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Literature DB >> 25851041

Biotin[6]uril Esters: Chloride-Selective Transmembrane Anion Carriers Employing C-H···Anion Interactions.

Micke Lisbjerg^1,2, Hennie Valkenier², Bo M Jessen¹, Hana Al-Kerdi¹, Anthony P Davis², Michael Pittelkow¹.

Abstract

Biotin[6]uril hexaesters represent a new class of anionophores which operate solely through C-H···anion interactions. The use of soft H-bond donors favors the transport of less hydrophilic anions (e.g., Cl(-), NO3(-)) over hard, stongly hydrated anions (e.g., HCO3(-) and SO4(2-)). Especially relevant is the selectivity between chloride and bicarbonate, the major inorganic anions in biological systems.

Entities: Chemical

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Year: 2015 PMID： 25851041 DOI： 10.1021/jacs.5b02306

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

21 in total

1. Cationic acyclic cucurbit[n]uril-type containers: synthesis and molecular recognition toward nucleotides.

Authors: David Sigwalt; Peter Y Zavalij; Lyle Isaacs
Journal: Supramol Chem Date: 2016-04-13 Impact factor: 1.688

Review 2. Molecular Probes, Chemosensors, and Nanosensors for Optical Detection of Biorelevant Molecules and Ions in Aqueous Media and Biofluids.

Authors: Joana Krämer; Rui Kang; Laura M Grimm; Luisa De Cola; Pierre Picchetti; Frank Biedermann
Journal: Chem Rev Date: 2022-01-07 Impact factor: 60.622

Review 3. CH-π Interactions in Glycan Recognition.

Authors: Laura L Kiessling; Roger C Diehl
Journal: ACS Chem Biol Date: 2021-10-06 Impact factor: 4.634

4. Influence of effective polarization on ion and water interactions within a biomimetic nanopore.

Authors: Linda X Phan; Charlotte I Lynch; Jason Crain; Mark S P Sansom; Stephen J Tucker
Journal: Biophys J Date: 2022-05-07 Impact factor: 3.699

5. Tuning Supramolecular Selectivity for Hydrosulfide: Linear Free Energy Relationships Reveal Preferential C-H Hydrogen Bond Interactions.

Authors: Hazel A Fargher; Nathanael Lau; H Camille Richardson; Paul Ha-Yeon Cheong; Michael M Haley; Michael D Pluth; Darren W Johnson
Journal: J Am Chem Soc Date: 2020-04-24 Impact factor: 15.419

Biotin[6]uril Esters: Chloride-Selective Transmembrane Anion Carriers Employing C-H···Anion Interactions.

1. Cationic acyclic cucurbit[n]uril-type containers: synthesis and molecular recognition toward nucleotides.

Review 2. Molecular Probes, Chemosensors, and Nanosensors for Optical Detection of Biorelevant Molecules and Ions in Aqueous Media and Biofluids.

Review 3. CH-π Interactions in Glycan Recognition.

4. Influence of effective polarization on ion and water interactions within a biomimetic nanopore.

5. Tuning Supramolecular Selectivity for Hydrosulfide: Linear Free Energy Relationships Reveal Preferential C-H Hydrogen Bond Interactions.

6. Substituent Effects in CH Hydrogen Bond Interactions: Linear Free Energy Relationships and Influence of Anions.

7. A Synthetic Supramolecular Receptor for the Hydrosulfide Anion.

Review 8. C-H⋯S hydrogen bonding interactions.

9. Transmembrane Transport of Bicarbonate Unravelled*.

10. Anion binding properties of a hollow PdL-cage.