Anion transport and supramolecular medicinal chemistry

Gale, Philip A.; Davis, Jeffery T.; Quesada, Roberto

doi:10.1039/c7cs00159b

Title: Anion transport and supramolecular medicinal chemistry

Journal Article · Wed Apr 05 00:00:00 EDT 2017 · Chemical Society Reviews

DOI:https://doi.org/10.1039/c7cs00159b· OSTI ID:1425621

^[1];

^[2];

^[3]

Univ. of Sydney, NSW (Australia). School of Chemistry
Univ. of Maryland, College Park, MD (United States). Dept. of Chemistry and Biochemistry
Univ. of Burgos (Spain). Dept. of Chemistry

New approaches to the transmembrane transport of anions are discussed in this review. Advances in the design of small molecule anion carriers are reviewed in addition to advances in the design of synthetic anion channels. The application of anion transporters to the potential future treatment of disease is discussed in the context of recent findings on the selectivity of anion transporters.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: Univ. of Maryland, College Park, MD (United States); Univ. of Sydney, NSW (Australia); Univ. of Burgos (Spain)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); Australian Research Council; Ministry of Education of the Junta of Castile and Leon (Spain); La Marato de TV3 Foundation (Spain)

Grant/Contract Number:: FG02-98ER14888; DP170100118; BU340U13; BU092U16; 20132730

OSTI ID:: 1425621

Journal Information:: Chemical Society Reviews, Vol. 46, Issue 9; ISSN 0306-0012

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 231 works

Citation information provided by
Web of Science

References (71)

