach with the paddle-wheel unit as a node and mBDC as a spacer. 12K. Kano, J. H. Fendler, Biochim. Biophys. Acta Biomembr. 1978, 509, 289–299. 13No structure change of MOP-18 upon external pH changes during the experiments (from pH 7.0 to 5.5 for proton transfer or from pH 6.4 to 7.4 for alkali metal ion transfer) is apparent by UV/Vis spectroscopy. 14 14aG. Owsianik, K. Talavera, T. Voets, B. Nilius, Annu. Rev. Physiol. 2006, 68, 685–717; 14bG. Eisenman, R. Horn, J. Membr. Biol. 1983, 76, 197–225. 15 15aN. Sakai, Y. Kamikawa, M. Nishii, T. Matsuoka, T. Kato, S. Matile, J. Am. Chem. Soc. 2006, 128, 2218–2219; 15bZ. Qu, H. C. Hartzell, J. Gen. Physiol. 2000, 116, 825–844. 16Close inspection of Figure 3 a and the histogram of the current profile (Figure S5 in the Supporting Information) revealed that there are two types of channels with significantly different single-channel currents, which may be because the cuboctahedron core of MOP-18 has two different types of windows, as described above, leading to two different types of ion channels. Further studies to elucidate the details are in progress. 17Under similar conditions, gramicidin shows a conductance of 26 pS. See p. 365 of reference [1]. 18O. S. Smart, J. Breed, G. R. Smith, M. S. P. Sansom, Biophys. J. 1997, 72, 1109–1126. 19 19aD. A. Dougherty, Science 1996, 271, 163–168; 19bJ. C. Ma, D. A. Dougherty, Chem. Rev. 1997, 97, 1303–1324. Citing Literature Volume47, Issue31July 21, 2008Pages 5755-5757 ReferencesRelatedInformation