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Volumn 247, Issue 8, 2014, Pages 651-665

Synthetic anionophores for basic anions as "Presumably, OH -/Cl- antiporters": From the synthetic ion channels to multi-ion hopping, anti-Hofmeister selectivity, and strong positive AMFE

(1)  Berezin, Sofya Kostina a  

a NONE

Author keywords

Anion exchange; Anionophore; Anomalous Mole Fraction Effect (AMFE); Basic anions; Proton and hydroxide permeability; Synthetic ion channels

Indexed keywords

ANION; ANTIPORTER; CHLORIDE ION; ION CHANNEL; LIPOSOME; PHOSPHOLIPID; SYNTHETIC ION CHANNEL; UNCLASSIFIED DRUG; ANION TRANSPORT PROTEIN; CHLORIDE; HYDROXIDE; HYDROXIDE ION;

EID: 84905562812     PISSN: 00222631     EISSN: 14321424     Source Type: Journal    
DOI: 10.1007/s00232-014-9683-7     Document Type: Review
Times cited : (8)

References (92)
  • 1
    • 84878647209 scopus 로고    scopus 로고
    • Quantification of nitrate-p interactions and selective transport of nitrate using calix[4]pyrroles with two aromatic walls
    • doi:10.1021/ja4021793
    • Adriaenssens L, Estarellas C, Vargas Jentzsch A, Martinez Belmonte M, Matile S, Ballester P (2013) Quantification of nitrate-p interactions and selective transport of nitrate using calix[4]pyrroles with two aromatic walls. J Am Chem Soc 135:8324-8330. doi:10.1021/ja4021793
    • J Am Chem Soc 135 , vol.2013 , pp. 8324-8330
    • Adriaenssens, L.1    Estarellas, C.2    Vargas Jentzsch, A.3    Martinez Belmonte, M.4    Matile, S.5    Ballester, P.6
  • 3
    • 84905582950 scopus 로고    scopus 로고
    • Synthetic sodium transporter. Covalently modified G-quadruplex moves sodium across lipid bilayer
    • Arnaud C (2005) Synthetic sodium transporter. Covalently modified G-quadruplex moves sodium across lipid bilayer. Chem Eng News 2(2006):2010
    • (2005) Chem Eng News , vol.2 , pp. 2010
    • Arnaud, C.1
  • 4
    • 84872110097 scopus 로고    scopus 로고
    • Thermodynamics of anion-pi interactions in aqueous solution
    • doi:10.1021/ja311389z
    • Arranz-Mascaros P et al (2013) Thermodynamics of anion-pi interactions in aqueous solution. J Am Chem Soc 135: 102-105. doi:10.1021/ja311389z
    • J Am Chem Soc , vol.135 , pp. 102-105
    • Arranz-Mascaros, P.1
  • 5
    • 17644392399 scopus 로고    scopus 로고
    • Highly selective optical fluoride ion sensor with submicromolar detection limit based on aluminum( III) octaethylporphyrin in thin polymeric film
    • doi:10.1021/ja0500153
    • Badr IH, Meyerhoff ME (2005) Highly selective optical fluoride ion sensor with submicromolar detection limit based on aluminum( III) octaethylporphyrin in thin polymeric film. J Am Chem Soc 127:5318-5319. doi:10.1021/ja0500153
    • (2005) J Am Chem Soc , vol.127 , pp. 5318-5319
    • Badr, I.H.1    Meyerhoff, M.E.2
  • 7
    • 84855846639 scopus 로고    scopus 로고
    • Widespread genetic switches and toxicity resistance proteins for fluoride
    • doi:10.1126/science.1215063
    • Baker JL, Sudarsan N, Weinberg Z, Roth A, Stockbridge RB, Breaker RR (2012) Widespread genetic switches and toxicity resistance proteins for fluoride. Science 335:233-235. doi:10.1126/science.1215063
    • (2012) Science , vol.335 , pp. 233-235
    • Baker, J.L.1    Sudarsan, N.2    Weinberg, Z.3    Roth, A.4    Stockbridge, R.B.5    Breaker, R.R.6
  • 8
    • 3042813458 scopus 로고    scopus 로고
    • Computer simulation of small molecule permeation across a lipid bilayer: Dependence on bilayer properties and solute volume, size, and cross-sectional area
    • doi:10.1529/biophysj.103.030601
    • Bemporad D, Luttmann C, Essex JW (2004) Computer simulation of small molecule permeation across a lipid bilayer: dependence on bilayer properties and solute volume, size, and cross-sectional area. Biophys J 87:1-13. doi:10.1529/biophysj.103.030601
    • (2004) Biophys J , vol.87 , pp. 1-13
    • Bemporad, D.1    Luttmann, C.2    Essex, J.W.3
  • 9
    • 0020623314 scopus 로고
    • The molecular mechanism of action of the proton ionophore FCCP (carbonylcyanide p-trifluoromethoxyphenylhydrazone)
    • doi:10.1016/s0006-3495(83)84449-x
    • Benz R, McLaughlin S (1983) The molecular mechanism of action of the proton ionophore FCCP (carbonylcyanide p-trifluoromethoxyphenylhydrazone). Biophys J 41:381-398. doi:10.1016/s0006-3495(83)84449-x