Synthetic tambjamine analogues induce mitochondrial swelling and lysosomal dysfunction leading to autophagy blockade and necrotic cell death in lung cancer Rodilla, Ananda M.; Korrodi-Gregório, Luís; Hernando, Elsa Biochemical Pharmacology, Vol. 126 https://doi.org/10.1016/j.bcp.2016.11.022	journal	February 2017
Preorganized Aryltriazole Foldamers as Effective Transmembrane Transporters for Chloride Anion Shang, Jie; Si, Wen; Zhao, Wei Organic Letters, Vol. 16, Issue 15 https://doi.org/10.1021/ol501772v	journal	July 2014
Chiral Selective Transmembrane Transport of Amino Acids through Artificial Channels Chen, Lei; Si, Wen; Zhang, Liang Journal of the American Chemical Society, Vol. 135, Issue 6 https://doi.org/10.1021/ja312704e	journal	January 2013
The role of lipophilicity in transmembrane anion transport Saggiomo, Vittorio; Otto, Sijbren; Marques, Igor Chemical Communications, Vol. 48, Issue 43 https://doi.org/10.1039/c2cc31825c	journal	January 2012
Synthetic transporters for sulfate: a new method for the direct detection of lipid bilayer sulfate transport Busschaert, Nathalie; Karagiannidis, Louise E.; Wenzel, Marco Chemical Science, Vol. 5, Issue 3 https://doi.org/10.1039/c3sc52006d	journal	January 2014
A small synthetic molecule functions as a chloride–bicarbonate dual-transporter and induces chloride secretion in cells Liu, Peng-Yun; Li, Shing-To; Shen, Fang-Fang Chemical Communications, Vol. 52, Issue 46 https://doi.org/10.1039/C6CC01964A	journal	January 2016
Hopping-Mediated Anion Transport through a Mannitol-Based Rosette Ion Channel Saha, Tanmoy; Dasari, Sathish; Tewari, Debanjan Journal of the American Chemical Society, Vol. 136, Issue 40 https://doi.org/10.1021/ja506278z	journal	August 2014
Ditopic Ion Transport Systems: Anion-π Interactions and Halogen Bonds at Work Vargas Jentzsch, Andreas; Emery, Daniel; Mareda, Jiri Angewandte Chemie International Edition, Vol. 50, Issue 49 https://doi.org/10.1002/anie.201104966	journal	October 2011
Structure–Activity Relationships in Tripodal Transmembrane Anion Transporters: The Effect of Fluorination Busschaert, Nathalie; Wenzel, Marco; Light, Mark E. Journal of the American Chemical Society, Vol. 133, Issue 35 https://doi.org/10.1021/ja205884y	journal	September 2011
Experimental evidence for the functional relevance of anion–π interactions Dawson, Ryan E.; Hennig, Andreas; Weimann, Dominik P. Nature Chemistry, Vol. 2, Issue 7 https://doi.org/10.1038/nchem.657	journal	May 2010
Anion-π Slides for Transmembrane Transport Mareda, Jiri; Matile, Stefan Chemistry - A European Journal, Vol. 15, Issue 1 https://doi.org/10.1002/chem.200801643	journal	January 2009
A fluorescent assay for chloride transport; identification of a synthetic anionophore with improved activity McNally, Beth A.; Koulov, Atanas V.; Smith, Bradley D. Chemical Communications, Issue 8 https://doi.org/10.1039/b414589e	journal	January 2005
A Synthetic Chloride Channel Restores Chloride Conductance in Human Cystic Fibrosis Epithelial Cells Shen, Bing; Li, Xiang; Wang, Fei PLoS ONE, Vol. 7, Issue 4 https://doi.org/10.1371/journal.pone.0034694	journal	April 2012
Visualization and Quantification of Transmembrane Ion Transport into Giant Unilamellar Vesicles Valkenier, Hennie; López Mora, Néstor; Kros, Alexander Angewandte Chemie International Edition, Vol. 54, Issue 7 https://doi.org/10.1002/anie.201410200	journal	December 2014
Dynamic Covalent Transport of Amino Acids across Lipid Bilayers Wu, Xin; Busschaert, Nathalie; Wells, Neil J. Journal of the American Chemical Society, Vol. 137, Issue 4 https://doi.org/10.1021/ja510063n	journal	January 2015
Facilitated Anion Transport Induces Hyperpolarization of the Cell Membrane That Triggers Differentiation and Cell Death in Cancer Stem Cells Soto-Cerrato, Vanessa; Manuel-Manresa, Pilar; Hernando, Elsa Journal of the American Chemical Society, Vol. 137, Issue 50 https://doi.org/10.1021/jacs.5b09970	journal	December 2015
Squaramides as Potent Transmembrane Anion Transporters Busschaert, Nathalie; Kirby, Isabelle L.; Young, Sarah Angewandte Chemie International Edition, Vol. 51, Issue 18 https://doi.org/10.1002/anie.201200729	journal	March 2012
Efficient, non-toxic anion transport by synthetic carriers in cells and epithelia Li, Hongyu; Valkenier, Hennie; Judd, Luke W. Nature Chemistry, Vol. 8, Issue 1 https://doi.org/10.1038/nchem.2384	journal	November 2015
Cystic fibrosis Ratjen, Felix; Bell, Scott C.; Rowe, Steven M. Nature Reviews Disease Primers, Vol. 1, Issue 1 https://doi.org/10.1038/nrdp.2015.10	journal	May 2015
Chloride impermeability in cystic fibrosis Quinton, Paul M. Nature, Vol. 301, Issue 5899 https://doi.org/10.1038/301421a0	journal	February 1983
Synthetic ion transporters can induce apoptosis by facilitating chloride anion transport into cells Ko, Sung-Kyun; Kim, Sung Kuk; Share, Andrew Nature Chemistry, Vol. 6, Issue 10 https://doi.org/10.1038/nchem.2021	journal	August 2014
Towards “drug-like” indole-based transmembrane anion transporters Moore, Stephen J.; Wenzel, Marco; Light, Mark E. Chemical Science, Vol. 3, Issue 8 https://doi.org/10.1039/c2sc20551c	journal	January 2012
From molecule to malady Ashcroft, Frances M. Nature, Vol. 440, Issue 7083 https://doi.org/10.1038/nature04707	journal	March 2006
Transmembrane Halogen-Bonding Cascades Vargas Jentzsch, Andreas; Matile, Stefan Journal of the American Chemical Society, Vol. 135, Issue 14 https://doi.org/10.1021/ja4013276	journal	March 2013
