Search Results (32)

A library of twelve heteroditopic bis-urea and bis-thiourea receptors supported on Merrifield and Wang resins was prepared by solid-phase synthesis. The receptors incorporate dual hydrogen-bond-donor units for anion binding and a polyether spacer that simultaneously functions as a cation-binding site, enabling ion-pair recognition at the solid–liquid interface. Molecular recognition studies were performed using several inorganic and tetraalkylammonium salts, and fluorescence changes were monitored by microplate measurements in DMSO and DMSO/H₂O (95:5, v/v). Univariate and factorial statistical analyses revealed statistically significant fluorescence changes and identified the structural variables governing guest recognition in each medium. Under the conditions examined, several systems exhibited reproducible ion-pair-induced fluorescence responses, highlighting the influence of receptor type and spacer architecture. These findings provide a basis for the rational optimization of supported receptors for sensing and extraction applications. Full article

Heparin (Hep) and its clinical antidote protamine (PRO) play essential yet antagonistic roles in anticoagulant therapy, necessitating reliable analytical tools to monitor their levels and interactions. Herein, we report that coptisine chloride (COP), a natural isoquinoline alkaloid, acts as an aggregation-induced emission (AIE) sensor enabling dual-responsive fluorescence modulation toward Hep and PRO. Owing to its rigid polycyclic and intrinsically twisted molecular framework, COP displays typical AIE behavior. In a DMSO/PBS mixture (PBS fraction = 99%, v/v), COP forms strongly emissive aggregates with Hep through electrostatically driven complexation, allowing sensitive Hep detection with a limit of detection (LOD) of 0.70 μg/mL. Subsequent competitive binding of PRO to Hep disrupts the COP–Hep aggregates, giving rise to fluorescence quenching and reversible PRO sensing (LOD: 0.49 μg/mL). Theoretical calculations together with multiple characterization techniques reveal an aggregation–disaggregation mechanism governing the dual fluorescence modulation. Moreover, COP achieves accurate Hep quantification in spiked diluted human serum, affording satisfactory linearity and recoveries (LOD = 0.71 μg/mL; recoveries 98.3–101.6%). These results demonstrate that COP, a structurally simple natural AIE luminogen, serves as a sustainable, biocompatible, and accessible tool for reversible Hep and PRO analysis in complex media. Full article

Stimuli-responsive materials based on renewable biopolymers are highly attractive for developing sustainable chemical sensors. Here, two spiropyran derivatives (SP1 and SP2) were synthesized and covalently grafted onto cellulose, yielding the functional materials Cel-SP1 and Cel-SP2. Cellulose was selected as a biocompatible, biodegradable, and renewable support able to provide a stable, hydrogen-bond-rich microenvironment for chromic responses. Raman spectroscopy confirmed successful esterification, while SEM-EDS analyses revealed preserved cellulose morphology and the incorporation of nitrogen-rich spiropyran moieties. Both materials exhibited pronounced solvatochromic and pH-dependent behaviors in the solid state. Diffuse reflectance measurements revealed distinct bathochromic or hypsochromic shifts depending on solvent polarity and specific solute–matrix interactions, with DMF and DMSO producing the strongest responses. Under acidic vapors, both materials generated new absorption bands consistent with the formation of protonated merocyanine species, whereas basic vapors promoted partial or full reversion to the spiropyran form. Cel-SP1 and Cel-SP2 also displayed solvent- and pH-dependent luminescence, with Cel-SP2 showing a markedly higher sensitivity to protonation. Prototype solvent strips and acid/base vapor indicators demonstrated fast, naked-eye, reversible chromic transitions. These results highlight spiropyran-modified cellulose as an effective, renewable platform for dual solvent and acid/base vapor sensing. Full article

