0000000000323617

AUTHOR

Anthony P. Davis

0000-0001-5213-624x

showing 17 related works from this author

Efficient, non-toxic anion transport by synthetic carriers in cells and epithelia.

2016

Transmembrane anion transporters (anionophores) have potential for new modes of biological activity, including therapeutic applications. In particular they might replace the activity of defective anion channels in conditions such as cystic fibrosis. However, data on the biological effects of anionophores are scarce, and it remains uncertain whether such molecules are fundamentally toxic. Here, we report a biological study of an extensive series of powerful anion carriers. Fifteen anionophores were assayed in single cells by monitoring anion transport in real time through fluorescence emission from halide-sensitive yellow fluorescent protein. A bis-(p-nitrophenyl)ureidodecalin shows especial…

Yellow fluorescent proteinpotencyGeneral Chemical Engineeringsynthetic anion carriersCystic Fibrosis Transmembrane Conductance Regulator01 natural sciencesMadin Darby Canine Kidney CellsCell membranedeliverabilityta116Drug CarriersbiologyMolecular StructureChemistryBiological activitypersistenceCystic fibrosis transmembrane conductance regulatorTransmembrane proteinanionophoresmedicine.anatomical_structureBiochemistryPhosphatidylcholinesSteroidsChlorineAnionsCell SurvivalNaphthalenesta3111010402 general chemistryDogsBacterial ProteinsCyclohexanesmedicineAnimalsHumansIon transporterCell ProliferationIon Transport010405 organic chemistryCell MembranetoxicityTransporterEpithelial CellsHydrogen BondingGeneral ChemistryRats Inbred F3440104 chemical sciencesElectrophysiological PhenomenaLuminescent ProteinsMicroscopy FluorescenceCell cultureDrug Designbiology.proteinHeLa CellsNature chemistry
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Sterically geared tris-thioureas; transmembrane chloride transporters with unusual activity and accessibility

2015

Tris-N-arylthioureas derived in one step from 1,3,5-tris(aminomethyl)-2,4,6-triethylbenzene are remarkably effective anion carriers. With optimised aryl substituents their activities come close to the best currently known, suggesting that they might find use as readily available standards in anion transport research.

AnionsModels MolecularTrisSteric effectsCrystallography X-RayChlorideCatalysisPhysico-chimie généralechemistry.chemical_compoundChloridesMaterials ChemistrymedicineChimieMoleculeOrganic chemistryta116Ion transporterIon TransportMolecular StructureChemistryArylThioureatransmembrane anion carriersMetals and Alloystransmembrane transportersGeneral ChemistryCombinatorial chemistryTransmembrane proteinSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsChimie organiqueThioureaCeramics and Compositesmedicine.drugChemical Communications
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Hexagonal Microparticles from Hierarchical Self-Organization of Chiral Trigonal Pd3L6 Macrotetracycles

2021

Construction of structurally complex architectures using inherently chiral, asymmetric, or multi-heterotopic ligands is a major challenge in metallosupramolecular chemistry. Moreover, the hierarchical self-organization of such complexes is unique. Here, we introduce a water-soluble, facially amphiphilic, amphoteric, chiral, asymmetric, and hetero-tritopic ligand derived from natural bile acid, ursodeoxycholic acid. We show that via the supramolecular transmetalation reaction, using nitrates of Cu(II) or Fe(III), and subsequently Pd(II), a superchiral Pd3L6 complex can be obtained. Even though several possible constitutional isomers of Pd3L6 could be formed, because of the ligand asymmetry a…

particlesurfactantSupramolecular chemistryGeneral Physics and Astronomychemistry.chemical_elementchirality02 engineering and technology010402 general chemistry01 natural sciences114 Physical sciencessupramolecular chemistryTransmetalationPhysico-chimie généraleChimie des colloïdesAmphiphileStructural isomersupramolekulaarinen kemiaChimiebile acidGeneral Materials ScienceLigandChemistryGeneral Engineeringheterotopic ligandChimie des surfaces et des interfacesGeneral Chemistrykompleksiyhdisteetself-assembly021001 nanoscience & nanotechnologypalladiumself-organization0104 chemical sciences3. Good healthmikrorakenteetCrystallographyChimie organiqueGeneral EnergytransmetalationSelf-assembly0210 nano-technologyChirality (chemistry)Palladium
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Anion Recognition by a Bioactive Diureidodecalin Anionophore: Solid-State, Solution, and Computational Studies