Tripodal transmembrane transporters for bicarbonate Busschaert, Nathalie; Gale, Philip A.; Haynes, Cally J. E. Chemical Communications, Vol. 46, Issue 34 https://doi.org/10.1039/c0cc01684e	journal	January 2010
A Flexible Solution to Anion Transport: Powerful Anionophores Based on a Cyclohexane Scaffold Cooper, James A.; Street, Steven T. G.; Davis, Anthony P. Angewandte Chemie International Edition, Vol. 53, Issue 22 https://doi.org/10.1002/anie.201311071	journal	April 2014
Molecular mechanisms of CFTR chloride channel dysfunction in cystic fibrosis Welsh, Michael J.; Smith, Alan E. Cell, Vol. 73, Issue 7 https://doi.org/10.1016/0092-8674(93)90353-R	journal	July 1993
Synthetic Prodiginine Obatoclax (GX15-070) and Related Analogues: Anion Binding, Transmembrane Transport, and Cytotoxicity Properties Díaz de Greñu, Borja; Hernández, Paulina Iglesias; Espona, Margarita Chemistry - A European Journal, Vol. 17, Issue 50 https://doi.org/10.1002/chem.201101547	journal	November 2011
Biotin[6]uril Esters: Chloride-Selective Transmembrane Anion Carriers Employing C—H···Anion Interactions Lisbjerg, Micke; Valkenier, Hennie; Jessen, Bo M. Journal of the American Chemical Society, Vol. 137, Issue 15 https://doi.org/10.1021/jacs.5b02306	journal	April 2015
Octafluorocalix[4]pyrrole: A Chloride/Bicarbonate Antiport Agent Gale, Philip A.; Tong, Christine C.; Haynes, Cally J. E. Journal of the American Chemical Society, Vol. 132, Issue 10 https://doi.org/10.1021/ja9092693	journal	March 2010
Tunable transmembrane chloride transport by bis-indolylureas Haynes, Cally J. E.; Moore, Stephen J.; Hiscock, Jennifer R. Chemical Science, Vol. 3, Issue 5 https://doi.org/10.1039/c2sc20041d	journal	January 2012
Strong Antibacterial Properties of Anion Transporters: A Result of Depolarization and Weakening of the Bacterial Membrane Elie, Claude R.; David, Guillaume; Schmitzer, Andreea R. Journal of Medicinal Chemistry, Vol. 58, Issue 5 https://doi.org/10.1021/jm501979f	journal	February 2015
Towards predictable transmembrane transport: QSAR analysis of anion binding and transport Busschaert, Nathalie; Bradberry, Samuel J.; Wenzel, Marco Chemical Science, Vol. 4, Issue 8 https://doi.org/10.1039/c3sc51023a	journal	January 2013
Identification of the cystic fibrosis gene: cloning and characterization of complementary DNA Science, Vol. 245, Issue 4922 https://doi.org/10.1126/science.2475911	journal	September 1989
Green fluorescent protein-based halide indicators with improved chloride and iodide affinities Galietta, Luis J. V.; Haggie, Peter M.; Verkman, A. S. FEBS Letters, Vol. 499, Issue 3 https://doi.org/10.1016/S0014-5793(01)02561-3	journal	June 2001
A synthetic ion transporter that disrupts autophagy and induces apoptosis by perturbing cellular chloride concentrations Busschaert, Nathalie; Park, Seong-Hyun; Baek, Kyung-Hwa Nature Chemistry, Vol. 9, Issue 7 https://doi.org/10.1038/NCHEM.2706	journal	January 2017
Nonprotonophoric Electrogenic Cl − Transport Mediated by Valinomycin-like Carriers Wu, Xin; Judd, Luke W.; Howe, Ethan N. W. Chem, Vol. 1, Issue 1 https://doi.org/10.1016/j.chempr.2016.04.002	journal	July 2016
The ABC protein turned chloride channel whose failure causes cystic fibrosis Gadsby, David C.; Vergani, Paola; Csanády, László Nature, Vol. 440, Issue 7083 https://doi.org/10.1038/nature04712	journal	March 2006
Anion Transport with Chalcogen Bonds Benz, Sebastian; Macchione, Mariano; Verolet, Quentin Journal of the American Chemical Society, Vol. 138, Issue 29 https://doi.org/10.1021/jacs.6b05779	journal	July 2016
Ion Channels — Basic Science and Clinical Disease Ackerman, Michael J.; Clapham, David E. New England Journal of Medicine, Vol. 336, Issue 22 https://doi.org/10.1056/NEJM199705293362207	journal	May 1997
Diaxial Diureido Decalins as Compact, Efficient, and Tunable Anion Transporters Hussain, Sabir; Brotherhood, Peter R.; Judd, Luke W. Journal of the American Chemical Society, Vol. 133, Issue 6 https://doi.org/10.1021/ja1076102	journal	February 2011
Persistent Organic Nanopores Amenable to Structural and Functional Tuning Wei, Xiaoxi; Zhang, Guoqing; Shen, Yi Journal of the American Chemical Society, Vol. 138, Issue 8 https://doi.org/10.1021/jacs.5b12698	journal	February 2016
Oligoether-Strapped Calix[4]pyrrole: An Ion-Pair Receptor Displaying Cation-Dependent Chloride Anion Transport Park, In-Won; Yoo, Jaeduk; Kim, Bohyang Chemistry - A European Journal, Vol. 18, Issue 9 https://doi.org/10.1002/chem.201103239	journal	February 2012
High-Affinity Anion Binding by Steroidal Squaramide Receptors Edwards, Sophie J.; Valkenier, Hennie; Busschaert, Nathalie Angewandte Chemie, Vol. 127, Issue 15 https://doi.org/10.1002/ange.201411805	journal	February 2015
A Supramolecular Approach to Medicinal Chemistry: Medicine Beyond the Molecule Smith, David K. Journal of Chemical Education, Vol. 82, Issue 3 https://doi.org/10.1021/ed082p393	journal	March 2005
pH switchable anion transport by an oxothiosquaramide Elmes, Robert B. P.; Busschaert, Nathalie; Czech, Dawid D. Chemical Communications, Vol. 51, Issue 50 https://doi.org/10.1039/C5CC03625A	journal	January 2015
Biological activity of synthetic ionophores: ion transporters as prospective drugs? Alfonso, Ignacio; Quesada, Roberto Chemical Science, Vol. 4, Issue 8 https://doi.org/10.1039/c3sc50882j	journal	January 2013
