A5077823185- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Molecular Sensors and Ion Detection
- Crystallography and molecular interactions
- Supramolecular Chemistry and Complexes
- Lipid Membrane Structure and Behavior
- Drug Transport and Resistance Mechanisms
- Luminescence and Fluorescent Materials
- DNA and Nucleic Acid Chemistry
- Neuroscience and Neuropharmacology Research
- Chemical Synthesis and Analysis
- Analytical Chemistry and Sensors
- Chemical Reaction Mechanisms
- Fullerene Chemistry and Applications
- Sulfur Compounds in Biology
- Supramolecular Self-Assembly in Materials
- Metal-Organic Frameworks: Synthesis and Applications
- Education during COVID-19 pandemic
- Misinformation and Its Impacts
- Estrogen and related hormone effects
- Parasites and Host Interactions
- Synthesis and Properties of Aromatic Compounds
- Religion and Society in Latin America
- Cybercrime and Law Enforcement Studies
- Synthesis and Characterization of Pyrroles
University of Aveiro
2015-2025
Universidade Federal de Minas Gerais
2022
A novel strategy for the recognition of anions in water using charge-neutral σ-hole halogen and chalcogen bonding acyclic hosts is demonstrated first time. Exploiting intrinsic hydrophobicity bond donor atoms integrated into a foldamer structural molecular framework containing hydrophilic functionalities, series water-soluble receptors was constructed an anion investigation. Isothermal titration calorimetry (ITC) binding studies with range revealed to display very strong selective large,...
Electron-deficient heavy chalcogen atoms contain Lewis acidic σ-holes which are able to form attractive supramolecular interactions, known as bonding (ChB), with bases. However, their potential in solution-phase anion binding applications is only just beginning be realized simple acyclic systems. Herein, we explore the 5-(methylchalcogeno)-1,2,3-triazole (chalcogen = Se, Te) motif a novel ChB donor for binding. Other than being chemically robust enough incorporated into macrocyclic...
Abstract The unprecedented application of a chiral halogen‐bonding [3]rotaxane host system for the discrimination stereo‐ and E / Z geometric isomers dicarboxylate anion guest is described. Synthesised by chloride templation strategy, recognises dicarboxylates through formation 1:1 stoichiometric sandwich complexes. This process was analysed molecular dynamics simulations, which revealed critical synergy halogen hydrogen bonding interactions in discrimination. In addition, centrally located...
Highly potent but structurally simple transmembrane anion transporters are reported that function at receptor to lipid ratios as low 1 : 000 000. The compounds, based on the ortho-phenylenediamine-based bisurea scaffold, have been studied for their ability facilitate chloride/nitrate and chloride/bicarbonate antiport, HCl symport processes using a combination of ion selective electrode fluorescence techniques. In addition, transport dicarboxylate anions (maleate fumarate) by compounds was...
The application of chiral interlocked host molecules for discrimination guest enantiomers has been largely overlooked, which is surprising given their unique three-dimensional binding cavities capable encapsulation. Herein, we combined the stringent linear geometric interaction constraints halogen bonding (XB), noncovalent between an electrophilic atom and a Lewis base, with highly preorganized conformationally restricted [2]rotaxanes to achieve enantioselective anion recognition....
The transport of anions across biological membranes by small molecules is a growing research field due to the potential therapeutic benefits these compounds. However, little known about exact mechanism which drug-like work and molecular features make good transporter. An extended series 1-hexyl-3-phenylthioureas were synthesized, fully characterized (NMR, mass spectrometry, IR single crystal diffraction) their anion binding properties assessed using 1H NMR titration techniques variety...
Abstract The synthesis of the first halogen bonding [3]rotaxane host system containing a bis‐iodo triazolium‐bis‐naphthalene diimide four station axle component is reported. Proton NMR anion binding titration experiments revealed rotaxane selective for nitrate over more basic acetate, hydrogen carbonate and dihydrogen phosphate oxoanions chloride, exhibits enhanced recognition anions relative to analogue. This elaborate interlocked receptor functions via novel dynamic pincer mechanism where...
Chalcogen bonding (ChB) is rapidly rising to prominence in supramolecular chemistry as a powerful sigma (σ)-hole-based noncovalent interaction, especially for applications the field of molecular recognition. Recent studies have demonstrated ChB donor strength and potency be remarkably sensitive local electronic environments, including redox-switchable on/off anion binding sensing capability. Influencing unique geometric environment sensitivity interactions through simultaneous cobound metal...
