Synthetic transmembrane channel molecules formed by acyclic cucurbiturils and pillararene: Tuning cation selectivity and generating membrane potential

Zhu, Panyong; Kong, Lingguang; Zhang, Yazhou; Liu, Qingmeng; Liao, Xiali; Song, Yuzhu; Yang, Bo

doi:10.1016/j.molliq.2023.121198

“…Zhu et al designed and synthesized a novel class of synthetic transmembrane channel molecules 10 based on acyclic cucurbiturils (ACBs) and pillar [5] arene (PA [5]). 51 In this study, three channel molecules with varying chain lengths, namely 10a, 10b and 10c (Fig. 5d), were prepared.…”

Section: Unimolecular Artificial Potassium Channelsmentioning

confidence: 99%

Artificial transmembrane potassium transporters: designs, functions, mechanisms and applications

Yuan,

Shen,

Zeng

2024

Chem. Commun.

9

0

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Acyclic Cucurbit[n]uril Receptors Function as Solid State Sequestrants for Organic Micropollutants

Perera,

Shaurya,

Baptiste

et al. 2024

Angewandte Chemie

0

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The accumulation of organic micropollutants (OMP) in aquatic systems is a major societal problem that can be addressed by approaches including nanofiltration, flocculation, reverse osmosis and adsorptive methods using insoluble materials (e.g. activated carbon, MOFs, nanocomposites). More recently, polymeric versions of supramolecular hosts (e.g. cyclodextrins, calixarenes, pillararenes) have been investigated as OMP sequestrants. Herein, we report our study of the use of water insoluble dimethylcatechol walled acyclic cucurbit[n]uril (CB[n]) hosts as solid state sequestrants for a panel of five OMPs. A series of hosts (H1 – H4) were synthesized by reaction of glycoluril oligomer (monomer – tetramer) with 3,6‐dimethylcatechol and fully characterized by spectroscopic means and x‐ray crystallography. The solid hosts sequester OMPs from water with removal efficiencies exceeding 90% in some cases. The removal efficiencies of the new hosts parallel the known molecular recognition properties of analogous water soluble acyclic CB[n]. OMP uptake by solid host occurs rapidly (≈120 seconds). Head‐to‐head comparison with CB[6] in batch‐mode separation and DARCO activated carbon in flow‐through separation mode show that tetramer derived host (H4) performs very well under identical conditions. The work establishes insoluble acyclic CB[n]‐type receptors as a promising new platform for OMP sequestration.

show abstract

Acyclic Cucurbit[n]uril Receptors Function as Solid State Sequestrants for Organic Micropollutants

Perera,

Shaurya,

Baptiste

et al. 2024

Angew Chem Int Ed

1

0

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The accumulation of organic micropollutants (OMP) in aquatic systems is a major societal problem that can be addressed by approaches including nanofiltration, flocculation, reverse osmosis and adsorptive methods using insoluble materials (e.g. activated carbon, MOFs, nanocomposites). More recently, polymeric versions of supramolecular hosts (e.g. cyclodextrins, calixarenes, pillararenes) have been investigated as OMP sequestrants. Herein, we report our study of the use of water insoluble dimethylcatechol walled acyclic cucurbit[n]uril (CB[n]) hosts as solid state sequestrants for a panel of five OMPs. A series of hosts (H1 – H4) were synthesized by reaction of glycoluril oligomer (monomer – tetramer) with 3,6‐dimethylcatechol and fully characterized by spectroscopic means and x‐ray crystallography. The solid hosts sequester OMPs from water with removal efficiencies exceeding 90% in some cases. The removal efficiencies of the new hosts parallel the known molecular recognition properties of analogous water soluble acyclic CB[n]. OMP uptake by solid host occurs rapidly (≈120 seconds). Head‐to‐head comparison with CB[6] in batch‐mode separation and DARCO activated carbon in flow‐through separation mode show that tetramer derived host (H4) performs very well under identical conditions. The work establishes insoluble acyclic CB[n]‐type receptors as a promising new platform for OMP sequestration.

show abstract

Synthetic transmembrane channel molecules formed by acyclic cucurbiturils and pillararene: Tuning cation selectivity and generating membrane potential

Cited by 6 publications

References 28 publications

Artificial transmembrane potassium transporters: designs, functions, mechanisms and applications

Artificial transmembrane potassium transporters: designs, functions, mechanisms and applications

Acyclic Cucurbit[n]uril Receptors Function as Solid State Sequestrants for Organic Micropollutants

Acyclic Cucurbit[n]uril Receptors Function as Solid State Sequestrants for Organic Micropollutants

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