Lipophilic balance – a new design principle for transmembrane anion carriers Valkenier, Hennie; Haynes, Cally J. E.; Herniman, Julie Chemical Science, Vol. 5, Issue 3 https://doi.org/10.1039/c3sc52962b	journal	January 2014
Synthesis, Anion-Binding Properties, and In Vitro Anticancer Activity of Prodigiosin Analogues Sessler, Jonathan L.; Eller, Leah R.; Cho, Won-Seob Angewandte Chemie International Edition, Vol. 44, Issue 37 https://doi.org/10.1002/anie.200501740	journal	September 2005
Small-Molecule Uncoupling Protein Mimics: Synthetic Anion Receptors as Fatty Acid-Activated Proton Transporters Wu, Xin; Gale, Philip A. Journal of the American Chemical Society, Vol. 138, Issue 50 https://doi.org/10.1021/jacs.6b10615	journal	December 2016
Calix[4]pyrrole-based anion transporters with tuneable transport properties Yano, Masafumi; Tong, Christine C.; Light, Mark E. Organic & Biomolecular Chemistry, Vol. 8, Issue 19 https://doi.org/10.1039/c0ob00128g	journal	January 2010
pH-Regulated Nonelectrogenic Anion Transport by Phenylthiosemicarbazones Howe, Ethan N. W.; Busschaert, Nathalie; Wu, Xin Journal of the American Chemical Society, Vol. 138, Issue 26 https://doi.org/10.1021/jacs.6b04656	journal	June 2016
Anion transport across varying lipid membranes – the effect of lipophilicity Spooner, Michael J.; Gale, Philip A. Chemical Communications, Vol. 51, Issue 23 https://doi.org/10.1039/C5CC00823A	journal	January 2015
Chloride Transport through Supramolecular Barrel-Rosette Ion Channels: Lipophilic Control and Apoptosis-Inducing Activity Saha, Tanmoy; Gautam, Amitosh; Mukherjee, Arnab Journal of the American Chemical Society, Vol. 138, Issue 50 https://doi.org/10.1021/jacs.6b10379	journal	December 2016
Monoacylglycerols as transmembrane Cl− anion transporters Bahmanjah, Soheila; Zhang, Ning; Davis, Jeffery T. Chemical Communications, Vol. 48, Issue 37 https://doi.org/10.1039/c2cc18148g	journal	January 2012
Cardiac channelopathies Marbán, Eduardo Nature, Vol. 415, Issue 6868 https://doi.org/10.1038/415213a	journal	January 2002
Dianilides of dipicolinic acid function as synthetic chloride channels Yamnitz, Carl R.; Negin, Saeedeh; Carasel, I. Alexandru Chemical Communications, Vol. 46, Issue 16 https://doi.org/10.1039/b924812a	journal	January 2010
Transmembrane Fluoride Transport: Direct Measurement and Selectivity Studies Clarke, Harriet J.; Howe, Ethan N. W.; Wu, Xin Journal of the American Chemical Society, Vol. 138, Issue 50 https://doi.org/10.1021/jacs.6b10694	journal	December 2016
Acylthioureas as anion transporters: the effect of intramolecular hydrogen bonding Haynes, Cally J. E.; Busschaert, Nathalie; Kirby, Isabelle L. Org. Biomol. Chem., Vol. 12, Issue 1 https://doi.org/10.1039/C3OB41522H	journal	January 2014
Transmembrane anion transport mediated by halogen-bond donors Jentzsch, Andreas Vargas; Emery, Daniel; Mareda, Jiri Nature Communications, Vol. 3, Issue 1 https://doi.org/10.1038/ncomms1902	journal	January 2012
Anion Receptor Chemistry Gale, Philip A.; Howe, Ethan N. W.; Wu, Xin Chem, Vol. 1, Issue 3 https://doi.org/10.1016/j.chempr.2016.08.004	journal	September 2016
Structurally simple lipid bilayer transport agents for chloride and bicarbonate Andrews, Natalie J.; Haynes, Cally J. E.; Light, Mark E. Chem. Sci., Vol. 2, Issue 2 https://doi.org/10.1039/C0SC00503G	journal	January 2011
Ion channels versus ion pumps: the principal difference, in principle Gadsby, David C. Nature Reviews Molecular Cell Biology, Vol. 10, Issue 5 https://doi.org/10.1038/nrm2668	journal	April 2009
Quantification of Nitrate−π Interactions and Selective Transport of Nitrate Using Calix[4]pyrroles with Two Aromatic Walls Adriaenssens, Louis; Estarellas, Carolina; Vargas Jentzsch, Andreas Journal of the American Chemical Society, Vol. 135, Issue 22 https://doi.org/10.1021/ja4021793	journal	May 2013
Ditopic Ion Transport Systems: Anion-π Interactions and Halogen Bonds at Work Vargas Jentzsch, Andreas; Emery, Daniel; Mareda, Jiri Angewandte Chemie, Vol. 123, Issue 49 https://doi.org/10.1002/ange.201104966	journal	October 2011
A Flexible Solution to Anion Transport: Powerful Anionophores Based on a Cyclohexane Scaffold Cooper, James A.; Street, Steven T. G.; Davis, Anthony P. Angewandte Chemie, Vol. 126, Issue 22 https://doi.org/10.1002/ange.201311071	journal	April 2014
High-Affinity Anion Binding by Steroidal Squaramide Receptors Edwards, Sophie J.; Valkenier, Hennie; Busschaert, Nathalie Angewandte Chemie International Edition, Vol. 54, Issue 15 https://doi.org/10.1002/anie.201411805	journal	February 2015
Nace Mayo Clinic Cardiology Concise Textbook and Mayo Clinic Cardiology Board Review Questions & Answers https://doi.org/10.1201/b14443-26	book	January 2008
Cardiac channelopathies Claridge, Simon; Yue, Arthur Medicine, Vol. 46, Issue 10 https://doi.org/10.1016/j.mpmed.2018.07.003	journal	October 2018
Synthesis, Anion-Binding Properties, and In Vitro Anticancer Activity of Prodigiosin Analogues Sessler, Jonathan L.; Eller, Leah R.; Cho, Won-Seob Angewandte Chemie, Vol. 117, Issue 37 https://doi.org/10.1002/ange.200501740	journal	September 2005
Squaramides as Potent Transmembrane Anion Transporters Busschaert, Nathalie; Kirby, Isabelle L.; Young, Sarah Angewandte Chemie, Vol. 124, Issue 18 https://doi.org/10.1002/ange.201200729	journal	March 2012