The transmembrane anion transport activity of a series synthetic molecules inspired by the structure tambjamine alkaloids can be tuned varying lipophilicity receptor, with carriers within certain log P range performing best.
The synthesis and anion-recognition properties of the first halogen-bonding rotaxane host to sense anions in water is described. features a axle component, which stoppered with water-solubilizing permethylated β-cyclodextrin motifs, luminescent tris(bipyridine)ruthenium(II)-based macrocycle component. (1) H NMR anion-binding titrations D2 O reveal bind iodide high affinity selectively over smaller halide sulfate. binding trend was explained through molecular dynamics simulations free-energy...
Small molecule synthetic anion transporters may have potential application as therapeutic agents for the treatment of diseases including cystic fibrosis and cancer. Understanding factors that can dictate transport activity such is a crucial step towards their in biological systems. In this study series acylthiourea were synthesised binding properties POPC bilayers been investigated. The these receptors dominated by lipophilicity, which turn dependent on both substituent effects formation...
Novel halogen bonding chiral (<italic>S</italic>)-1,1′-bi-2-naphthol-based receptor molecules significantly enhance enantioselective anion recognition and electrochemical sensing compared to their hydrogen analogues.
A novel dynamic [3]catenane consisting of a large four-station central macrocycle which incorporates bay tetrachloro-functionalized perylene diimide (PDI) unit and two triazolium anion-binding motifs, mechanically bonded with smaller isophthalamide-containing macrocycles, is constructed using an anion template synthetic methodology. Proton NMR, electronic absorption, fluorescence emission spectroscopies together molecular dynamics simulations are used to investigate the recognition-...
Novel chiral halogen and chalcogen bonding receptors exhibit different selectivities for stereo- geometric dicarboxylate isomers compared to a hydrogen analogue. The unique electronic properties of the receptor facilitate diagnostic fluorescence sensing isomer guest species.
The powerful electron accepting ability of fullerenes makes them ubiquitous components in biomimetic donor–acceptor systems that model the intermolecular transfer processes Nature's photosynthetic center. Exploiting perylene diimides (PDIs) as cyclic host for noncovalent recognition is unprecedented, part because archetypal PDIs are also deficient, making dyad assembly formation electronically unfavorable. To address this, we report strategic design and synthesis a novel large, macrocyclic...
A series of bis-indolylureas have been found to mediate chloride transport across vesicle bilayers. The anion activity these receptors may be readily modulated by small structural changes the receptor scaffold as shown combination experimental efflux studies and molecular dynamics simulations in water POPC
Abstract The unprecedented application of a chiral halogen‐bonding [3]rotaxane host system for the discrimination stereo‐ and E / Z geometric isomers dicarboxylate anion guest is described. Synthesised by chloride templation strategy, recognises dicarboxylates through formation 1:1 stoichiometric sandwich complexes. This process was analysed molecular dynamics simulations, which revealed critical synergy halogen hydrogen bonding interactions in discrimination. In addition, centrally located...
Dynamic G-quadruplex supramolecular hydrogels have aroused great interest in a broad range of bioapplications. However, neither the development native extracellular matrix (ECM)-derived natural biopolymer-functionalized nor their use to create perfusable self-supporting has been explored date, despite intrinsic potential as carrier vehicles therapeutic agents, or even living cells advanced regenerative therapies, platforms enable diffusion nutrients and oxygen sustain long-term cell...
A series of fluorinated tripodal tris-thioureas function as highly active anion transporters across lipid bilayers and cell membranes.
Designing molecular receptors that bind anions in water is a significant challenge, and an even greater difficulty lies using these to remove from without resorting the hazardous liquid–liquid extraction approach. We here demonstrate effective synthetically simple strategy toward goals by exploiting ion-pair assembly of macrocycles. Our anion binding ensemble consists octa-chloro tetra-urea macrocyclic receptor (ClTU), which forms water-dispersible aggregates, tetra-cationic fluorescent dye...
Abstract The synthesis of the first halogen bonding [3]rotaxane host system containing a bis‐iodo triazolium‐bis‐naphthalene diimide four station axle component is reported. Proton NMR anion binding titration experiments revealed rotaxane selective for nitrate over more basic acetate, hydrogen carbonate and dihydrogen phosphate oxoanions chloride, exhibits enhanced recognition anions relative to analogue. This elaborate interlocked receptor functions via novel dynamic pincer mechanism where...