2018

Recent work has identified a bis-(p-nitrophenyl)ureidodecalin anion carrier as a promising candidate for biomedical applications, showing good activity for chloride transport in cells yet almost no cytotoxicity. To underpin further development of this and related compounds, a detailed structural and binding investigation is reported. Crystal structures of the transporter as five solvates confirm the diaxial positioning of urea groups while revealing a degree of conformational flexibility. Structures of complexes with Cl−, Br−, NO3 −, SO4 2− and AcO−, supported by computational studies, show how the binding site can adapt to accommodate these anions. 1H NMR binding studies revealed exception…

Anionsinorganic chemicalsMagnetic Resonance SpectroscopyAnion ReceptorsMolecular Conformationreceptorsanion recognitionCrystal structureCrystallography X-Ray010402 general chemistry01 natural sciencesChlorideCatalysisNitrophenolsComputers MolecularPhysico-chimie généraleChloridesChimie des colloïdesTheoryofComputation_ANALYSISOFALGORITHMSANDPROBLEMCOMPLEXITYmedicineUreaChimieMoleculehost–guest interactionsBinding siteta116Binding SitesFull Paper010405 organic chemistryChemistryHydrogen bondOrganic ChemistryChimie des surfaces et des interfacesGeneral ChemistryFull PapersAffinities0104 chemical sciences3. Good healthChimie organiqueCrystallographyhydrogen bondssolid-state structuresProton NMRSelectivityanionsmedicine.drugChemistry - A European Journal
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An Extraction-Based Assay for Neutral Anionophores: The Measurement of High Binding Constants to Steroidal Receptors in a Nonpolar Solvent

2002

The extraction-based proto- col for measuring binding constants, developed by Cram and co-workers, has been extended for use with anionic substrates. The method is especially useful for high-affinity receptors, allow- ing very high binding constants to be measured in nonpolar solvents. Distri- bution constants Kd between chloroform and water have been obtained for tet- raethylammonium chloride and bro- mide, thus calibrating the method for these two substrates. Application to steroidal podands 5 ± 9 has confirmed the ability of electron-withdrawing groups to enhance hydrogen-bond do- nor capabilities. Binding constants of 3 10 71 have been measured for the most powerful receptor 7. An X-ray…

ChloroformStereochemistryOrganic ChemistryExtraction (chemistry)Supramolecular chemistryGeneral ChemistryCrystal structureChlorideCatalysisSolventchemistry.chemical_compoundMolecular recognitionchemistryComputational chemistrymedicineBinding sitemedicine.drugChemistry - A European Journal
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CCDC 1953708: Experimental Crystal Structure Determination

2021

Related Article: Ondřej Jurček, Nonappa, Elina Kalenius, Pia Jurček, Juha M. Linnanto, Rakesh Puttreddy, Hennie Valkenier, Nikolay Houbenov, Michal Babiak, Miroslav Peterek, Anthony P. Davis, Radek Marek, Kari Rissanen|2021|Cell Reports Physical Science|2|100303|doi:10.1016/j.xcrp.2020.100303

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters37-bis{[(pyridin-4-yl)carbamoyl]oxy}cholan-24-oic acid acetonitrile ethanol solvate hemihydrateExperimental 3D Coordinates
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CCDC 1420195: Experimental Crystal Structure Determination

2015

Related Article: Hongyu Li, Hennie Valkenier, Luke W. Judd, Peter R. Brotherhood, Sabir Hussain, James A. Cooper, Ondřej Jurček, Hazel A. Sparkes, David N. Sheppard, Anthony P. Davis|2016|Nature Chemistry|8|24|doi:10.1038/nchem.2384

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersNNNN-tetramethylaminium chloride ethyl 27-bis(((4-nitrophenyl)carbamoyl)amino)octahydronaphthalene-4a(2H)-carboxylateExperimental 3D Coordinates
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CCDC 1818063: Experimental Crystal Structure Determination

2018

Related Article: Ondřej Jurček, Hennie Valkenier, Rakesh Puttreddy, Martin Novák, Hazel A. Sparkes, Radek Marek, Kari Rissanen, Anthony P. Davis|2018|Chem.-Eur.J.|24|8178|doi:10.1002/chem.201800537

Space GroupCrystallographyethyl 27-bis{[(4-nitrophenyl)carbamoyl]amino}octahydronaphthalene-4a(2H)-carboxylate monohydrateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1411525: Experimental Crystal Structure Determination

2015

Related Article: Hennie Valkenier, Christopher M. Dias, Kathryn L. Porter Goff, Ondřej Jurček, Rakesh Puttreddy, Kari Rissanen, Anthony P. Davis|2015|Chem.Commun.|51|14235|doi:10.1039/C5CC05737J

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersTetramethylammonium chloride 11'1''-((246-triethylbenzene-135-triyl)tris(methylene))tris(3-(35-bis(trifluoromethyl)phenyl)(thiourea)) monohydrateExperimental 3D Coordinates
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CCDC 1817835: Experimental Crystal Structure Determination