Cited By (75)

Exploiting the Strong Hydrogen Bond Donor Properties of a Borinic Acid Functionality for Fluoride Anion Recognition Chen, Chang-Hong; Gabbaï, François P. Angewandte Chemie, Vol. 130, Issue 2 https://doi.org/10.1002/ange.201709494	journal	December 2017
Self‐Assembly of an Anion‐Binding Cryptand for the Selective Encapsulation, Sequestration, and Precipitation of Phosphate from Aqueous Systems Rice, Craig R.; Slater, Christopher; Faulkner, Robert A. Angewandte Chemie, Vol. 130, Issue 40 https://doi.org/10.1002/ange.201805633	journal	September 2018
Eine molekulare Seilbahn für den transmembranären Ionentransport Credi, Alberto Angewandte Chemie, Vol. 131, Issue 13 https://doi.org/10.1002/ange.201814333	journal	February 2019
Repositioning Chloride Transmembrane Transporters: Transport of Organic Ion Pairs Grauwels, Glenn; Valkenier, Hennie; Davis, Anthony P. Angewandte Chemie, Vol. 131, Issue 21 https://doi.org/10.1002/ange.201900818	journal	April 2019
Molecular Swings as Highly Active Ion Transporters Ren, Changliang; Chen, Feng; Ye, Ruijuan Angewandte Chemie, Vol. 131, Issue 24 https://doi.org/10.1002/ange.201901833	journal	May 2019
pH‐Dependent Chloride Transport by Pseudopeptidic Cages for the Selective Killing of Cancer Cells in Acidic Microenvironments Tapia, Lucía; Pérez, Yolanda; Bolte, Michael Angewandte Chemie, Vol. 131, Issue 36 https://doi.org/10.1002/ange.201905965	journal	July 2019
Voltage‐Switchable HCl Transport Enabled by Lipid Headgroup–Transporter Interactions Wu, Xin; Small, Jennifer R.; Cataldo, Alessio Angewandte Chemie, Vol. 131, Issue 42 https://doi.org/10.1002/ange.201907466	journal	August 2019
Halogen Bonding in Solution: Anion Recognition, Templated Self-Assembly, and Organocatalysis Tepper, Ronny; Schubert, Ulrich S. Angewandte Chemie International Edition, Vol. 57, Issue 21 https://doi.org/10.1002/anie.201707986	journal	April 2018
Exploiting the Strong Hydrogen Bond Donor Properties of a Borinic Acid Functionality for Fluoride Anion Recognition Chen, Chang-Hong; Gabbaï, François P. Angewandte Chemie International Edition, Vol. 57, Issue 2 https://doi.org/10.1002/anie.201709494	journal	December 2017
Self-Assembly of an Anion-Binding Cryptand for the Selective Encapsulation, Sequestration, and Precipitation of Phosphate from Aqueous Systems Rice, Craig R.; Slater, Christopher; Faulkner, Robert A. Angewandte Chemie International Edition, Vol. 57, Issue 40 https://doi.org/10.1002/anie.201805633	journal	September 2018
A Molecular Cable Car for Transmembrane Ion Transport Credi, Alberto Angewandte Chemie International Edition, Vol. 58, Issue 13 https://doi.org/10.1002/anie.201814333	journal	March 2019
Voltage-Switchable HCl Transport Enabled by Lipid Headgroup-Transporter Interactions Wu, Xin; Small, Jennifer R.; Cataldo, Alessio Angewandte Chemie International Edition, Vol. 58, Issue 42 https://doi.org/10.1002/anie.201907466	journal	August 2019
Supramolecular Chemistry in the Biomembrane Barba‐Bon, Andrea; Nilam, Mohamed; Hennig, Andreas ChemBioChem, Vol. 21, Issue 7 https://doi.org/10.1002/cbic.201900646	journal	April 2020
Anthracene Bisureas as Powerful and Accessible Anion Carriers Dias, Christopher M.; Valkenier, Hennie; Davis, Anthony P. Chemistry - A European Journal, Vol. 24, Issue 23 https://doi.org/10.1002/chem.201800508	journal	April 2018
Anion Recognition by a Bioactive Diureidodecalin Anionophore: Solid-State, Solution, and Computational Studies Jurček, Ondřej; Valkenier, Hennie; Puttreddy, Rakesh Chemistry - A European Journal, Vol. 24, Issue 32 https://doi.org/10.1002/chem.201800537	journal	May 2018
New Insights into the Anion Transport Selectivity and Mechanism of Tren-based Tris-(thio)ureas Jowett, Laura A.; Howe, Ethan N. W.; Wu, Xin Chemistry - A European Journal, Vol. 24, Issue 41 https://doi.org/10.1002/chem.201801463	journal	June 2018
Influence of the Insertion Method of Aryl‐Extended Calix[4]pyrroles into Liposomal Membranes on Their Properties as Anion Carriers Martínez‐Crespo, Luis; Sun‐Wang, Jia Liang; Ferreira, Pedro Chemistry – A European Journal, Vol. 25, Issue 18 https://doi.org/10.1002/chem.201806169	journal	March 2019
Light‐Modulated Self‐Blockage of a Urea Binding Site in a Stiff‐Stilbene Based Anion Receptor Jong, Jorn; Feringa, Ben L.; Wezenberg, Sander J. ChemPhysChem, Vol. 20, Issue 24 https://doi.org/10.1002/cphc.201900917	journal	November 2019
Synthesis and molecular structure of functionalized tris[2-(4′-substituted butoxyphenyl)]phosphine oxides as precursors of tripodal ligands Baulina, Tat'yana V.; Kudryavtsev, Igor Yu.; Smolyakov, Alexander F. Heteroatom Chemistry, Vol. 29, Issue 4 https://doi.org/10.1002/hc.21454	journal	July 2018
Lipid membrane interactions of a fluorinated peptide with potential ion channel-forming ability Auger, Maud; Lefèvre, Thierry; Otis, François Peptide Science, Vol. 111, Issue 1 https://doi.org/10.1002/pep2.24051	journal	March 2018
