Browse
Submit Data
Databases
API
Help

Dataset Information

27 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

A biomimetic chiral-driven ionic gate constructed by pillar[6]arene-based host-guest systems.

ABSTRACT: Inspired by glucose-sensitive ion channels, herein we describe a biomimetic glucose-enantiomer-driven ion gate via the introduction of the chiral pillar[6]arene-based host-guest systems into the artificial nanochannels. The chiral nanochannels show a high chiral-driven ionic gate for glucose enantiomers and can be switched "off" by D-glucose and be switched "on" by L-glucose. Remarkably, the chiral nanochannel also exhibited a good reversibility toward glucose enantiomers. Further research indicates that the switching behaviors differed due to the differences in binding strength between chiral pillar[6]arene and glucose enantiomers, which can lead to the different surface charge within nanochannel. Given these promising results, the studies of chiral-driven ion gates may not only give interesting insight for the research of biological and pathological processes caused by glucose-sensitive ion channels, but also help to understand the origin of the high stereoselectivity in life systems.

SUBMITTER: Sun Y

PROVIDER: S-EPMC6033921 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Fabrication of a mercaptoacetic acid pillar[5]arene assembled nanochannel: a biomimetic gate for mercury poisoning.

Project description:Mercury ion binding blocks potassium ion channels, which leads to toxicity in vivo. It is challenging to design a simple and efficient artificial system to mimic the sophisticated biological process of mercury poisoning. Herein, based on biomimetic strategies, a tunable mercury(ii) ion-gate modulated by mercaptoacetic acid-pillar[5]arene (MAP5) is reported. By virtue of the unique design of the host-guest competition, potassium ion transport can actualize the reversible switching between "on" and "off" in the absence and presence of mercury ions. Moreover, the MAP5-immobilized nanochannel is highly effective at distinguishing Hg2+ from other metal ions and can be used to detect Hg2+ and act as an excellent and robust gate valve for developing integrated circuits and nanoelectronic logic devices. This study paves a new way for better understanding the physiological phenomenon of mercury toxicity and shows great promise for biomedical research.

| S-EPMC6005340 | biostudies-literature

Styrene Purification by Guest-Induced Restructuring of Pillar[6]arene.

Project description:The separation of styrene (St) and ethylbenzene (EB) mixtures is important in the chemical industry. Here, we explore the St and EB adsorption selectivity of two pillar-shaped macrocyclic pillar[n]arenes (EtP5 and EtP6; n = 5 and 6). Both crystalline and amorphous EtP6 can capture St from a St-EB mixture with remarkably high selectivity. We show that EtP6 can be used to separate St from a 50:50 v/v St:EB mixture, yielding in a single adsorption cycle St with a purity of >99%. Single-crystal structures, powder X-ray diffraction patterns, and molecular simulations all suggest that this selectivity is due to a guest-induced structural change in EtP6 rather than a simple cavity/pore size effect. This restructuring means that the material "self-heals" upon each recrystallization, and St separation can be carried out over multiple cycles with no loss of performance.

| S-EPMC5360353 | biostudies-literature

Supramolecular Hybrid Material Constructed from Graphene Oxide and Pillar[6]arene-Based Host-Guest Complex as a Ultrasound and Photoacoustic Signals Nanoamplifier.

Project description:Photoacoustic imaging combines the merits of ultrasound imaging and optical imaging that allows a fascinating imaging paradigm with deeper tissue penetration than optical imaging and higher spatial resolution than ultrasound imaging. Herein, we develop a supramolecular hybrid material composed of graphene oxide (GO) and a pillar[6]arene-based host-guest complex (CP6⊃PyN), which can be used as a ultrasound (US) and photoacoustic (PA) signal nanoamplifier. Triggered by the near-infrared (NIR) light mediated photothermal effect, CO2 nanobubbles are generated on the surface of GO@CP6⊃PyN due to the decomposition of bicarbonate counterions, thus strongly amplifying its US and PA performances. Our study, for the first time, demonstrates enhanced US and PA activity in supramolecular hybrid material on the basis of host-guest chemistry as a photoacoustic nanoplatform.

| S-EPMC5997277 | biostudies-literature

Solvent-Driven Chirality Switching of a Pillar[4]arene[1]quinone Having a Chiral Amine-Substituted Quinone Subunit.