    • (1983) Biophys J , vol.41 , pp. 381-398
    • Benz, R.1    McLaughlin, S.2
  • 10
    • 67749137435 scopus 로고    scopus 로고
    • Catechols as membrane anion transporters
    • Berezin SK (2009) Catechols as membrane anion transporters. J Am Chem Soc 131(7):2458-2459
    • (2009) J Am Chem Soc , vol.131 , Issue.7 , pp. 2458-2459
    • Berezin, S.K.1
  • 11
    • 84879413575 scopus 로고    scopus 로고
    • Theoretical modelling of anion transport in liposomes: Electrogenic anion exchange as a new paradigm in supramolecular chemistry
    • doi:10.1080/10610278.2013.782099
    • Berezin SK (2013) Theoretical modelling of anion transport in liposomes: electrogenic anion exchange as a new paradigm in supramolecular chemistry. Supramol Chem 25:323-334. doi:10.1080/10610278.2013.782099
    • (2013) Supramol Chem , vol.25 , pp. 323-334
    • Berezin, S.K.1
  • 13
    • 67749137435 scopus 로고    scopus 로고
    • Catechols as membrane anion transporters
    • doi:10.1021/ja809733c
    • Berezin SK, Davis JT (2009) Catechols as membrane anion transporters. J Am Chem Soc 131:2458-2459. doi:10.1021/ja809733c
    • (2009) J Am Chem Soc , vol.131 , pp. 2458-2459
    • Berezin, S.K.1    Davis, J.T.2
  • 14
    • 33846066355 scopus 로고    scopus 로고
    • Structural criteria for the design of anion receptors: The interaction of halides with electron-deficient arenes
    • doi:10.1021/ja063460m
    • Berryman OB, Bryantsev VS, Stay DP, Johnson DW, Hay BP (2007) Structural criteria for the design of anion receptors: the interaction of halides with electron-deficient arenes. J Am Chem Soc 129:48-58. doi:10.1021/ja063460m
    • (2007) J Am Chem Soc , vol.129 , pp. 48-58
    • Berryman, O.B.1    Bryantsev, V.S.2    Stay, D.P.3    Johnson, D.W.4    Hay, B.P.5
  • 15
    • 33745896824 scopus 로고    scopus 로고
    • Photoproduction of proton gradients with pistacked fluorophore scaffolds in lipid bilayers
    • doi:10.1126/science.1126524
    • Bhosale S et al (2006) Photoproduction of proton gradients with pistacked fluorophore scaffolds in lipid bilayers. Science 313:84-86. doi:10.1126/science.1126524
    • (2006) Science , vol.313 , pp. 84-86
    • Bhosale, S.1
  • 16
    • 77955836997 scopus 로고    scopus 로고
    • Tripodal transmembrane transporters for bicarbonate
    • doi:10.1039/c0cc01684e
    • Busschaert N et al (2010) Tripodal transmembrane transporters for bicarbonate. ChemCommun 46:6252-6254. doi:10.1039/c0cc01684e
    • (2010) ChemCommun , vol.46 , pp. 6252-6254
    • Busschaert, N.1
  • 17
    • 80052323743 scopus 로고    scopus 로고
    • Structure-activity relationships in tripodal transmembrane anion transporters: The effect of fluorination
    • doi:10.1021/ja205884y
    • Busschaert N, Wenzel M, Light ME, Iglesias-Hernández P, Pérez-Tomás R, Gale PA (2011) Structure-activity relationships in tripodal transmembrane anion transporters: the effect of fluorination. J Am Chem Soc 133:14136-14148. doi:10.1021/ja205884y
    • (2011) J Am Chem Soc , vol.133 , pp. 14136-14148
    • Busschaert, N.1    Wenzel, M.2    Light, M.E.3    Iglesias-Hernández, P.4    Pérez-Tomás, R.5    Gale, P.A.6
  • 18
    • 84876259430 scopus 로고    scopus 로고
    • Anion-pi interactions in supramolecular architectures
    • doi:10.1021/ar300251k
    • Chifotides HT, Dunbar KR (2013) Anion-pi interactions in supramolecular architectures. Acc Chem Res 46:894-906. doi:10.1021/ar300251k
    • (2013) Acc Chem Res , vol.46 , pp. 894-906
    • Chifotides, H.T.1    Dunbar, K.R.2
  • 19
    • 77953997156 scopus 로고    scopus 로고
    • Supramolecular chemistry: Anion transport as easy as pi
    • doi:10.1038/nchem.723
    • Davis JT (2010) Supramolecular chemistry: anion transport as easy as pi. Nat Chem 2:516-517. doi:10.1038/nchem.723
    • (2010) Nat Chem , vol.2 , pp. 516-517
    • Davis, J.T.1
  • 20
    • 84905591809 scopus 로고    scopus 로고
    • Synthetic anionophores with therapeutic potential: A coordinated two-centre approach
    • Davis AP, Sheppard DN (2012) Synthetic anionophores with therapeutic potential: a coordinated two-centre approach. EPSRC Physical Sciences Chemistry
    • (2012) EPSRC Physical Sciences Chemistry
    • Davis, A.P.1    Sheppard, D.N.2
  • 21
    • 33846667747 scopus 로고    scopus 로고