Tripodal tris(diamide) receptor having H-bond donors and acceptors on trindane platform for H2PO4− recognition Kim, Gi-Dong; Bothra, Shilpa; Sahoo, Suban K. Journal of Inclusion Phenomena and Macrocyclic Chemistry, Vol. 95, Issue 3-4 https://doi.org/10.1007/s10847-019-00937-3	journal	July 2019
Induced-fit expansion and contraction of a self-assembled nanocube finely responding to neutral and anionic guests Zhan, Yi-Yang; Kojima, Tatsuo; Nakamura, Takashi Nature Communications, Vol. 9, Issue 1 https://doi.org/10.1038/s41467-018-06874-y	journal	October 2018
Small molecule anionophores promote transmembrane anion permeation matching CFTR activity Hernando, Elsa; Capurro, Valeria; Cossu, Claudia Scientific Reports, Vol. 8, Issue 1 https://doi.org/10.1038/s41598-018-20708-3	journal	February 2018
Fixation of atmospheric CO ₂ as novel carbonate–(water) ₂ –carbonate cluster and entrapment of double sulfate within a linear tetrameric barrel of a neutral bis-urea scaffold Manna, Utsab; Kayal, Santanu; Samanta, Soham Dalton Transactions, Vol. 46, Issue 31 https://doi.org/10.1039/c7dt01697b	journal	January 2017
Halide and hydroxide anion binding in water Savastano, M.; Bazzicalupi, C.; García-Gallarín, C. Dalton Transactions, Vol. 47, Issue 10 https://doi.org/10.1039/c7dt04430e	journal	January 2018
From fundamental supramolecular chemistry to self-assembled nanomaterials and medicines and back again – how Sam inspired SAMul Smith, David K. Chemical Communications, Vol. 54, Issue 38 https://doi.org/10.1039/c8cc01753k	journal	January 2018
Dihydrogen phosphate-containing dinuclear double assemblies that demonstrate phosphate reactivity to the tetrafluoroborate anion Faulkner, Robert A.; Patmore, Nathan J.; Rice, Craig R. Chemical Communications, Vol. 54, Issue 66 https://doi.org/10.1039/c8cc04900a	journal	January 2018
Anion coordination chemistry using O–H groups Boer, Stephanie A.; Foyle, Emer M.; Thomas, Chriso M. Chemical Society Reviews, Vol. 48, Issue 9 https://doi.org/10.1039/c8cs00828k	journal	January 2019
Novel self-adaptive boat-shaped complexes with a tetraphosphine ligand Yue, Kai; Guo, Yi-He; Pan, Jia-Qing Dalton Transactions, Vol. 47, Issue 38 https://doi.org/10.1039/c8dt02498g	journal	January 2018
1,8-Diamidocarbazoles: an easily tuneable family of fluorescent anion sensors and transporters Bąk, Krzysztof M.; Chabuda, Krzysztof; Montes, Helena Organic & Biomolecular Chemistry, Vol. 16, Issue 28 https://doi.org/10.1039/c8ob01031e	journal	January 2018
Synthesis and properties of a lysosome-targeting fluorescent ionophore based on coumarins and squaramides Hong, Xiao-Qiao; Yu, Xi-Hui; Zhang, Kun Organic & Biomolecular Chemistry, Vol. 16, Issue 43 https://doi.org/10.1039/c8ob01957f	journal	January 2018
Fluorinated bisbenzimidazoles: a new class of drug-like anion transporters with chloride-mediated, cell apoptosis-inducing activity Yu, Xi-Hui; Hong, Xiao-Qiao; Chen, Wen-Hua Organic & Biomolecular Chemistry, Vol. 17, Issue 6 https://doi.org/10.1039/c8ob03036g	journal	January 2019
Inhibition of autophagic flux by cyclometalated iridium( iii ) complexes through anion transportation Chen, Mu-He; Zheng, Yue; Cai, Xiong-Jie Chemical Science, Vol. 10, Issue 11 https://doi.org/10.1039/c8sc04520h	journal	January 2019
Fluorinated synthetic anion carriers: experimental and computational insights into transmembrane chloride transport Spooner, Michael J.; Li, Hongyu; Marques, Igor Chemical Science, Vol. 10, Issue 7 https://doi.org/10.1039/c8sc05155k	journal	January 2019
Unveiling the formation 1 : 2 supramolecular complexes between cucurbit[7]uril and a cationic calix[4]arene derivative Pessêgo, Márcia; Mendoza, Johan; da Silva, José Paulo Chemical Communications, Vol. 55, Issue 92 https://doi.org/10.1039/c9cc07280b	journal	January 2019
Tuning the membrane permeability of polymersome nanoreactors developed by aqueous emulsion polymerization-induced self-assembly Varlas, Spyridon; Foster, Jeffrey C.; Georgiou, Panagiotis G. Nanoscale, Vol. 11, Issue 26 https://doi.org/10.1039/c9nr02507c	journal	January 2019
Transmembrane H ⁺ /Cl ⁻ cotransport activity of bis(amido)imidazole receptors Shinde, Sopan Valiba; Talukdar, Pinaki Organic & Biomolecular Chemistry, Vol. 17, Issue 18 https://doi.org/10.1039/c9ob00554d	journal	January 2019
Triaminopyrimidine derivatives as transmembrane HCl transporters Motloch, Petr; Guerreiro, Ana; Azeredo, Carolina Q. Organic & Biomolecular Chemistry, Vol. 17, Issue 22 https://doi.org/10.1039/c9ob00725c	journal	January 2019
Anion carriers as potential treatments for cystic fibrosis: transport in cystic fibrosis cells, and additivity to channel-targeting drugs Li, Hongyu; Valkenier, Hennie; Thorne, Abigail G. Chemical Science, Vol. 10, Issue 42 https://doi.org/10.1039/c9sc04242c	journal	January 2019