Project description:Several new chiral pillar[4]arene[1]quinone derivatives were synthesized by reacting pillar[4]arene[1]quinone (EtP4Q1), containing four 1,4-diethoxybenzene units and one benzoquinone unit, with various chiral amines via Michael addition. Due to the direct introduction of chiral substituents on the rim of pillar[n]arene and the close location of the chiral center to the rim of EtP4Q1, the newly prepared compounds showed unique chiroptical properties without complicated chiral resolution processes, and unprecedented high anisotropy factor of up to -0.018 at the charge transfer absorption band was observed. Intriguingly, the benzene sidearm attached pillar[4]arene[1]quinone derivative 1a showed solvent- and complexation-driven chirality inversion. This work provides a promising potential for absolute asymmetric synthesis of pillararene-based derivatives.

| S-EPMC8293272 | biostudies-literature

Biologically Active Heteroglycoclusters Constructed on a Pillar[5]arene-Containing [2]Rotaxane Scaffold.

Project description:A synthetic approach combining recent concepts for the preparation of multifunctional nanomolecules (click chemistry on multifunctional scaffolds) with supramolecular chemistry (self-assembly to prepare rotaxanes) gave easy access to a large variety of sophisticated [2]rotaxane heteroglycoclusters. Specifically, compounds combining galactose and fucose have been prepared to target the two bacterial lectins (LecA and LecB) from the opportunistic pathogen Pseudomonas aeruginosa.

| S-EPMC4832831 | biostudies-literature

pH-Responsive Host⁻Guest Complexation in Pillar[6]arene-Containing Polyelectrolyte Multilayer Films.

Project description:A water-soluble, anionic pillar[6]arene derivative (WP6) is applied as monomeric building block for the layer-by-layer self-assembly of thin polyelectrolyte multilayer films, and its pH-dependent host⁻guest properties are employed for the reversible binding and release of a methylviologen guest molecule. The alternating assembly of anionic WP6 and cationic diazo resin (DAR) is monitored in-situ by a dissipative quartz crystal microbalance (QCM-D). In solution, the formation of a stoichiometric inclusion complex of WP6 and cationic methylviologen (MV) as guest molecule is investigated by isothermal titration calorimetry and UV-vis spectroscopy, respectively, and attributed to electrostatic interactions as primary driving force of the host⁻guest complexation. Exposure of WP6-containing multilayers to MV solution reveals a significant decrease of the resonance frequency, confirming MV binding. Subsequent release is achieved by pH lowering, decreasing the host⁻guest interactions. The dissociation of the host⁻guest complex, release of the guest from the film, as well as full reversibility of the binding event are identified by QCM-D. In addition, UV-vis data quantify the surface coverage of the guest molecule in the film after loading and release, respectively. These findings establish the pH-responsiveness of WP6 as a novel external stimulus for the reversible guest molecule recognition in thin films.

| S-EPMC6418545 | biostudies-literature

Pillar[5]arene Based [1]rotaxane Systems With Redox-Responsive Host-Guest Property: Design, Synthesis and the Key Role of Chain Length.