In this study, a series of novel alkoxylated resorcinarenes were synthesized using secondary and tertiary alcohols under mild catalytic conditions involving iminodiacetic acid. Structural characterization, including single-crystal X-ray diffraction, confirmed the successful incorporation of branched alkyl chains and highlighted the influence of substitution patterns on molecular packing. Notably, detailed mass spectrometric analysis revealed that, under specific conditions, the reaction pathway may shift toward the formation of defined oligomeric species with supramolecular characteristics—an observation that adds a new dimension to the synthetic potential of this system. To complement the chemical analysis, selected derivatives were evaluated for biological activity, focusing on bacterial growth and biofilm formation. Using four clinically relevant strains (Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, and Bacillus subtilis), we assessed both planktonic proliferation (OD₆₀₀) and biofilm biomass (crystal violet assay). Compound 2c (2-pentanol derivative) consistently promoted biofilm formation, particularly in S. aureus and B. subtilis, while having limited cytotoxic effects. In contrast, compound 2e and the DMSO control exhibited minimal impact on biofilm development. The results suggest that specific structural features of the alkoxy chains may modulate microbial responses, potentially via membrane stress or quorum sensing interference. This work highlights the dual relevance of alkoxylated resorcinarenes as both supramolecular building blocks and modulators of microbial behavior. Full article

Hydrogels have immense potential in soft electronics due to their similarity to biological tissues. However, for applications in fields like tissue engineering and wearable electronics, hydrogels must obtain electrical conductivity, stretchability, and implantability. This article explores recent advancements in the development of electrically conductive hydrogel composites with high conductivity, low Young’s modulus, and remarkable stretchability. By incorporating conductive particles into hydrogels, such as poly(3,4-ethylenedioxythiophene)/poly (styrenesulfonate) (PEDOT/PSS) researchers have enhanced their conductivity. This study presents a one-pot synthesis method for creating electrically conductive hydrogel composites by combining PEDOT/PSS with alginate. The hydrogel reveals changes in chemical composition upon treatment with dimethyl sulfoxide (DMSO). Additionally, surface morphology analysis via Field Emission Scanning Electron Microscopy (FESEM) and Atomic Force Microscopy (AFM) demonstrate the impact of DMSO treatment on PEDOT/PSS/alginate films. Furthermore, electrical conductivity measurements highlighted the effectiveness of the conductive hydrogels in Electromyography (EMG) and human motion detection. This study offers insights into the fabrication and characterization of stretchable, conductive hydrogels, advancing their potential for various soft sensing biomedical applications. The optimized PDOT/PSS/alginate composite under dry condition shows a conductivity of 0.098 S/cm and can be stretched without significant loss in conductivity or mechanical stability. This one-pot method provides a simple and effective way to improve the properties of conductive hydrogel-based sensors. Full article

A macrocyclic receptor based on azopyrrole and polyether was synthesized, and its structure was characterized by NMR (¹H and ¹³C), HRMS and X-ray crystallography. In the solid state, the macrocyclic molecules could bind methanol through a pair of N-H…O hydrogen bonds and further self-assembled into tubular structures through C-H…N hydrogen bonds. This revealed that the crystal could still keep its porous properties after the included molecules were removed. The UV–Vis titration indicates that the macrocylic receptor can chromogenically and selectively sense fluoride ion in DMSO solution, and the sensing mechanism was rationalized by ¹H NMR. Full article

A chiral gelator (R)-H₆L with multiple carboxyl groups based on a 1,1′-bi-2,2′-naphthol (BINOL) skeleton was prepared, and it could form a supramolecular gel under the induction of water in DMSO/H₂O and DMF/H₂O (1/1, v/v). In the EtOH/H₂O system, the original partial gel transformed into a stable metal–organic gel (MOG), specifically with Cu²⁺ among 20 metal ions. It is proposed that Cu²⁺ coordinates with the carboxyl groups of (R)-H₆L to form a three-dimensional network structure. With the addition of a variety of α-hydroxy acids and amino acids, the Cu²⁺-MOG collapsed with merely 0.06 equivalents of L-tartaric acid (L-TA), while other acids required much larger amounts to achieve the same effect, realizing the visual chemoselective and enantioselective recognition of tartaric acid. Therefore, the chiral gelator (R)-H₆L achieved the tandem visual recognition of Cu²⁺ and chiral tartaric acid by sequence gel formation and collapse, offering valuable insights for visual sensing applications and serving as a promising model for future chiral sensor design. Full article