    • Development of synthetic membrane transporters for anions
    • doi:10.1039/b512651g
    • Davis AP, Sheppard DN, Smith BD (2007) Development of synthetic membrane transporters for anions. Chem Soc Rev 36:348-357. doi:10.1039/b512651g
    • (2007) Chem Soc Rev , vol.36 , pp. 348-357
    • Davis, A.P.1    Sheppard, D.N.2    Smith, B.D.3
  • 22
    • 67650461828 scopus 로고    scopus 로고
    • Using small molecules to facilitate exchange of bicarbonate and chloride anions across liposomal membranes
    • doi:10.1038/nchem.178
    • Davis JT, Gale PA, Okunola OA, Prados P, Iglesias-Sanchez JC, Torroba T, Quesada R (2009) Using small molecules to facilitate exchange of bicarbonate and chloride anions across liposomal membranes. Nat Chem 1:138-144. doi:10.1038/nchem.178
    • (2009) Nat Chem , vol.1 , pp. 138-144
    • Davis, J.T.1    Gale, P.A.2    Okunola, O.A.3    Prados, P.4    Iglesias-Sanchez, J.C.5    Torroba, T.6    Quesada, R.7
  • 23
    • 77954003437 scopus 로고    scopus 로고
    • Experimental evidence for the functional relevance of anion-pi interactions
    • doi:10.1038/nchem.657
    • Dawson RE et al (2010) Experimental evidence for the functional relevance of anion-pi interactions. Nat Chem 2:533-538. doi:10.1038/nchem.657
    • (2010) Nat Chem , vol.2 , pp. 533-538
    • Dawson, R.E.1
  • 24
  • 26
    • 80053464530 scopus 로고    scopus 로고
    • Putting anion-pi interactions into perspective
    • doi:10.1002/anie.201100208
    • Frontera A, Gamez P, Mascal M, Mooibroek TJ, Reedijk J (2011) Putting anion-pi interactions into perspective. Angew Chem 50:9564-9583. doi:10.1002/anie.201100208
    • (2011) Angew Chem , vol.50 , pp. 9564-9583
    • Frontera, A.1    Gamez, P.2    Mascal, M.3    Mooibroek, T.J.4    Reedijk, J.5
  • 27
    • 33846666853 scopus 로고    scopus 로고
    • Synthetic ion channels in bilayer membranes
    • doi:10.1039/b603256g
    • Fyles TM (2007) Synthetic ion channels in bilayer membranes. Chem Soc Rev 36:335-347. doi:10.1039/b603256g
    • (2007) Chem Soc Rev , vol.36 , pp. 335-347
    • Fyles, T.M.1
  • 28
    • 79952833713 scopus 로고    scopus 로고
    • From anion receptors to transporters
    • doi:10.1021/ar100134p
    • Gale PA (2011) From anion receptors to transporters. Acc Chem Res 44:216-226. doi:10.1021/ar100134p
    • (2011) Acc Chem Res , vol.44 , pp. 216-226
    • Gale, P.A.1
  • 29
    • 84905574071 scopus 로고    scopus 로고
    • Research Projects. Accessed 6 June 2012
    • Gale PA (2012) Research Projects. http://www.supramolecularchemistry.net. Accessed 6 June 2012
    • (2012)
    • Gale, P.A.1
  • 30
    • 77950462097 scopus 로고    scopus 로고
    • Octafluorocalix[4]pyrrole: A chloride/bicarbonate antiport agent
    • doi:10.1021/ja9092693
    • Gale PA et al (2010) Octafluorocalix[4]pyrrole: a chloride/bicarbonate antiport agent. J Am Chem Soc 132:3240-3241. doi:10.1021/ja9092693
    • (2010) J Am Chem Soc , vol.132 , pp. 3240-3241
    • Gale, P.A.1
  • 31
    • 84890785452 scopus 로고    scopus 로고
    • Anion transporters and biological systems
    • doi:10.1021/ar400019p
    • Gale PA, Perez-Tomas R, Quesada R (2013) Anion transporters and biological systems. Acc Chem Res 46:2801-2813. doi:10.1021/ar400019p
    • (2013) Acc Chem Res , vol.46 , pp. 2801-2813
    • Gale, P.A.1    Perez-Tomas, R.2    Quesada, R.3
  • 32
    • 53549094699 scopus 로고    scopus 로고
    • Quantitative evaluation of anion-π interactions in solution
    • doi:10.1002/anie.200800636
    • Gil-Ramírez G, Escudero-Adán EC, Benet-Buchholz J, Ballester P (2008) Quantitative evaluation of anion-π interactions in solution. Angew Chem 47:4114-4118. doi:10.1002/anie.200800636
    • (2008) Angew Chem , vol.47 , pp. 4114-4118
    • Gil-Ramírez, G.1    Escudero-Adán, E.C.2    Benet-Buchholz, J.3    Ballester, P.4
  • 33
    • 0034614425 scopus 로고    scopus 로고
    • Hydraphiles: Design, synthesis and analysis of a family of synthetic, cation-conducting channels
    • doi:10.1039/A903825F
    • Gokel GW (2000) Hydraphiles: design, synthesis and analysis of a family of synthetic, cation-conducting channels. Chem Commun 1-9. doi:10.1039/A903825F
    • (2000) Chem Commun , pp. 1-9
    • Gokel, G.W.1
  • 34
    • 33846673828 scopus 로고    scopus 로고
