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Volumn 48, Issue 6, 2015, Pages 1612-1619

Tubular Unimolecular Transmembrane Channels: Construction Strategy and Transport Activities

Author keywords

[No Author keywords available]

Indexed keywords

ION CHANNEL; LIPID BILAYER; MACROCYCLIC COMPOUND; PILLAR(5)ARENE; PILLAR(6)ARENE; QUATERNARY AMMONIUM DERIVATIVE;

EID: 84934964626     PISSN: 00014842     EISSN: 15204898     Source Type: Journal    
DOI: 10.1021/acs.accounts.5b00143     Document Type: Article
Times cited : (247)

References (50)
  • 2
    • 0000951266 scopus 로고
    • A,B,D,F-tetrasubstituted β-cyclodextrin as artificial channel compound
    • Tabushi, I.; Kuroda, Y.; Yokota, K. A,B,D,F-tetrasubstituted β-cyclodextrin as artificial channel compound Tetrahedron Lett. 1982, 23, 4601-4604
    • (1982) Tetrahedron Lett. , vol.23 , pp. 4601-4604
    • Tabushi, I.1    Kuroda, Y.2    Yokota, K.3
  • 3
    • 84890583581 scopus 로고    scopus 로고
    • Transport across membranes
    • Matile, S.; Fyles, T. Transport across membranes Acc. Chem. Res. 2013, 46, 2741-2742
    • (2013) Acc. Chem. Res. , vol.46 , pp. 2741-2742
    • Matile, S.1    Fyles, T.2
  • 5
    • 80053991652 scopus 로고    scopus 로고
    • Ionic conductance of synthetic channels: Analysis, lessons, and recommendations
    • Chui, J. K. W.; Fyles, T. M. Ionic conductance of synthetic channels: analysis, lessons, and recommendations Chem. Soc. Rev. 2012, 41, 148-175
    • (2012) Chem. Soc. Rev. , vol.41 , pp. 148-175
    • Chui, J.K.W.1    Fyles, T.M.2
  • 6
    • 0000391995 scopus 로고    scopus 로고
    • Synthetic organic chemical models for transmembrane channels
    • Gokel, G. W.; Murillo, O. Synthetic organic chemical models for transmembrane channels Acc. Chem. Res. 1996, 29, 425-432
    • (1996) Acc. Chem. Res. , vol.29 , pp. 425-432
    • Gokel, G.W.1    Murillo, O.2
  • 7
    • 84890648683 scopus 로고    scopus 로고
    • Ion channel models based on self-assembling cyclic peptide nanotubes
    • Montenegro, J.; Ghadiri, M. R.; Granja, J. R. Ion channel models based on self-assembling cyclic peptide nanotubes Acc. Chem. Res. 2013, 46, 2955-2965
    • (2013) Acc. Chem. Res. , vol.46 , pp. 2955-2965
    • Montenegro, J.1    Ghadiri, M.R.2    Granja, J.R.3
  • 8
    • 84890588662 scopus 로고    scopus 로고
    • Conformationally controlled oligocholate membrane transporters: Learning through water play
    • Zhao, Y.; Cho, H.; Widanapathirana, L.; Zhang, S. Conformationally controlled oligocholate membrane transporters: learning through water play Acc. Chem. Res. 2013, 46, 2763-2772
    • (2013) Acc. Chem. Res. , vol.46 , pp. 2763-2772
    • Zhao, Y.1    Cho, H.2    Widanapathirana, L.3    Zhang, S.4
  • 9
    • 30744475734 scopus 로고    scopus 로고
    • A unimolecular G-quadruplex that functions as a synthetic transmembrane Na+ transporter
    • Kaucher, M. S.; Harrell, W. A.; Davis, J. T. A unimolecular G-quadruplex that functions as a synthetic transmembrane Na+ transporter J. Am. Chem. Soc. 2006, 128, 38-39
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 38-39
    • Kaucher, M.S.1    Harrell, W.A.2    Davis, J.T.3