2018

Related Article: Ondřej Jurček, Hennie Valkenier, Rakesh Puttreddy, Martin Novák, Hazel A. Sparkes, Radek Marek, Kari Rissanen, Anthony P. Davis|2018|Chem.-Eur.J.|24|8178|doi:10.1002/chem.201800537

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(tetramethylammonium) bis(ethyl 27-bis{[(4-nitrophenyl)carbamoyl]amino}octahydronaphthalene-4a(2H)-carboxylate) sulfate dihydrateExperimental 3D Coordinates
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CCDC 1817833: Experimental Crystal Structure Determination

2018

Related Article: Ondřej Jurček, Hennie Valkenier, Rakesh Puttreddy, Martin Novák, Hazel A. Sparkes, Radek Marek, Kari Rissanen, Anthony P. Davis|2018|Chem.-Eur.J.|24|8178|doi:10.1002/chem.201800537

Space GroupCrystallographyCrystal SystemCrystal Structuretetramethylammonium ethyl 27-bis{[(4-nitrophenyl)carbamoyl]amino}octahydronaphthalene-4a(2H)-carboxylate acetate hemihydrateCell ParametersExperimental 3D Coordinates
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CCDC 1817831: Experimental Crystal Structure Determination

2018

Related Article: Ondřej Jurček, Hennie Valkenier, Rakesh Puttreddy, Martin Novák, Hazel A. Sparkes, Radek Marek, Kari Rissanen, Anthony P. Davis|2018|Chem.-Eur.J.|24|8178|doi:10.1002/chem.201800537

ethyl 27-bis{[(4-nitrophenyl)carbamoyl]amino}octahydronaphthalene-4a(2H)-carboxylate tetrahydrofuran solvateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1817830: Experimental Crystal Structure Determination

2018

Related Article: Ondřej Jurček, Hennie Valkenier, Rakesh Puttreddy, Martin Novák, Hazel A. Sparkes, Radek Marek, Kari Rissanen, Anthony P. Davis|2018|Chem.-Eur.J.|24|8178|doi:10.1002/chem.201800537

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinatesethyl 27-bis{[(4-nitrophenyl)carbamoyl]amino}octahydronaphthalene-4a(2H)-carboxylate acetone solvate
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CCDC 1817834: Experimental Crystal Structure Determination

2018

Related Article: Ondřej Jurček, Hennie Valkenier, Rakesh Puttreddy, Martin Novák, Hazel A. Sparkes, Radek Marek, Kari Rissanen, Anthony P. Davis|2018|Chem.-Eur.J.|24|8178|doi:10.1002/chem.201800537

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterstetramethylammonium ethyl 27-bis{[(4-nitrophenyl)carbamoyl]amino}octahydronaphthalene-4a(2H)-carboxylate nitrateExperimental 3D Coordinates
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CCDC 1817832: Experimental Crystal Structure Determination

2018

Related Article: Ondřej Jurček, Hennie Valkenier, Rakesh Puttreddy, Martin Novák, Hazel A. Sparkes, Radek Marek, Kari Rissanen, Anthony P. Davis|2018|Chem.-Eur.J.|24|8178|doi:10.1002/chem.201800537

Space GroupCrystallographyethyl 27-bis{[(4-nitrophenyl)carbamoyl]amino}octahydronaphthalene-4a(2H)-carboxylate dimethyl sulfoxide solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1586249: Experimental Crystal Structure Determination

2018

Related Article: Ondřej Jurček, Hennie Valkenier, Rakesh Puttreddy, Martin Novák, Hazel A. Sparkes, Radek Marek, Kari Rissanen, Anthony P. Davis|2018|Chem.-Eur.J.|24|8178|doi:10.1002/chem.201800537

Space GroupCrystallographyCrystal SystemCrystal Structureethyl 27-bis{[(4-nitrophenyl)carbamoyl]amino}octahydronaphthalene-4a(2H)-carboxylate methanol solvate hydrateCell ParametersExperimental 3D Coordinates
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CCDC 1586251: Experimental Crystal Structure Determination

2018

Related Article: Ondřej Jurček, Hennie Valkenier, Rakesh Puttreddy, Martin Novák, Hazel A. Sparkes, Radek Marek, Kari Rissanen, Anthony P. Davis|2018|Chem.-Eur.J.|24|8178|doi:10.1002/chem.201800537

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinatestetramethylammonium bromide ethyl 27-bis{[(4-nitrophenyl)carbamoyl]amino}octahydronaphthalene-4a(2H)-carboxylate
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