    • Biologically active, synthetic ion transporters
    • doi:10.1039/b605910b
    • Gokel GW, Carasel IA (2007) Biologically active, synthetic ion transporters. Chem Soc Rev 36:378-389. doi:10.1039/b605910b
    • (2007) Chem Soc Rev , vol.36 , pp. 378-389
    • Gokel, G.W.1    Carasel, I.A.2
  • 35
    • 41949102560 scopus 로고    scopus 로고
    • Coordination and transport of alkali metal cations through phospholipid bilayer membranes by hydraphile channels
    • doi:10.1016/j.ccr.2007.07.026
    • Gokel GW, Daschbach MM (2008) Coordination and transport of alkali metal cations through phospholipid bilayer membranes by hydraphile channels. Coord Chem Rev 252:886-902. doi:10.1016/j.ccr.2007.07.026
    • (2008) Coord Chem Rev , vol.252 , pp. 886-902
    • Gokel, G.W.1    Daschbach, M.M.2
  • 36
    • 57249098817 scopus 로고    scopus 로고
    • Synthetic models of cation-conducting channels
    • doi:10.1039/B008667N
    • Gokel GW, Mukhopadhyay A (2001) Synthetic models of cation-conducting channels. Chem Soc Rev 30:274-286. doi:10.1039/B008667N
    • (2001) Chem Soc Rev , vol.30 , pp. 274-286
    • Gokel, G.W.1    Mukhopadhyay, A.2
  • 37
    • 33845225348 scopus 로고    scopus 로고
    • Rigid oligonaphthalenediimide rods as transmembrane anion-π slides
    • doi:10.1021/ja0665747
    • Gorteau V, Bollot G, Mareda J, Perez-Velasco A, Matile S (2006) Rigid oligonaphthalenediimide rods as transmembrane anion-π slides. J Am Chem Soc 128:14788-14789. doi:10.1021/ja0665747
    • (2006) J Am Chem Soc , vol.128 , pp. 14788-14789
    • Gorteau, V.1    Bollot, G.2    Mareda, J.3    Perez-Velasco, A.4    Matile, S.5
  • 38
    • 34548344007 scopus 로고    scopus 로고
    • Rigid-rod anion-[small pi] slides for multi-ion hopping across lipid bilayers
    • doi:10.1039/B708337H
    • Gorteau V, Bollot G, Mareda J, Matile S (2007) Rigid-rod anion-[small pi] slides for multi-ion hopping across lipid bilayers. Org Biomol Chem 5:3000-3012. doi:10.1039/B708337H
    • (2007) Org Biomol Chem , vol.5 , pp. 3000-3012
    • Gorteau, V.1    Bollot, G.2    Mareda, J.3    Matile, S.4
  • 39
    • 78650284197 scopus 로고    scopus 로고
    • Fluoride ion sensing by an anion-pi interaction
    • doi:10.1021/ja107382x
    • Guha S, Saha S (2010) Fluoride ion sensing by an anion-pi interaction. J Am Chem Soc 132:17674-17677. doi:10.1021/ja107382x
    • (2010) J Am Chem Soc , vol.132 , pp. 17674-17677
    • Guha, S.1    Saha, S.2
  • 40
    • 80053305886 scopus 로고    scopus 로고
    • Electronically regulated thermally and light-gated electron transfer from anions to naphthalenediimides
    • doi:10.1021/ja2055726
    • Guha S, Goodson FS, Roy S, Corson LJ, Gravenmier CA, Saha S (2011) Electronically regulated thermally and light-gated electron transfer from anions to naphthalenediimides. J Am Chem Soc 133:15256-15259. doi:10.1021/ja2055726
    • (2011) J Am Chem Soc , vol.133 , pp. 15256-15259
    • Guha, S.1    Goodson, F.S.2    Roy, S.3    Corson, L.J.4    Gravenmier, C.A.5    Saha, S.6
  • 41
    • 84865434436 scopus 로고    scopus 로고
    • Boundaries of anion/naphthalenediimide interactions: From anion-pi interactions to anion-induced charge-transfer and electron-transfer phenomena
    • doi:10.1021/ja303173n
    • Guha S, Goodson FS, Corson LJ, Saha S (2012) Boundaries of anion/naphthalenediimide interactions: from anion-pi interactions to anion-induced charge-transfer and electron-transfer phenomena. J Am Chem Soc 134:13679-13691. doi:10.1021/ja303173n
    • (2012) J Am Chem Soc , vol.134 , pp. 13679-13691
    • Guha, S.1    Goodson, F.S.2    Corson, L.J.3    Saha, S.4
  • 42
    • 0019884784 scopus 로고
    • Transport of protons and hydrochloric acid through lipid bilayer membranes
    • Gutknecht J, Walter A (1981) Transport of protons and hydrochloric acid through lipid bilayer membranes. Biochim Biophys Acta 641:183-188
    • (1981) Biochim Biophys Acta , vol.641 , pp. 183-188
    • Gutknecht, J.1    Walter, A.2
  • 43
    • 77952759281 scopus 로고    scopus 로고
    • Ceramide-mediated transport of chloride and bicarbonate across phospholipid membranes
    • doi:10.1039/c0cc00493f
    • Harrell WA Jr, Bergmeyer ML, Zavalij PY, Davis JT (2010) Ceramide-mediated transport of chloride and bicarbonate across phospholipid membranes. Chem Commun 46:3950-3952. doi:10.1039/c0cc00493f