  • 10
    • 57349199922 scopus 로고    scopus 로고
    • α-Aminoxy acids: New possibilities from foldamers to anion receptors and channels
    • Li, X.; Wu, Y.-D.; Yang, D. α-Aminoxy acids: new possibilities from foldamers to anion receptors and channels Acc. Chem. Res. 2008, 41, 1428-1438
    • (2008) Acc. Chem. Res. , vol.41 , pp. 1428-1438
    • Li, X.1    Wu, Y.-D.2    Yang, D.3
  • 11
    • 84890767957 scopus 로고    scopus 로고
    • Supramolecular approaches to combining membrane transport with adhesion
    • Webb, S. J. Supramolecular approaches to combining membrane transport with adhesion Acc. Chem. Res. 2013, 46, 2878-2887
    • (2013) Acc. Chem. Res. , vol.46 , pp. 2878-2887
    • Webb, S.J.1
  • 12
    • 84890718801 scopus 로고    scopus 로고
    • How do amphiphiles form ion-conducting channels in membranes? Lessons from linear oligoesters
    • Fyles, T. M. How do amphiphiles form ion-conducting channels in membranes? Lessons from linear oligoesters Acc. Chem. Res. 2013, 46, 2847-2855
    • (2013) Acc. Chem. Res. , vol.46 , pp. 2847-2855
    • Fyles, T.M.1
  • 13
    • 0015100247 scopus 로고
    • The gramicidin A transmembrane channel: Characteristics of head-to-head dimerized π(L,D) helices
    • Urry, D. W.; Goodall, M. C.; Glickson, J. D.; Mayers, D. F. The gramicidin A transmembrane channel: characteristics of head-to-head dimerized π(L,D) helices Proc. Natl. Acad. Sci. U.S.A. 1971, 68, 1907-1911
    • (1971) Proc. Natl. Acad. Sci. U.S.A. , vol.68 , pp. 1907-1911
    • Urry, D.W.1    Goodall, M.C.2    Glickson, J.D.3    Mayers, D.F.4
  • 15
    • 0034599066 scopus 로고    scopus 로고
    • Synthesis and functional studies of a membrane-bound THF-gramicidin cation channel
    • Schrey, A.; Vescovi, A.; Knoll, A.; Rickert, C.; Koert, U. Synthesis and functional studies of a membrane-bound THF-gramicidin cation channel Angew. Chem., Int. Ed. 2000, 39, 900-902
    • (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 900-902
    • Schrey, A.1    Vescovi, A.2    Knoll, A.3    Rickert, C.4    Koert, U.5
  • 16
    • 1842555216 scopus 로고    scopus 로고
    • Ion-channels of cyclic template-assembled alamethicins that emulate the pore structure predicted by the barrel-stave model
    • Matsubara, A.; Asami, K.; Akagi, A.; Nishino, N. Ion-channels of cyclic template-assembled alamethicins that emulate the pore structure predicted by the barrel-stave model Chem. Commun. 1996, 2069-2070
    • (1996) Chem. Commun. , pp. 2069-2070
    • Matsubara, A.1    Asami, K.2    Akagi, A.3    Nishino, N.4
  • 17
    • 34447317806 scopus 로고    scopus 로고
    • Channel-forming activity of alamethicin: Effects of covalent tethering
    • Woolley, G. A. Channel-forming activity of alamethicin: effects of covalent tethering Chem. Biodiversity 2007, 4, 1323-1337
    • (2007) Chem. Biodiversity , vol.4 , pp. 1323-1337
    • Woolley, G.A.1
  • 18
    • 84890640943 scopus 로고    scopus 로고
    • Synthetic ion channels: From pores to biological applications
    • Gokel, G. W.; Negin, S. Synthetic ion channels: from pores to biological applications Acc. Chem. Res. 2013, 46, 2824-2833
