Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Self-Assembly of a Purely Organic Bowl in Water via Acylhydrazone Formation.

ABSTRACT: A bowl-shaped molecule can be self-assembled by condensing a triscationic hexaaldehyde compound and three equiv. of a dihydrazide linkers in pure water. The molecular bowl is thus composed of a triscationic π-electron deficient platform, as well as a hexagonal rim that contains six acylhydrazone functions. When the counteranions are chloride, the solid-state structure reveals that this molecular bowl undergoes dimerization via N-H···Cl hydrogen bonds, forming a cage-like dimer with a huge inner cavity. This molecular bowl can employ its cavity to accommodate a hydrophobic guest, namely 1-adamantanecarboxylic acid in aqueous media.

SUBMITTER: Wu G

PROVIDER: S-EPMC9921396 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Self-Assembly of a Purely Organic Bowl in Water via Acylhydrazone Formation.

Wu Guangcheng G Jiao Tianyu T Li Hao H

Molecules (Basel, Switzerland) 20230118 3

A bowl-shaped molecule can be self-assembled by condensing a triscationic hexaaldehyde compound and three equiv. of a dihydrazide linkers in pure water. The molecular bowl is thus composed of a triscationic π-electron deficient platform, as well as a hexagonal rim that contains six acylhydrazone functions. When the counteranions are chloride, the solid-state structure reveals that this molecular bowl undergoes dimerization via N-H···Cl hydrogen bonds, forming a cage-like dimer with a huge inner ...[more]

PMID: 36770651

Similar Datasets

Self-Assembly of Bowl-Shaped Naphthalimide-Annulated Corannulene.

Project description:The self-assembly of a bowl-shaped naphthalimide-annulated corannulene of high solubility has been studied in a variety of solvents by NMR and UV/Vis spectroscopy. Evaluation by the anti-cooperative K 2-K model revealed the formation of supramolecular dimers of outstanding thermodynamic stability. Further structural proof for the almost exclusive formation of dimers over extended aggregates is demonstrated by atomic force microscopy (AFM) and diffusion ordered spectroscopy (DOSY) measurements as well as by theoretical calculations. Thus, herein we present the first report of a supramolecular dimer of an annulated corannulene derivative in solution and discuss its extraordinarily high thermodynamic stability with association constants up to >106 M-1 in methylcyclohexane, which is comparable to the association constants given for planar phthalocyanine and perylene bisimide dyes.

| S-EPMC6946951 | biostudies-literature

Supramolecular gel formation regulated by water content in organic solvents: self-assembly mechanism and biomedical applications.

Project description:As one of the most important and fruitful methods, supramolecular self-assembly has a significant advantage in designing and fabricating functional soft materials with various nanostructures. In this research, a low-molecular-weight gelator, N,N'-di(pyridin-4-yl)-pyridine-3,5-dicarboxamide (PDA-N4), was synthesized and used to construct self-assembled gels via a solvent-mediated strategy. It was found that PDA-N4 could form supramolecular gels in mixed solvents of water and DMSO (or DMF) at high water fraction (greater than or equal to 50%). By decreasing the water fraction from 50% to 30%, the gel, suspension and solution phases appeared successively, indicating that self-assembled aggregates could be efficiently modulated via water content in organic solvents. Moreover, the as-prepared PDA-N4 supramolecular gels not only displayed solid-like behavior, and pH- and thermo-reversible characteristics, but also showed a solution-gel-crystal transition with the extension of aging time. Further analyses suggested that both the crystal and gel had similar assembled structures. The intermolecular hydrogen bonding between amide groups and the π-π stacking interactions between pyridine groups played key roles in gel formation. Additionally, the release behavior of vitamin B12 (VB12) from PDA-N4 gel (H2O/DMSO, v/v = 90/10) was evaluated, and the drug controlled release process was consistent with a first-order release mechanism. The human umbilical venous endothelial cell culture results showed that the PDA-N4 xerogel has good cytocompatibility, which implied that the gels have potential biological application in tissue engineering and controlled drug release.

| S-EPMC8695936 | biostudies-literature

Self-Limited Formation of Bowl-Shaped Nanopores for Directional DNA Translocation.