    • (2010) Chem Commun , vol.46 , pp. 3950-3952
    • Harrell Jr., W.A.1    Bergmeyer, M.L.2    Zavalij, P.Y.3    Davis, J.T.4
  • 44
    • 70450191096 scopus 로고    scopus 로고
    • Anion-macrodipole interactions: Self-assembling oligourea/amide macrocycles as anion transporters that respond to membrane polarization
    • doi:10.1021/ja9067518
    • Hennig A, Fischer L, Guichard G, Matile S (2009) Anion-macrodipole interactions: self-assembling oligourea/amide macrocycles as anion transporters that respond to membrane polarization. J Am Chem Soc 131:16889-16895. doi:10.1021/ja9067518
    • (2009) J Am Chem Soc , vol.131 , pp. 16889-16895
    • Hennig, A.1    Fischer, L.2    Guichard, G.3    Matile, S.4
  • 46
    • 0018117903 scopus 로고
    • Potassium channels as multi-ion single-file pores
    • Hille B, Schwarz W (1978) Potassium channels as multi-ion single-file pores. J Gen Physiol 72:409-442
    • (1978) J Gen Physiol , vol.72 , pp. 409-442
    • Hille, B.1    Schwarz, W.2
  • 48
    • 79951527087 scopus 로고    scopus 로고
    • Diaxial diureido decalins as compact, efficient, and tunable anion transporters
    • doi:10.1021/ja1076102
    • Hussain S, Brotherhood PR, Judd LW, DavisAP (2011)Diaxial diureido decalins as compact, efficient, and tunable anion transporters. J Am Chem Soc 133:1614-1617. doi:10.1021/ja1076102
    • (2011) J Am Chem Soc , vol.133 , pp. 1614-1617
    • Hussain, S.1    Brotherhood, P.R.2    Judd, L.W.3    Davis, A.P.4
  • 49
    • 38849111342 scopus 로고    scopus 로고
    • Artificial transmembrane ion channels from commercial surfactants
    • doi:10.1039/b707194a
    • Iqbal KS, Allen MC, Fucassi F, Cragg PJ (2007) Artificial transmembrane ion channels from commercial surfactants. Chem Commun 3951-3953. doi:10.1039/b707194a
    • (2007) Chem Commun , pp. 3951-3953
    • Iqbal, K.S.1    Allen, M.C.2    Fucassi, F.3    Cragg, P.J.4
  • 51
    • 84863335373 scopus 로고    scopus 로고
    • Transmembrane anion transport mediated by halogen-bond donors
    • doi:10.1038/ncomms1902
    • Jentzsch AV et al (2012) Transmembrane anion transport mediated by halogen-bond donors.NatCommun3:905. doi:10.1038/ncomms1902
    • (2012) NatCommun , vol.3 , pp. 905
    • Jentzsch, A.V.1
  • 52
    • 84888602598 scopus 로고    scopus 로고
    • Synthetic ion transporters that work with anion-π interactions halogen bonds, and anion-macrodipole interactions
    • doi:10.1021/ar400014r
    • Jentzsch VA, Hennig A, Mareda J, Matile S (2013) Synthetic ion transporters that work with anion-π interactions halogen bonds, and anion-macrodipole interactions. Acc Chem Res 46:2791-2800. doi:10.1021/ar400014r
    • (2013) Acc Chem Res , vol.46 , pp. 2791-2800
    • Jentzsch, V.A.1    Hennig, A.2    Mareda, J.3    Matile, S.4
  • 53
    • 0014524838 scopus 로고
    • On the mechanism of uncoupling in chloroplasts by ion-permeability inducing agents
    • Karlish SJ, Shavit N, Avron M (1969) On the mechanism of uncoupling in chloroplasts by ion-permeability inducing agents. Eur J Biochem 9:291-298
    • (1969) Eur J Biochem , vol.9 , pp. 291-298
    • Karlish, S.J.1    Shavit, N.2    Avron, M.3
  • 54
    • 84905582923 scopus 로고    scopus 로고
    • Kaucher MS, Davis JT (2006). http://www.nanocenter.umd.edu/nanoday/2006/ posters/Kaucher-bioscience-poster-05f-273-04-21-06.pdf
    • (2006)
    • Kaucher, M.S.1    Davis, J.T.2
  • 57
    • 84869126805 scopus 로고    scopus 로고
    • Synthetic lipid membrane channels formed by designed DNA nanostructures
    • doi:10.1126/science.1225624
    • Langecker M et al (2012) Synthetic lipid membrane channels formed by designed DNA nanostructures. Science 338:932-936. doi:10.1126/science.1225624
    • (2012) Science , vol.338 , pp. 932-936
    • Langecker, M.1
  • 59
    • 70349739273 scopus 로고    scopus 로고
    • Synthetic chloride channel regulates cell membrane potentials and voltage-gated calcium channels
    • doi:10.1021/ja902352g
    • Li X, Shen B, Yao XQ, YangD(2009) Synthetic chloride channel regulates cell membrane potentials and voltage-gated calcium channels. J Am Chem Soc 131:13676-13680. doi:10.1021/ja902352g
    • (2009) J Am Chem Soc , vol.131 , pp. 13676-13680
    • Li, X.1    Shen, B.2    Yao, X.Q.3    Yang, D.4