    • (2013) Acc. Chem. Res. , vol.46 , pp. 2824-2833
    • Gokel, G.W.1    Negin, S.2
  • 19
    • 0026925008 scopus 로고
    • Biomimetic macromolecular chemistry: Design and synthesis of an artificial ion channel based on a polymer containing cofacially stacked crown ether rings. Incorporation in dihexadecyl phosphate vesicles and study of cobalt ion transport
    • Roks, M. F. M.; Nolte, R. J. M. Biomimetic macromolecular chemistry: design and synthesis of an artificial ion channel based on a polymer containing cofacially stacked crown ether rings. Incorporation in dihexadecyl phosphate vesicles and study of cobalt ion transport Macromolecules 1992, 25, 5398-5407
    • (1992) Macromolecules , vol.25 , pp. 5398-5407
    • Roks, M.F.M.1    Nolte, R.J.M.2
  • 20
    • 0028831606 scopus 로고
    • A novel functional artificial ion channel
    • Voyer, N.; Rohitaille, M. A novel functional artificial ion channel J. Am. Chem. Soc. 1995, 117, 6599-6600
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 6599-6600
    • Voyer, N.1    Rohitaille, M.2
  • 21
    • 0033199066 scopus 로고    scopus 로고
    • Rigid push-pull oligo(p -phenylene) rods: Depolarization of bilayer membranes with negative membrane potential
    • Winum, J.-Y.; Matile, S. Rigid push-pull oligo(p -phenylene) rods: depolarization of bilayer membranes with negative membrane potential J. Am. Chem. Soc. 1999, 121, 7961-7962
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 7961-7962
    • Winum, J.-Y.1    Matile, S.2
  • 22
    • 0000701073 scopus 로고
    • The "chundle" approach to molecular channels synthesis of a macrocycle-based molecular bundle
    • Jullien, L.; Lehn, J.-M. The "chundle" approach to molecular channels synthesis of a macrocycle-based molecular bundle Tetrahedron Lett. 1988, 29, 3803-3806
    • (1988) Tetrahedron Lett. , vol.29 , pp. 3803-3806
    • Jullien, L.1    Lehn, J.-M.2
  • 23
    • 33846666853 scopus 로고    scopus 로고
    • Synthetic ion channels in bilayer membranes
    • Fyles, T. M. Synthetic ion channels in bilayer membranes Chem. Soc. Rev. 2007, 36, 335-347
    • (2007) Chem. Soc. Rev. , vol.36 , pp. 335-347
    • Fyles, T.M.1
  • 24
    • 37049082047 scopus 로고
    • Channel-type molecular structures. Part 4. Transmembrane transport of alkali-metal ions by "bouquet" molecules
    • Pregel, M. J.; Jullien, L.; Canceill, J.; Lacombe, L.; Lehn, J.-M. Channel-type molecular structures. Part 4. Transmembrane transport of alkali-metal ions by "bouquet" molecules J. Chem. Soc., Perkin Trans. 2 1995, 417-426
    • (1995) J. Chem. Soc., Perkin Trans. 2 , pp. 417-426
    • Pregel, M.J.1    Jullien, L.2    Canceill, J.3    Lacombe, L.4    Lehn, J.-M.5
  • 25
    • 0032546777 scopus 로고    scopus 로고
    • A synthetic cation-transporting calix[4]arene derivative active in phospholipid bilayers
    • Mendoza, J.; Cuevas, F.; Prados, P.; Meadows, E. S.; Gokel, G. W. A synthetic cation-transporting calix[4]arene derivative active in phospholipid bilayers Angew. Chem., Int. Ed. 1998, 37, 1534-1537
    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 1534-1537