Click-tambjamines as efficient and tunable bioactive anion transporters Carreira-Barral, Israel; Mielczarek, Marcin; Alonso-Carrillo, Daniel Chemical Communications, Vol. 56, Issue 21 https://doi.org/10.1039/d0cc00643b	journal	January 2020
Non-covalent allosteric regulation of capsule catalysis Martí-Centelles, Vicente; Spicer, Rebecca L.; Lusby, Paul J. Chemical Science, Vol. 11, Issue 12 https://doi.org/10.1039/d0sc00341g	journal	January 2020
Switchable foldamer ion channels with antibacterial activity Peters, Anna D.; Borsley, Stefan; della Sala, Flavio Chemical Science https://doi.org/10.1039/d0sc02393k	journal	January 2020
A tripodal tris-selenourea anion transporter matches the activity of its thio- analogue but shows distinct selectivity Spooner, Michael J.; Gale, Philip A. Supramolecular Chemistry, Vol. 30, Issue 5-6 https://doi.org/10.1080/10610278.2018.1431394	journal	February 2018
Selective recognition of small hydrogen bond acceptors by a calix[6]arene-based molecular container Lavendomme, Roy; Desroches, Florent; Moerkerke, Steven Supramolecular Chemistry https://doi.org/10.1080/10610278.2019.1679374	journal	October 2019
The hallmarks of living systems: towards creating artificial cells Yewdall, N. Amy; Mason, Alexander F.; van Hest, Jan C. M. Interface Focus, Vol. 8, Issue 5 https://doi.org/10.1098/rsfs.2018.0023	journal	August 2018
Small Molecule Anion Carriers Correct Abnormal Airway Surface Liquid Properties in Cystic Fibrosis Airway Epithelia Gianotti, Ambra; Capurro, Valeria; Delpiano, Livia International Journal of Molecular Sciences, Vol. 21, Issue 4 https://doi.org/10.3390/ijms21041488	journal	February 2020
Simple isophthalamides/dipicolineamides as active transmembrane anion transporters Picci, Giacomo; Carreira-Barral, Israel; Alonso-Carrillo, Daniel Taylor & Francis https://doi.org/10.6084/m9.figshare.11368653.v1	text	January 2019
Encoding, Reading, and Transforming Information Using Multifluorescent Supramolecular Polymeric Hydrogels Ji, Xiaofan; Wu, Ren-Tsung; Long, Lingliang Advanced Materials, Vol. 30, Issue 11 https://doi.org/10.1002/adma.201705480	journal	January 2018
Phosphonium Boranes for the Selective Transport of Fluoride Anions across Artificial Phospholipid Membranes Park, Gyeongjin; Gabbaï, François P. Angewandte Chemie, Vol. 132, Issue 13 https://doi.org/10.1002/ange.201914958	journal	February 2020
Blockable Zn ₁₀ L ₁₅ Ion Channels through Subcomponent Self-Assembly Haynes, Cally J. E.; Zhu, Jinbo; Chimerel, Catalin Angewandte Chemie International Edition, Vol. 56, Issue 48 https://doi.org/10.1002/anie.201709544	journal	November 2017
Induced Fit of C ₂ H ₂ in a Flexible MOF Through Cooperative Action of Open Metal Sites Zeng, Heng; Xie, Mo; Huang, Yong-Liang Angewandte Chemie International Edition, Vol. 58, Issue 25 https://doi.org/10.1002/anie.201904160	journal	May 2019
Self-Assembly and C−H⋅⋅⋅Anion Hydrogen Bonding of Palladium(II)-based Metallacalixarenes Using Pyridyl- or Phenyl-Bridged Di-Naphthoimidazoles Deng, Wei; Yu, Zheng-Su; Liu, Xue-Hui Chemistry - An Asian Journal, Vol. 13, Issue 21 https://doi.org/10.1002/asia.201801345	journal	October 2018
Basic Design Elements for Tunable Cation Transport Using Picolinic-Acid-Incorporated Tetrapeptides Basak, Debajyoti; Saha, Parichita; Madhavan, Nandita ChemistrySelect, Vol. 3, Issue 33 https://doi.org/10.1002/slct.201801612	journal	September 2018
Steric influence of adamantane substitution in tris-urea receptor: encapsulation of sulphate and fluoride-water cluster Kayal, Santanu; Manna, Utsab; Das, Gopal Journal of Chemical Sciences, Vol. 130, Issue 7 https://doi.org/10.1007/s12039-018-1504-6	journal	July 2018
Anion transport by ortho -phenylene bis-ureas across cell and vesicle membranes Dias, Christopher M.; Li, Hongyu; Valkenier, Hennie Organic & Biomolecular Chemistry, Vol. 16, Issue 7 https://doi.org/10.1039/c7ob02787g	journal	January 2018
Anion-coordination-directed self-assemblies Yang, Dong; Zhao, Jie; Yang, Xiao-Juan Organic Chemistry Frontiers, Vol. 5, Issue 4 https://doi.org/10.1039/c7qo00895c	journal	January 2018
Small molecule anion transporters display in vitro antimicrobial activity against clinically relevant bacterial strains Carreira-Barral, Israel; Rumbo, Carlos; Mielczarek, Marcin Chemical Communications, Vol. 55, Issue 68 https://doi.org/10.1039/c9cc04304g	journal	January 2019
Apoptosis-inducing activity of a fluorescent barrel-rosette M ⁺ /Cl ⁻ channel Malla, Javid Ahmad; Umesh, Rintu M.; Vijay, Amal Chemical Science, Vol. 11, Issue 9 https://doi.org/10.1039/c9sc06520b	journal	January 2020
Molecular recognition of bisphosphonate-based drugs by di-zinc receptors in aqueous solution and on gold nanoparticles Torres-Huerta, Aaron; Chan, Tiffany G.; White, Andrew J. P. Dalton Transactions, Vol. 49, Issue 18 https://doi.org/10.1039/d0dt00930j	journal	January 2020