  • 60
    • 28244490932 scopus 로고    scopus 로고
    • A highly active anion-selective aminocyclodextrin ion channel
    • doi:10.1002/anie.200501625
    • Madhavan N, Robert EC, Gin MS (2005) A highly active anion-selective aminocyclodextrin ion channel. Angew Chem 44:7584-7587. doi:10.1002/anie. 200501625
    • (2005) Angew Chem , vol.44 , pp. 7584-7587
    • Madhavan, N.1    Robert, E.C.2    Gin, M.S.3
  • 61
    • 58449128759 scopus 로고    scopus 로고
    • Anion-pi slides for transmembrane transport
    • doi:10.1002/chem.200801643
    • Mareda J, Matile S (2009) Anion-pi slides for transmembrane transport. Chemistry 15:28-37. doi:10.1002/chem.200801643
    • (2009) Chemistry , vol.15 , pp. 28-37
    • Mareda, J.1    Matile, S.2
  • 62
    • 36749056757 scopus 로고    scopus 로고
    • Fluoride-selective host based on anion-pi interactions, ion pairing, and hydrogen bonding: Synthesis and fluoride-ion sandwich complex
    • doi:10.1002/anie.200704005
    • Mascal M, Yakovlev I, Nikitin EB, Fettinger JC (2007) Fluoride-selective host based on anion-pi interactions, ion pairing, and hydrogen bonding: synthesis and fluoride-ion sandwich complex. Angew Chem 46:8782-8784. doi:10.1002/anie.200704005
    • (2007) Angew Chem , vol.46 , pp. 8782-8784
    • Mascal, M.1    Yakovlev, I.2    Nikitin, E.B.3    Fettinger, J.C.4
  • 63
    • 84889292805 scopus 로고    scopus 로고
    • The characterization of synthetic ion channels and pores
    • Schalley C (ed) Wiley, Weinheim, doi:10.1002/9783527610273
    • Matile S, Sakai N (2007) The characterization of synthetic ion channels and pores. In: Schalley C (ed) Analytical methods in supramolecular chemistry. Wiley, Weinheim, pp 391-418. doi:10.1002/9783527610273
    • (2007) Analytical Methods in Supramolecular Chemistry , pp. 391-418
    • Matile, S.1    Sakai, N.2
  • 64
    • 84882439506 scopus 로고    scopus 로고
    • The characterization of synthetic ion channels and pores
    • Schalley CA (ed) Wiley, Weinheim, doi:10.1002/9783527644131
    • Matile S, Sakai N (2012) The characterization of synthetic ion channels and pores. In: Schalley CA (ed) Analytical methods in supramolecular chemistry. 2nd edn. Wiley, Weinheim, pp 711-742. doi:10.1002/9783527644131
    • (2012) Analytical Methods in Supramolecular Chemistry. 2nd Edn. , pp. 711-742
    • Matile, S.1    Sakai, N.2
  • 65
    • 0021288951 scopus 로고
    • Ion channels in liposomes
    • doi:10.1146/annurev.ph.46.030184.003001
    • Miller C (1984) Ion channels in liposomes. Annu Rev Physiol 46:549-558. doi:10.1146/annurev.ph.46.030184.003001
    • (1984) Annu Rev Physiol , vol.46 , pp. 549-558
    • Miller, C.1
  • 66
    • 0032970498 scopus 로고    scopus 로고
    • Ionic hopping defended
    • Miller C (1999) Ionic hopping defended. J Gen Physiol 113:783-787
    • (1999) J Gen Physiol , vol.113 , pp. 783-787
    • Miller, C.1
  • 67
    • 67650034561 scopus 로고    scopus 로고
    • 110 years of the Meyer-Overton rule: Predicting membrane permeability of gases and other small compounds
    • doi:10.1002/cphc.200900270
    • Missner A, Pohl P (2009) 110 years of the Meyer-Overton rule: predicting membrane permeability of gases and other small compounds. Chemphyschem 10:1405-1414. doi:10.1002/cphc.200900270
    • (2009) Chemphyschem , vol.10 , pp. 1405-1414
    • Missner, A.1    Pohl, P.2
  • 68
    • 84870688870 scopus 로고    scopus 로고
    • Ion permeation by a folded multiblock amphiphilic oligomer achieved by hierarchical construction of self-assembled nanopores
    • doi:10.1021/ja308342g
    • Muraoka T et al (2012) Ion permeation by a folded multiblock amphiphilic oligomer achieved by hierarchical construction of self-assembled nanopores. J Am Chem Soc 134:19788-19794. doi:10.1021/ja308342g
    • (2012) J Am Chem Soc , vol.134 , pp. 19788-19794
    • Muraoka, T.1
  • 69
    • 0019588237 scopus 로고
    • Proton and hydroxide ion permeability of phospholipid vesicles
    • Nozaki Y, Tanford C (1981) Proton and hydroxide ion permeability of phospholipid vesicles. Proc Natl Acad Sci USA 78:4324-4328
    • (1981) Proc Natl Acad Sci USA , vol.78 , pp. 4324-4328
    • Nozaki, Y.1    Tanford, C.2
  • 70
    • 79955449330 scopus 로고    scopus 로고
    • How far can a sodium ion travel within a lipid bilayer?