    • Mendoza, J.1    Cuevas, F.2    Prados, P.3    Meadows, E.S.4    Gokel, G.W.5
  • 27
    • 10344238621 scopus 로고    scopus 로고
    • Artificial ion channel formed by cucurbit[ n ]uril derivatives with a carbonyl group fringed portal reminiscent of the selectivity filter of K+ channels
    • Jeon, Y. J.; Kim, H.; Jon, S.; Selvapalam, N.; Oh, D. H.; Seo, I.; Park, C.-S.; Koh, D.-S.; Kim, K. Artificial ion channel formed by cucurbit[ n ]uril derivatives with a carbonyl group fringed portal reminiscent of the selectivity filter of K+ channels J. Am. Chem. Soc. 2004, 126, 15944-15945
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 15944-15945
    • Jeon, Y.J.1    Kim, H.2    Jon, S.3    Selvapalam, N.4    Oh, D.H.5    Seo, I.6    Park, C.-S.7    Koh, D.-S.8    Kim, K.9
  • 29
    • 57249098817 scopus 로고    scopus 로고
    • Synthetic models of cation-conducting channels
    • Gokel, G. W.; Mukhopadhyay, A. Synthetic models of cation-conducting channels Chem. Soc. Rev. 2001, 30, 274-286
    • (2001) Chem. Soc. Rev. , vol.30 , pp. 274-286
    • Gokel, G.W.1    Mukhopadhyay, A.2
  • 32
    • 42149123240 scopus 로고    scopus 로고
    • Para-bridged symmetrical pillar[5]arenes: Their Lewis acid catalyzed synthesis and host-guest property
    • Ogoshi, T.; Kanai, S.; Fujinami, S.; Yamagishi, T. A.; Nakamoto, Y. Para-bridged symmetrical pillar[5]arenes: their Lewis acid catalyzed synthesis and host-guest property J. Am. Chem. Soc. 2008, 130, 5022-5023
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 5022-5023
    • Ogoshi, T.1    Kanai, S.2    Fujinami, S.3    Yamagishi, T.A.4    Nakamoto, Y.5
  • 33
    • 77957125260 scopus 로고    scopus 로고
    • DIBpillar[ n ]arenes (n = 5, 6): Syntheses, X-ray crystal structures, and complexation with n -octyltriethyl ammonium hexafluorophosphate
    • Han, C.; Ma, F.; Zhang, Z.; Xia, B.; Yu, Y.; Huang, F. DIBpillar[ n ]arenes (n = 5, 6): syntheses, X-ray crystal structures, and complexation with n -octyltriethyl ammonium hexafluorophosphate Org. Lett. 2010, 12, 4360-4363
    • (2010) Org. Lett. , vol.12 , pp. 4360-4363
    • Han, C.1    Ma, F.2    Zhang, Z.3    Xia, B.4    Yu, Y.5    Huang, F.6
  • 34
    • 84865330500 scopus 로고    scopus 로고
    • Pillararenes, a new class of macrocycles for supramolecular chemistry
    • Xue, M.; Yang, Y.; Chi, X.; Zhang, Z.; Huang, F. Pillararenes, a new class of macrocycles for supramolecular chemistry Acc. Chem. Res. 2012, 45, 1294-1308
    • (2012) Acc. Chem. Res. , vol.45 , pp. 1294-1308
    • Xue, M.1    Yang, Y.2    Chi, X.3    Zhang, Z.4    Huang, F.5
  • 35
    • 84867532354 scopus 로고    scopus 로고
    • Pillar[ n ]arenes (n = 8-10) with two cavities: Synthesis, structures and complexing properties
    • Hu, X.-B.; Chen, Z.; Chen, L.; Zhang, L.; Hou, J.-L.; Li, Z.-T. Pillar[ n ]arenes (n = 8-10) with two cavities: synthesis, structures and complexing properties Chem. Commun. 2012, 48, 10999-11001
    • (2012) Chem. Commun. , vol.48 , pp. 10999-11001
    • Hu, X.-B.1    Chen, Z.2    Chen, L.3    Zhang, L.4    Hou, J.-L.5    Li, Z.-T.6
  • 36
    • 79953706649 scopus 로고    scopus 로고
