Enhancing the selectivity of optical sensors using synthetic transmembrane ion transporters

Marshall, Sarah R; Singh, Anmol; Wagner, Jacqueline N; Busschaert, Nathalie

doi:10.1039/d0cc06437h

Cited by 13 publications

(11 citation statements)

References 43 publications

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“… 166 In addition, other sensing principles are ripe for exploration in concert with sigma–hole interactions, such as indicator displacement assays (IDAs) 178 or the recently developed transporter–liposome–fluorophore (TLF) approach which relies on the quenching of a vesicle-encapsulated fluorophore by the analyte ion. 179 In the latter, a selectivity enhancement is achieved by use of a transmembrane ion transporter, such that only ions which can cross the vesicle membrane and quench the encapsulated fluorophore induce a response. Due to their typically improved or contrasting anion transport selectivities and efficacies, sigma–hole anionophores have much to offer as potent anionophores in TLF assays.…”

Section: Discussionmentioning

confidence: 99%

Halogen bonding and chalcogen bonding mediated sensing

Hein

Beer

2022

Chem. Sci.

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Section: Discussionmentioning

confidence: 99%

Halogen bonding and chalcogen bonding mediated sensing

Hein

Beer

2022

Chem. Sci.

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“…Anion transport − with pnictogen bonds − has been realized recently − as logical continuation of the earlier studies with chalcogen , and halogen , bonds. These unorthodox interactions all originate from σ holes and, related to σ* antibonding orbitals, extend linearly from all covalent bonds made by the element (Figure a, see refs and for electrostatic potential surfaces). − Their strength increases with withdrawing substituents and polarizability of the element, that increases top–down and right–left in the periodic table …”

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confidence: 71%

Pnictogen-Bonding Catalysis and Transport Combined: Polyether Transporters Made In Situ

Humeniuk

Gini

Hao

et al. 2021

JACS Au

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The combination of catalysis and transport across lipid bilayer membranes promises directional access to a solvent-free and structured nanospace that could accelerate, modulate, and, at best, enable new chemical reactions. To elaborate on these expectations, anion transport and catalysis with pnictogen and tetrel bonds are combined with polyether cascade cyclizations into bioinspired cation transporters. Characterized separately, synergistic anion and cation transporters of very high activity are identified. Combined for catalysis in membranes, cascade cyclizations are found to occur with a formal rate enhancement beyond one million compared to bulk solution and product formation is detected in situ as an increase in transport activity. With this operational system in place, intriguing perspectives open up to exploit all aspects of this unique nanospace for important chemical transformations.

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“…We, therefore, examined the effect of DPU and DPUD treatment on Cltransport across membranes using an in vitro assay with large unilamellar vesicles (LUVs) containing a Cl --sensitive uorophore, lucigenin. 18 Addition of DPUDs caused a rapid drop in lucigenin uorescence, indicating Clin ux into the LUVs. However, DPU addition did not lead to any substantial decrease in uorescence (Figure 3F; Figure S5G).…”

Section: Resultsmentioning

confidence: 99%

Diphenylurea derivatives broadly inhibit SARS-CoV-2 and influenza A virus infections by perturbing endocytic trafficking

Kumar

Taily

Singh

et al. 2022

Preprint

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Rapid evolution of SARS-CoV-2 and influenza A virus (IAV) poses enormous challenge in the development of broad-spectrum antivirals, effective against the existing and emerging viral strains. Virus entry through endocytosis represents an attractive target for drug development, as inhibition of this early infection step should block downstream infection processes and potentially inhibit viruses sharing the same entry route. Through high-content screening, we have identified diphenylurea derivatives (DPUDs) as a new class of endocytosis inhibitors, which broadly restricted entry and replication of several SARS-CoV-2 and IAV strains in tissue culture cells, without affecting cell viability. We found, DPUDs transported chloride ions into the cell, and interfered with the endocytic machinery by perturbing intracellular chloride homeostasis. Finally, we tested DPUDs in mice challenged with SARS-CoV-2 and IAV. Treatment with DPUDs led to remarkable body weight recovery, improved survival, and significant reduction in lung viral load, indicating their potential as broad-acting antivirals.

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Enhancing the selectivity of optical sensors using synthetic transmembrane ion transporters

Abstract: Herein, we introduce a new method to optimize the properties of optical sensors, coined the Transporter-Liposome-Fluorophore (TLF) approach. It is shown that this approach can greatly improve the selectivity of...

Cited by 13 publications

References 43 publications

Halogen bonding and chalcogen bonding mediated sensing

Halogen bonding and chalcogen bonding mediated sensing

Pnictogen-Bonding Catalysis and Transport Combined: Polyether Transporters Made In Situ

Diphenylurea derivatives broadly inhibit SARS-CoV-2 and influenza A virus infections by perturbing endocytic trafficking

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