    • doi:10.1021/ja110336s
    • Otis F, Racine-Berthiaume C, Voyer N (2011) How far can a sodium ion travel within a lipid bilayer? J Am Chem Soc 133:6481-6483. doi:10.1021/ ja110336s
    • (2011) J Am Chem Soc , vol.133 , pp. 6481-6483
    • Otis, F.1    Racine-Berthiaume, C.2    Voyer, N.3
  • 71
    • 84890695796 scopus 로고    scopus 로고
    • Exploiting peptide nanostructures to construct functional artificial ion channels
    • doi:10.1021/ar400044k
    • Otis F, Auger M, Voyer N (2013) Exploiting peptide nanostructures to construct functional artificial ion channels. Acc Chem Res 46:2934-2943. doi:10.1021/ar400044k
    • (2013) Acc Chem Res , vol.46 , pp. 2934-2943
    • Otis, F.1    Auger, M.2    Voyer, N.3
  • 73
    • 0031982611 scopus 로고    scopus 로고
    • Permeation of halide anions through phospholipid bilayers occurs by the solubility-diffusion mechanism
    • doi:10.1016/s0006-3495(98)77789-6
    • Paula S, Volkov AG, Deamer DW (1998) Permeation of halide anions through phospholipid bilayers occurs by the solubility-diffusion mechanism. Biophys J 74:319-327. doi:10.1016/s0006-3495(98)77789-6
    • (1998) Biophys J , vol.74 , pp. 319-327
    • Paula, S.1    Volkov, A.G.2    Deamer, D.W.3
  • 74
    • 38549131313 scopus 로고    scopus 로고
    • Rigid oligoperylenediimide rods: Anion-pi slides with photosynthetic activity
    • doi:10.1002/anie.200703749
    • Perez-Velasco A, Gorteau V, Matile S (2008) Rigid oligoperylenediimide rods: anion-pi slides with photosynthetic activity. Angew Chem 47:921-923. doi:10.1002/anie.200703749
    • (2008) Angew Chem , vol.47 , pp. 921-923
    • Perez-Velasco, A.1    Gorteau, V.2    Matile, S.3
  • 75
    • 84905578800 scopus 로고    scopus 로고
    • Colorimetric and fluorimetric fluoride sensing
    • Google Patents
    • Saha S, Guha S (2013) Colorimetric and fluorimetric fluoride sensing. Google Patents.
    • (2013)
    • Saha, S.1    Guha, S.2
  • 76
    • 33846551153 scopus 로고    scopus 로고
    • The determination of the ion selectivity of synthetic ion channels and pores in vesicles
    • doi:10.1002/poc.1047
    • Sakai N, Matile S (2006) The determination of the ion selectivity of synthetic ion channels and pores in vesicles. J Phys Org Chem 19:452-460. doi:10.1002/poc.1047
    • (2006) J Phys Org Chem , vol.19 , pp. 452-460
    • Sakai, N.1    Matile, S.2
  • 77
    • 43949091160 scopus 로고    scopus 로고
    • Transmembrane nanopores from porphyrin supramolecules
    • doi:10.1021/ja801129a
    • Satake A, Yamamura M, Oda M, Kobuke Y (2008) Transmembrane nanopores from porphyrin supramolecules. J Am Chem Soc 130:6314-6315. doi:10.1021/ja801129a
    • (2008) J Am Chem Soc , vol.130 , pp. 6314-6315
    • Satake, A.1    Yamamura, M.2    Oda, M.3    Kobuke, Y.4
  • 78
    • 0035211211 scopus 로고    scopus 로고
    • Chemical properties of catechols and their molecular modes of toxic action in cells, from microorganisms to mammals
    • Schweigert N, Zehnder AJ, Eggen RI (2001) Chemical properties of catechols and their molecular modes of toxic action in cells, from microorganisms to mammals. Environ Microbiol 3:81-91
    • (2001) Environ Microbiol , vol.3 , pp. 81-91
    • Schweigert, N.1    Zehnder, A.J.2    Eggen, R.I.3
  • 79
    • 0001055545 scopus 로고
    • Triorganotin compounds as ionophores and inhibitors of ion translocating ATPases
    • Zuckerman JJ (ed) Advances in Chemistry, Washington, DC
    • Selwin MJ (1976) Triorganotin compounds as ionophores and inhibitors of ion translocating ATPases. In: Zuckerman JJ (ed) Organotin compounds: new chemistry and applications, vol 157. Advances in Chemistry, Washington, DC, pp 204-226
    • (1976) Organotin Compounds: New Chemistry and Applications , vol.157 , pp. 204-226
    • Selwin, M.J.1
  • 80
    • 0032795083 scopus 로고    scopus 로고
    • Cystic fibrosis transmembrane conductance regulator. Physical basis for lyotropic anion selectivity patterns
    • Smith SS, Steinle ED, Meyerhoff ME, Dawson DC (1999) Cystic fibrosis transmembrane conductance regulator. Physical basis for lyotropic anion selectivity patterns. J Gen Physiol 114:799-818
    • (1999) J Gen Physiol , vol.114 , pp. 799-818
    • Smith, S.S.1    Steinle, E.D.2    Meyerhoff, M.E.3    Dawson, D.C.4