    • Self-assembly and proton conductance of organic nanotubes from pillar[5]arenes
    • Si, W.; Hu, X.-B.; Liu, X.-H.; Fan, R.; Chen, Z.; Weng, L.; Hou, J.-L. Self-assembly and proton conductance of organic nanotubes from pillar[5]arenes Tetrahedron Lett. 2011, 52, 2484-2487
    • (2011) Tetrahedron Lett. , vol.52 , pp. 2484-2487
    • Si, W.1    Hu, X.-B.2    Liu, X.-H.3    Fan, R.4    Chen, Z.5    Weng, L.6    Hou, J.-L.7
  • 37
    • 0020967882 scopus 로고
    • Hydrogen bonded chain mechanisms for proton conduction and proton pumping
    • Nagle, J. F.; Tristram-Nagle, S. Hydrogen bonded chain mechanisms for proton conduction and proton pumping J. Membr. Biol. 1983, 74, 1-14
    • (1983) J. Membr. Biol. , vol.74 , pp. 1-14
    • Nagle, J.F.1    Tristram-Nagle, S.2
  • 38
    • 84255187828 scopus 로고    scopus 로고
    • Selective artificial transmembrane channels for protons by formation of water wires
    • Si, W.; Chen, L.; Hu, X.-B.; Tang, G.; Chen, Z.; Hou, J.-L.; Li, Z.-T. Selective artificial transmembrane channels for protons by formation of water wires Angew. Chem., Int. Ed. 2011, 50, 12564
    • (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 12564
    • Si, W.1    Chen, L.2    Hu, X.-B.3    Tang, G.4    Chen, Z.5    Hou, J.-L.6    Li, Z.-T.7
  • 39
    • 11744384413 scopus 로고
    • The Grotthuss mechanism
    • Agmon, N. The Grotthuss mechanism Chem. Phys. Lett. 1995, 244, 456-462
    • (1995) Chem. Phys. Lett. , vol.244 , pp. 456-462
    • Agmon, N.1
  • 40
    • 0031576656 scopus 로고    scopus 로고
    • Rigid rod-shaped polyols: Functional nonpeptide models for transmembrane proton channels
    • Weiss, L. A.; Sakai, N.; Ghebremariam, B.; Ni, C.; Matile, S. Rigid rod-shaped polyols: functional nonpeptide models for transmembrane proton channels J. Am. Chem. Soc. 1997, 119, 12142-12149
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 12142-12149
    • Weiss, L.A.1    Sakai, N.2    Ghebremariam, B.3    Ni, C.4    Matile, S.5
  • 41
    • 38749106195 scopus 로고    scopus 로고
    • Structure and mechanism of the M2 proton channel of influenza A virus
    • Schnell, J. R.; Chou, J. J. Structure and mechanism of the M2 proton channel of influenza A virus Nature 2008, 451, 591-595
    • (2008) Nature , vol.451 , pp. 591-595
    • Schnell, J.R.1    Chou, J.J.2
  • 42
    • 84861414379 scopus 로고    scopus 로고
    • Single-molecular artificial transmembrane water channels
    • Hu, X.-B.; Chen, Z.; Tang, G.; Hou, J.-L.; Li, Z.-T. Single-molecular artificial transmembrane water channels J. Am. Chem. Soc. 2012, 134, 8384-8387
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 8384-8387
    • Hu, X.-B.1    Chen, Z.2    Tang, G.3    Hou, J.-L.4    Li, Z.-T.5
  • 43
    • 0344825877 scopus 로고    scopus 로고
    • What really prevents proton transport through aquaporin? Charge self-energy versus proton wire proposals
    • Burykin, A.; Warshel, A. What really prevents proton transport through aquaporin? Charge self-energy versus proton wire proposals Biophys. J. 2003, 85, 3696-3706
    • (2003) Biophys. J. , vol.85 , pp. 3696-3706
    • Burykin, A.1    Warshel, A.2
