Anion recognition in water by charge-neutral halogen and chalcogen bonding foldamer receptors.

07:00 EST 7th February 2019 | BioPortfolio

Summary of "Anion recognition in water by charge-neutral halogen and chalcogen bonding foldamer receptors."

A novel strategy for the recognition of anions in water using charge-neutral σ-hole halogen bonding and chalcogen bonding acyclic hosts is demonstrated for the first time. Exploiting the intrinsic hydrophobicity of halogen and chalcogen bond donor atoms integrated into a foldamer structural molecular framework containing hydrophilic functionalities, a series of water-soluble receptors were constructed for anion recognition investigation. Isothermal titration calorimetry (ITC) binding studies with a range of anions revealed the receptors to display very strong and selective binding of large, weakly hydrated anions such as I and ReO. This is achieved through the formation of 2:1 host-guest stoichiometric complex assemblies, resulting in an encapsulated anion stabilized by cooperative, multidentate convergent σ-hole donors, as shown by molecular dynamics simulations carried out in water. Importantly, the combination of multiple σ-hole-anion interactions and hydrophobic collapse results in I affinities in water that exceed all known σ-hole receptors, including cationic systems (β up to 1.68 × 10 M). Furthermore, the anion binding affinities and selectivity trends of the first example of an all-chalcogen bonding anion receptor in pure water are compared with halogen bonding and hydrogen bonding receptor analogues. These results further advance and establish halogen and chalcogen bond donor functions as new tools for overcoming the challenging goal of anion recognition in pure water.


Journal Details

This article was published in the following journal.

Name: Journal of the American Chemical Society
ISSN: 1520-5126


DeepDyve research library

PubMed Articles [11668 Associated PubMed Articles listed on BioPortfolio]

Chiral halogen and chalcogen bonding receptors for discrimination of stereo- and geometric dicarboxylate isomers in aqueous media.

Novel chiral halogen and chalcogen bonding receptors exhibit different selectivities for stereo- and geometric dicarboxylate isomers compared to a hydrogen bonding analogue. The unique geometric and e...

Iodide Discrimination by Tetra-Iodotriazole Halogen Bonding Interlocked Hosts.

Whilst the exploitation of interlocked host frameworks for anion recognition is widely established, examples incorporating halogen bond donor groups are still relatively rare. Through the integration ...

Nature and strength of chalcogen-π bonds.

Chalcogen-π interactions occur between a covalently bound chalcogen atom that enters into a non-covalent interaction with an unsaturated moiety, a bonding motif found in various structures, such as, ...

The chalcogen bond in FP(S)N⋅⋅⋅SX, FPNS⋅⋅⋅SX, FPSN⋅⋅⋅SX (X = F, Cl, Br, OH, CH, NH) complexes.

As a kind of intermolecular noncovalent interaction, chalcogen bonding plays a critical role in the fields of chemistry and biology. In this paper, S⋅⋅⋅S chalcogen bonds in three groups of compl...

Enhancement of anion recognition exhibited by a zinc-imidazole-based ion-pair receptor composed of C-H hydrogen- and halogen-bond donor groups.

A 2-haloimidazole-tetraphenylethylene ion-pair receptor 1 is shown to recognise only HSO4- anions in the presence of a cobound Zn2+ cation guest species, which induced a remarkable increase with conco...

Clinical Trials [1827 Associated Clinical Trials listed on BioPortfolio]

The Effect of Drinking-Water pH on the Human Gut Microbiota

This study evaluates the effect of alkaline (pH=9) versus neutral (pH=9) drinking-water on the gut microbiota of healthy male volunteers.

Effects of Various Modalities Water Immersion on Veins

Objectives In this study the investigators examined the changes in common femoral vein (CFV) and great saphenous vein (GSV) calibre during thermo neutral water immersion (TNI), cold water ...

Familiy Medicine Perspective to Maternal-infant Bonding

Maternal bonding was described as a qualitative change in the relationship of a mother with her infant. By this study, the investigators aimed to investigate the mother-infant bonding and ...

Photochemical Tissue Bonding

The broad aim of this study is to evaluate the efficacy of photochemical tissue bonding (PTB) for the closure of skin excisions. We will test the hypothesis that full thickness skin excisi...

Degenerative Consequences of Congenital Deafness

In this study, the investigators will study one of the basic biophysical properties of the auditory nerve, charge integration, behaviorally (detection threshold versus phase duration funct...

Medical and Biotech [MESH] Definitions

An atom or group of atoms that have a positive or negative electric charge due to a gain (negative charge) or loss (positive charge) of one or more electrons. Atoms with a positive charge are known as CATIONS; those with a negative charge are ANIONS.

The hardening or polymerization of bonding agents (DENTAL CEMENTS) via chemical reactions, usually involving two components. This type of dental bonding uses a self-cure or dual-cure system.

Protein motif that contains a 33-amino acid long sequence that often occurs in tandem arrays. This repeating sequence of 33-amino acids was discovered in ANKYRIN where it is involved in interaction with the anion exchanger (ANION EXCHANGE PROTEIN 1, ERYTHROCYTE). Ankyrin repeats cooperatively fold into domains that mediate molecular recognition via protein-protein interactions.

The hardening or polymerization of bonding agents (DENTAL CEMENTS) via exposure to light.

A low-energy attractive force between hydrogen and another element. It plays a major role in determining the properties of water, proteins, and other compounds.

Quick Search


DeepDyve research library

Searches Linking to this Article