  • 83
    • 57249103683 scopus 로고    scopus 로고
    • Meso-octamethylcalix[4]pyrrole: An old yet new transmembrane ion-pair transporter
    • doi:10.1039/b814988g
    • Tong CC, Quesada R, Sessler JL, Gale PA (2008) Meso-octamethylcalix[4] pyrrole: an old yet new transmembrane ion-pair transporter. Chem Commun 6321-6323 doi:10.1039/b814988g
    • (2008) Chem Commun , pp. 6321-6323
    • Tong, C.C.1    Quesada, R.2    Sessler, J.L.3    Gale, P.A.4
  • 84
    • 69549120133 scopus 로고    scopus 로고
    • Synthesis and characterization of a redox-active ion channel supporting cation flux in lipid bilayers
    • doi:10.1039/b907350g
    • Tsikolia M et al (2009) Synthesis and characterization of a redox-active ion channel supporting cation flux in lipid bilayers. Org Biomol Chem 7:3862-3870. doi:10.1039/b907350g
    • (2009) Org Biomol Chem , vol.7 , pp. 3862-3870
    • Tsikolia, M.1
  • 85
    • 84890620749 scopus 로고    scopus 로고
    • Making a match for valinomycin: Steroidal scaffolds in the design of electroneutral electrogenic anion carriers
    • doi:10.1021/ar4000345
    • Valkenier H, Davis AP (2013) Making a match for valinomycin: steroidal scaffolds in the design of electroneutral electrogenic anion carriers. Acc Chem Res 46:2898-2909. doi:10.1021/ar4000345
    • (2013) Acc Chem Res , vol.46 , pp. 2898-2909
    • Valkenier, H.1    Davis, A.P.2
  • 86
    • 84876041833 scopus 로고    scopus 로고
    • Transmembrane halogen-bonding cascades
    • doi:10.1021/ja4013276
    • Vargas Jentzsch A, Matile S (2013) Transmembrane halogen-bonding cascades. J Am Chem Soc 135:5302-5303. doi:10.1021/ja4013276
    • (2013) J Am Chem Soc , vol.135 , pp. 5302-5303
    • Vargas Jentzsch, A.1    Matile, S.2
  • 87
    • 84855457611 scopus 로고    scopus 로고
    • Sensing of aqueous fluoride anions by cationic stibine-palladium complexes
    • doi:10.1002/anie.201106242
    • Wade CR, Ke IS, Gabbai FP (2012) Sensing of aqueous fluoride anions by cationic stibine-palladium complexes. Angew Chem 51:478-481. doi:10.1002/anie.201106242
    • (2012) Angew Chem , vol.51 , pp. 478-481
    • Wade, C.R.1    Ke, I.S.2    Gabbai, F.P.3
  • 88
    • 0022476714 scopus 로고
    • Permeability of small nonelectrolytes through lipid bilayer membranes
    • Walter A, Gutknecht J (1986) Permeability of small nonelectrolytes through lipid bilayer membranes. J Membr Biol 90:207-217
    • (1986) J Membr Biol , vol.90 , pp. 207-217
    • Walter, A.1    Gutknecht, J.2
  • 89
    • 84872515650 scopus 로고    scopus 로고
    • Anion-pi interactions: Generality, binding strength, and structure
    • doi:10.1021/ja310834w
    • Wang DX, Wang MX (2013) Anion-pi interactions: generality, binding strength, and structure. J Am Chem Soc 135:892-897. doi:10.1021/ja310834w
    • (2013) J Am Chem Soc , vol.135 , pp. 892-897
    • Wang, D.X.1    Wang, M.X.2
  • 90
    • 0031576656 scopus 로고    scopus 로고
    • Rigid rod-shaped polyols: Functional nonpeptide models for transmembrane proton channels
    • doi:10.1021/ja973126d
    • Weiss LA, Sakai N, Ghebremariam B, Ni C, Matile S (1997) Rigid rod-shaped polyols: functional nonpeptide models for transmembrane proton channels. J Am Chem Soc 119:12142-12149. doi:10.1021/ja973126d
    • (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
  • 91
    • 0037167005 scopus 로고    scopus 로고
    • Fluoride-selective binding in a new deep cavity calix[4]pyrrole: Experiment and theory
    • Woods CJ et al (2002) Fluoride-selective binding in a new deep cavity calix[4]pyrrole: experiment and theory. J Am Chem Soc 124:8644-8652
    • (2002) J Am Chem Soc , vol.124 , pp. 8644-8652
    • Woods, C.J.1
  • 92
    • 77950463309 scopus 로고    scopus 로고
    • Dianilides of dipicolinic acid function as synthetic chloride channels
    • doi:10.1039/b924812a
    • Yamnitz CR, Negin S, Carasel IA, Winter RK, Gokel GW (2010) Dianilides of dipicolinic acid function as synthetic chloride channels. Chem Commun 46:2838-2840. doi:10.1039/b924812a
    • (2010) Chem Commun , vol.46 , pp. 2838-2840
    • Yamnitz, C.R.1    Negin, S.2    Carasel, I.A.3    Winter, R.K.4    Gokel, G.W.5


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