  • 44
    • 84890618915 scopus 로고    scopus 로고
    • From natural to bioassisted and biomimetic artificial water channel systems
    • Barboiu, M.; Gilles, A. From natural to bioassisted and biomimetic artificial water channel systems Acc. Chem. Res. 2013, 46, 2814-2823
    • (2013) Acc. Chem. Res. , vol.46 , pp. 2814-2823
    • Barboiu, M.1    Gilles, A.2
  • 45
    • 84873656542 scopus 로고    scopus 로고
    • Chiral selective transmembrane transport of amino acids through artificial channels
    • Chen, L.; Si, W.; Zhang, L.; Tang, G.; Li, Z.-T.; Hou, J.-L. Chiral selective transmembrane transport of amino acids through artificial channels J. Am. Chem. Soc. 2013, 135, 2152-2155
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 2152-2155
    • Chen, L.1    Si, W.2    Zhang, L.3    Tang, G.4    Li, Z.-T.5    Hou, J.-L.6
  • 46
    • 84899561532 scopus 로고    scopus 로고
    • Voltage-driven reversible insertion into and leaving from a lipid bilayer: Tuning transmembrane transport of artificial channels
    • Si, W.; Li, Z.-T.; Hou, J.-L. Voltage-driven reversible insertion into and leaving from a lipid bilayer: tuning transmembrane transport of artificial channels Angew. Chem., Int. Ed. 2014, 53, 4578-4581
    • (2014) Angew. Chem., Int. Ed. , vol.53 , pp. 4578-4581
    • Si, W.1    Li, Z.-T.2    Hou, J.-L.3
  • 47
    • 33745594600 scopus 로고    scopus 로고
    • The distribution and targeting of neuronal voltage-gated ion channels
    • Lai, H. C.; Jan, L. Y. The distribution and targeting of neuronal voltage-gated ion channels Nat. Rev. Neurosci. 2006, 7, 548-562
    • (2006) Nat. Rev. Neurosci. , vol.7 , pp. 548-562
    • Lai, H.C.1    Jan, L.Y.2
  • 48
    • 4644279291 scopus 로고    scopus 로고
    • Hydrogen bonded oligohydrazide foldamers and their recognition for saccharides
    • Hou, J.-L.; Shao, X.-B.; Chen, G.-J.; Zhou, Y.-X.; Jiang, X.-K.; Li, Z.-T. Hydrogen bonded oligohydrazide foldamers and their recognition for saccharides J. Am. Chem. Soc. 2004, 126, 12386-12394
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 12386-12394
    • Hou, J.-L.1    Shao, X.-B.2    Chen, G.-J.3    Zhou, Y.-X.4    Jiang, X.-K.5    Li, Z.-T.6
  • 49
    • 84924423746 scopus 로고    scopus 로고
    • Hydrogen-bonded helical hydrazide oligomers and polymer that mimic the ion transport of gramicidin A
    • Xin, P.; Zhu, P.; Su, P.; Hou, J.-L.; Li, Z.-T. Hydrogen-bonded helical hydrazide oligomers and polymer that mimic the ion transport of gramicidin A J. Am. Chem. Soc. 2014, 136, 13078-13081
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 13078-13081
    • Xin, P.1    Zhu, P.2    Su, P.3    Hou, J.-L.4    Li, Z.-T.5
  • 50
    • 84924405222 scopus 로고    scopus 로고
    • Hydrazide macrocycles as effective transmembrane channels for ammonium
    • Xin, P.; Zhang, L.; Su, P.; Hou, J.-L.; Li, Z.-T. Hydrazide macrocycles as effective transmembrane channels for ammonium Chem. Commun. 2015, 51, 4819-4822
    • (2015) Chem. Commun. , vol.51 , pp. 4819-4822
    • Xin, P.1    Zhang, L.2    Su, P.3    Hou, J.-L.4    Li, Z.-T.5


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