Project description:Solid-state nanopores of on-demand dimensions and shape can facilitate desired sensor functions. However, reproducible fabrication of arrayed nanopores of predefined dimensions remains challenging despite numerous techniques explored. Here, bowl-shaped nanopores combining properties of ultrathin membrane and tapering geometry are manufactured using a self-limiting process developed on the basis of standard silicon technology. The upper opening of the bowl-nanopores is 60-120 nm in diameter, and the bottom orifice reaches sub-5 nm. Current-voltage characteristics of the fabricated bowl-nanopores display insignificant rectification indicating weak ionic selectivity, in accordance to numerical simulations showing minor differences in electric field and ionic velocity upon the reversal of bias voltages. Simulations reveal, concomitantly, high-momentum electroosmotic flow downward along the concave nanopore sidewall. Collisions between the left and right tributaries over the bottom orifice drive the electroosmotic flow both up into the nanopore and down out of the nanopore through the orifice. The resultant asymmetry in electrophoretic-electroosmotic force is considered the cause responsible for the experimentally observed strong directionality in λ-DNA translocation with larger amplitude, longer duration, and higher frequencies for the downward movements from the upper opening than the upward ones from the orifice. Thus, the resourceful silicon nanofabrication technology is shown to enable nanopore designs toward enriching sensor applications.

| S-EPMC8613906 | biostudies-literature

Ultrafast Interfacial Self-Assembly toward Supramolecular Metal-Organic Films for Water Desalination.

Project description:Supramolecular metal-organic materials are considered as the ideal candidates for membrane fabrication due to their excellent film forming characteristics, diverse metal centers and ligand sources, and designable structure and function. However, it remains challenging to rapidly construct highly permeable supramolecular metal-organic membranes with high salt rejection. Herein, a novel ultrafast interfacial self-assembly strategy to prepare supramolecular metal-organic films through the strong coordination interaction between highly active 1,3,5-triformylphloroglucinol (TFP) ligands and Fe3+ , Sc3+ , or Cu2+ at the organic-aqueous interface is reported. Benefiting from the self-completing and self-limiting characteristics of this interfacial self-assembly, the new kind of supramolecular membrane with optimized composition can be assembled within 3.5 min and exhibits ultrathin, dense, defect-free features, and thus shows an excellent water permeance (21.5 L m-2 h-1 bar-1 ) with a high Na2 SO4 rejection above 95%, which outperforms almost all of the non-polyamide membranes and commercially available nanofiltration membranes. This strong-coordination interfacial self-assembly method will open up a new way for the development of functional metal-organic supramolecular films for high-performance membrane separation and beyond.

| S-EPMC9403643 | biostudies-literature

Tracking the formation of supramolecular G-quadruplexes via self-assembly enhanced emission.

Project description:We report the synthesis and self-assembly of two lipophilic 2'-deoxyguanosine (G) derivatives whose fluorescence intensity is modulated by self-assembly into supramolecular G-quadruplexes (SGQs). Whereas both derivatives self-assemble isostructurally, one shows up to 100% emission enhancement while the other shows an initial enhancement, followed by 10% quenching. Thus, the rotational restrictions resulting from self-assembly are enough to induce significant changes in emission, but it is critical to consider the specific interactions between fluorophores since they will determine the ultimate emission signature. These findings could open the door to the development of luminescent supramolecular sensors and probes.

| S-EPMC5315060 | biostudies-literature

Xanthene[<i>n</i>]arenes: Exceptionally Large, Bowl-Shaped Macrocyclic Building Blocks Suitable for Self-Assembly.