Project description:Pillar[n]arenes are a new type of macrocyclic compounds, which were first reported in 2008 by Ogoshi. They not only have cylindrical, symmetrical, and rigid structures, but also have many advantages, including easy functionalization and rich host-guest properties. On the other hand, mechanically interlocked molecules (MIMs) exist extensively in nature which have been artificially synthesized and widely applied in the fields of nanotechnology and biology. Although pillar[5]arene-based MIMs have been investigated much over recent years, pillar[5]arene-based [1]rotaxanes are very limited. In this report, we synthesized a series of amide-linked pillar[5]arene-based [1]rotaxanes with ferrocene unit as the stopper. Under the catalysis of HOBT/EDCL, the mono-amido-functionalized pillar[5]arenes were amidated with ferrocene carboxylic acid to constructed ferrocene-based [1]rotaxanes, respectively. The structure of the [1]rotaxanes were characterized by 1H NMR, 13C NMR, 2D NMR, mass spectroscopy, and single-crystal X-ray structural determination. In the experiment, the monofunctionalized pillar[5]arene was synthesized with a self-inclusion property, which allows for forming a pseudo-rotaxane. The key role is the length of the imine chain in this process. The formation of a rotaxane was realized through amidation of ferrocene dicarboxylic acid, which acted as a plug. In addition, due to the ferrocene units, the pillar[5]arene-based [1]rotaxanes perform electrochemically reversible property. Based on this nature, we hope these pillar[5]arene-based [1]rotaxanes can be applied in battery devices in the future.

| S-EPMC6663970 | biostudies-literature

Tetraphenylethene-Embedded Pillar[5]arene and [15]Paracyclophane: Distorted Cavities and Host-Guest Binding Properties.

Project description:Two aggregation-induced emission (AIE) macrocycles (DMP[5]-TPE and PCP[5]-TPE) were prepared by embedding Tetraphenylethene (TPE) unit into the skeletons of Dimethoxypillar[5]arene (DMP[5]) and [15]Paracyclophane ([15]PCP) at meso position, respectively. In crystal, the PCP[5]-TPE showed a distorted cavity, and the incubation of hexane inside the DMP[5]-TPE cavity caused a distinct change in the molecular conformation compared to PCP[5]-TPE. There was no complexation between PCP[5]-TPE and 1,4-dicyanobutane (DCB). UV absorption experiments showed the distorted cavity of DMP[5]-TPE hindered association with DCB.

| S-EPMC8512412 | biostudies-literature

A pillar[5]arene-based covalent organic framework with pre-encoded selective host-guest recognition.

Project description:It is highly desirable to maintain both permanent accessible pores and selective molecular recognition capability of macrocyclic cavitands in the solid state. Integration of well-defined discrete macrocyclic hosts into ordered porous polymeric frameworks (e.g., covalent organic frameworks, COFs) represents a promising strategy to transform many supramolecular chemistry concepts and principles well established in the solution phase into the solid state, which can enable a broad range of practical applications, such as high-efficiency molecular separation, heterogeneous catalysis, and pollution remediation. However, it is still a challenging task to construct macrocycle-embedded COFs. In this work, a novel pillar[5]arene-derived (P5) hetero-porous COF, denoted as P5-COF, was rationally designed and synthesized. Featuring the unique backbone structure, P5-COF exhibited selective adsorption of C2H2 over C2H4 and C2H6, as well as significantly enhanced host-guest binding interaction with paraquat, in comparison with the pillar[5]arene-free COF analog, Model-COF. The present work established a new strategy for developing COFs with customizable molecular recognition/separation properties through the bottom-up "pre-porous macrocycle to porous framework" design.

| S-EPMC8528016 | biostudies-literature

?-D-Galactose-Functionalized Pillar[5]arene With Interesting Planar-Chirality for Constructing Chiral Nanoparticles.

Project description:Planar-chiral pillar[5]arenes bearing ?-D-galactose substituents on both rims have been successfully synthesized and effectively separated by silica gel chromatography with a high yield. The obtained (S p )- and (R p )-?-D-galactose functionalized pillar[5]arenes [(S p-D )-GP5 and (R p-D )-GP5] exhibit the S p and R p planar chirality. Furthermore, (S p-D )-GP5 and (R p-D )-GP5 can not racemize according to dynamic 1H NMR and CD spectra. Notably, GP5 is able to capture a guest molecule (DNS-CPT) to form a host-guest supramolecular amphiphile, which can further self-assemble into chiral nanoparticles with the S p and R p planar chirality of (S p-D )-GP5 and (R p-D )-GP5 still being retained, suggesting GP5 could be as reliable chiral sources to transfer the S p and R p planar chirality.

| S-EPMC6869513 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data