Redox-controlled chalcogen-bonding at tellurium: impact on Lewis acidity and chloride anion transport properties Zhou, Benyu; Gabbaï, François P. Chemical Science, Vol. 11, Issue 28 https://doi.org/10.1039/d0sc02872j	journal	January 2020
Anion Influence on the Packing of 1,3-Bis(4-Ethynyl-3-Iodopyridinium)-Benzene Halogen Bond Receptors Decato, Daniel A.; Riel, Asia Marie S.; Berryman, Orion B. Crystals, Vol. 9, Issue 10 https://doi.org/10.3390/cryst9100522	journal	October 2019
Investigating the Influence of Steric Hindrance on Selective Anion Transport Jowett, Laura; Ricci, Angela; Wu, Xin Molecules, Vol. 24, Issue 7 https://doi.org/10.3390/molecules24071278	journal	April 2019
Simple isophthalamides/dipicolineamides as active transmembrane anion transporters Picci, Giacomo; Carreira-Barral, Israel; Alonso-Carrillo, Daniel Taylor & Francis https://doi.org/10.6084/m9.figshare.11368653	text	January 2019
Halogenbrücken in Lösung: Anionenerkennung, Templat‐gestützte Selbstorganisation und Organokatalyse Tepper, Ronny; Schubert, Ulrich S. Angewandte Chemie, Vol. 130, Issue 21 https://doi.org/10.1002/ange.201707986	journal	April 2018
Phosphonium Boranes for the Selective Transport of Fluoride Anions across Artificial Phospholipid Membranes Park, Gyeongjin; Gabbaï, François P. Angewandte Chemie International Edition, Vol. 59, Issue 13 https://doi.org/10.1002/anie.201914958	journal	February 2020
Evidence for anion-binding of all- cis hexafluorocyclohexane in solution and solid state Shyshov, Oleksandr; Siewerth, Kevin Andre; von Delius, Max Chemical Communications, Vol. 54, Issue 34 https://doi.org/10.1039/c8cc01797b	journal	January 2018
Full elucidation of the transmembrane anion transport mechanism of squaramides using in silico investigations Marques, Igor; Costa, Pedro M. R.; Q. Miranda, Margarida Physical Chemistry Chemical Physics, Vol. 20, Issue 32 https://doi.org/10.1039/c8cp02576b	journal	January 2018
Simple isophthalamides/dipicolineamides as active transmembrane anion transporters Picci, Giacomo; Carreira-Barral, Israel; Alonso-Carrillo, Daniel Supramolecular Chemistry, Vol. 32, Issue 2 https://doi.org/10.1080/10610278.2019.1702194	journal	December 2019
Molecular Swings as Highly Active Ion Transporters Ren, Changliang; Chen, Feng; Ye, Ruijuan Angewandte Chemie International Edition, Vol. 58, Issue 24 https://doi.org/10.1002/anie.201901833	journal	May 2019
pH-Dependent Chloride Transport by Pseudopeptidic Cages for the Selective Killing of Cancer Cells in Acidic Microenvironments Tapia, Lucía; Pérez, Yolanda; Bolte, Michael Angewandte Chemie International Edition, Vol. 58, Issue 36 https://doi.org/10.1002/anie.201905965	journal	August 2019
Selective recognition of small hydrogen bond acceptors by a calix[6]arene-based molecular container Lavendomme, Roy; Desroches, Florent; Moerkerke, Steven Taylor & Francis https://doi.org/10.6084/m9.figshare.10007231.v1	text	January 2019
Selective recognition of small hydrogen bond acceptors by a calix[6]arene-based molecular container Lavendomme, Roy; Desroches, Florent; Moerkerke, Steven Taylor & Francis https://doi.org/10.6084/m9.figshare.10007231	text	January 2019
Induced Fit of C ₂ H ₂ in a Flexible MOF Through Cooperative Action of Open Metal Sites Zeng, Heng; Xie, Mo; Huang, Yong‐Liang Angewandte Chemie https://doi.org/10.1002/ange.201904160	journal	May 2019
Synthesis and biological evaluation of aza-crown ether–squaramide conjugates as anion/cation symporters Yu, Xi-Hui; Cai, Xiong-Jie; Hong, Xiao-Qiao Future Medicinal Chemistry, Vol. 11, Issue 10 https://doi.org/10.4155/fmc-2018-0595	journal	May 2019
Ionophore constructed from non-covalent assembly of a G-quadruplex and liponucleoside transports K+-ion across biological membranes Debnath, Manish; Chakraborty, Sandipan; Kumar, Y. Pavan Nature Communications, Vol. 11, Issue 1 https://doi.org/10.1038/s41467-019-13834-7	journal	January 2020

Similar Records

Ion Exchange and Solvent Extraction: Supramolecular Aspects of Solvent Exchange Volume 21

Book · Tue Jan 01 00:00:00 EST 2013 · OSTI ID:1425621

Gloe, Karsten; Tasker, Peter A; Oshima, Tatsuya; +2 more

Supramolecular Chemistry of Selective Anion Recognition for Anions of Environmental Relevance

Technical Report · Wed Dec 01 00:00:00 EST 2004 · OSTI ID:1425621

Bowman-James, Kristen

Supramolecular Chemistry of Environmentally Relevant Anions

Conference · Wed Sep 10 00:00:00 EDT 2003 · OSTI ID:1425621

Bowman-James, Kristin; Moyer, B A; Sessler, Jonathan L

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Title: Anion transport and supramolecular medicinal chemistry

Citation Formats

References (71)

Cited By (75)

Similar Records

Related Subjects