Project description:A new class of macrocycles denoted as "xanthene[n]arenes" was synthesized. In contrast to most other macrocycles, they feature a conformationally restricted bowl shape due to the attached alkyl groups at the linking methylene units. This facilitates the synthesis of cavitands and the self-assembly to molecular capsules via noncovalent interactions. The derivatization potential of the novel macrocycles was demonstrated on the xanthene[3]arene scaffold. Besides a deep cavitand and an oxygen-embedded zigzag hydrocarbon belt[12]arene, a modified macrocycle was synthesized that self-assembles into a hydrogen-bonded tetrameric capsule, demonstrating the potential of xanthene[n]arenes as a new set of macrocyclic building blocks.

| S-EPMC8611668 | biostudies-literature

Self-assembly of reversed bilayer vesicles through pnictogen bonding: water-stable supramolecular nanocontainers for organic solvents.

Project description:A new air and moisture stable antimony thiolate compound has been prepared that spontaneously forms stable hollow vesicles. Structural data reveals that pnictogen bonding drives the self-assembly of these molecules into a reversed bilayer. The ability to make these hollow, spherical, and chemically and temporally stable vesicles that can be broken and reformed by sonication allows these systems to be used for encapsulation and compartmentalisation in organic media. This was demonstrated through the encapsulation and characterization of several small organic reporter molecules.

| S-EPMC7659706 | biostudies-literature

The Use of an Acylhydrazone-Based Metal-Organic Framework in Solid-Contact Potassium-Selective Electrode for Water Analysis.

Project description:A solid-contact ion-selective electrode was developed for detecting potassium in environmental water. Two versions of a stable cadmium acylhydrazone-based metal organic framework, i.e., JUK-13 and JUK-13_H2O, were used for the construction of the mediation layer. The potentiometric and electrochemical characterizations of the proposed electrodes were carried out. The implementation of the JUK-13_H2O interlayer is shown to improve the potentiometric response and stability of measured potential. The electrode exhibits a good Nernstian slope (56.30 mV/decade) in the concentration range from 10-5 to 10-1 mol L-1 with a detection limit of 2.1 µmol L-1. The long-term potential stability shows a small drift of 0.32 mV h-1 over 67 h. The electrode displays a good selectivity comparable to ion-selective electrodes with the same membrane. The K-JUK-13_H2O-ISE was successfully applied for the determination of potassium in three certified reference materials of environmental water with great precision (RSD < 3.00%) and accuracy (RE < 3.00%).

| S-EPMC8781722 | biostudies-literature

Intrinsically disordered proteins drive enamel formation via an evolutionarily conserved self-assembly motif.

Project description:The formation of mineralized tissues is governed by extracellular matrix proteins that assemble into a 3D organic matrix directing the deposition of hydroxyapatite. Although the formation of bones and dentin depends on the self-assembly of type I collagen via the Gly-X-Y motif, the molecular mechanism by which enamel matrix proteins (EMPs) assemble into the organic matrix remains poorly understood. Here we identified a Y/F-x-x-Y/L/F-x-Y/F motif, evolutionarily conserved from the first tetrapods to man, that is crucial for higher order structure self-assembly of the key intrinsically disordered EMPs, ameloblastin and amelogenin. Using targeted mutations in mice and high-resolution imaging, we show that impairment of ameloblastin self-assembly causes disorganization of the enamel organic matrix and yields enamel with disordered hydroxyapatite crystallites. These findings define a paradigm for the molecular mechanism by which the EMPs self-assemble into supramolecular structures and demonstrate that this process is crucial for organization of the organic matrix and formation of properly structured enamel.

| S-EPMC5338493 | biostudies-literature

Formation of 2D and 3D multi-tori mesostructures via crystallization-driven self-assembly.

Project description:The fabrication of three-dimensional (3D) objects by polymer self-assembly in solution is extremely challenging. Here, multi-tori mesostructures were obtained from the crystallization-driven self-assembly of a coil-crystalline block copolymer (BCP) in mixed solvents. The formation of these structures follows a multistep process. First, the BCP self-assembles into amorphous micrometer-large vesicles. Then, the BCP confined in these mesosized vesicles crystallizes. This second step leads to the formation of objects with shapes ranging from closed 3D multi-tori spherical shells to 2D toroid mesh monolayers, depending on the solvent mixture composition. This approach demonstrates how topological constraints induced by the specific interactions between coil-crystalline BCP and solvents can be used to prepare mesostructures of complex morphologies.

| S-EPMC7159922 | 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