Trypsin enzyme has gained recognition as a potential biomarker in several tumors, such as colorectal, gastric, and pancreatic cancer, highlighting its importance in disease diagnosis. In response to the demand for rapid, cost-effective, and real-time detection methods, we present an innovative strategy utilizing the design and synthesis of NIR-sensitive dye–peptide conjugate (SQ-3 PC) for the sensitive and selective monitoring of trypsin activity by fluorescence ON/OFF sensing. The current research deals with the design and synthesis of three unsymmetrical squaraine dyes SQ-1, SQ-2, and SQ-3 along with a dye–peptide conjugate SQ-3-PC as a trypsin-specific probe followed by their photophysical characterizations. The absorption spectral investigation conducted on both the dye alone and its corresponding dye–peptide conjugates in water, utilizing SQ-3 and SQ-3 PC respectively, reveals enhanced dye aggregation and pronounced fluorescence quenching compared to observations in DMSO solution. The absorption spectral investigation conducted on dye only and corresponding dye–peptide conjugates in water utilizing SQ-3 and SQ-3 PC, respectively, reveals not only the enhanced dye aggregation but also pronounced fluorescence quenching compared to that observed in the DMSO solution. The trypsin-specific probe SQ-3 PC demonstrated a fluorescence quenching efficiency of 61.8% in water attributed to the combined effect of aggregation-induced quenching (AIQ) and fluorescence resonance energy transfer (FRET). FRET was found to be dominant over AIQ. The trypsin-mediated hydrolysis of SQ-3 PC led to a rapid and efficient recovery of quenched fluorescence (5-fold increase in 30 min). Concentration-dependent changes in the fluorescence at the emission maximum of the dyes reveal that SQ-3 PC works as a trypsin enzyme-specific fluorescence biosensor with linearity up to 30 nM along with the limit of detection and limit of quantification of 1.07 nM and 3.25 nM, respectively. Full article

Using the aldehyde amine condensation procedure and the triphenylamine group as the skeleton structure, the new triphenylamine-aromatic aldehyde-succinylhydrazone probe molecule DHBYMH was created. A newly created acylhydrazone probe was structurally characterized by mass spectrometry (MS), NMR, and infrared spectroscopy (FTIR). Fluorescence and UV spectroscopy were used to examine DHBYMH’s sensing capabilities for metal ions. Notably, DHBYMH achieved a detection limit of 1.62 × 10⁻⁷ M by demonstrating exceptional selectivity and sensitivity towards Cu²⁺ ions in an optimum sample solvent system (DMSO/H₂O, (v/v = 7/3); pH = 7.0; cysteine (Cys) concentration: 1 × 10⁻⁴ M). NMR titration, high-resolution mass spectrometry analysis, and DFT computation were used to clarify the response mechanism. Ultimately, predicated on DHBYMH’s reversible identification of Cu²⁺ ions in the presence of EDTA, a molecular logic gate was successfully designed. Full article

Monitoring antibiotic retention in human body fluids after treatment and controlling heavy metal content in water are important requirements for a healthy society. Therefore, the approach proposed in this study is based on developing new optical sensors using porphyrin or its bifunctional hybrid materials made with AuNPs to accomplish the accurate detection of chloramphenicol and cobalt. To produce the new optical chloramphenicol sensors, 2,7,12,17-tetra-tert-butyl-5,10,15,20-tetraaza-21H,23H-porphine (TBAP) was used, both alone in an acid medium and as a hybrid material with AuNPs in a water–DMSO acidified environment. The same hybrid material in the unchanged water–DMSO medium was the sensing material used for Co²⁺ monitoring. The best results of the hybrid materials were explained by the synergistic effects between the TBAP azaporphyrin and AuNPs. Chloramphenicol was accurately detected in the range of concentrations between 3.58 × 10⁻⁶ M and 3.37 × 10⁻⁵ M, and the same hybrid material quantified Co²⁺ in the concentration range of 8.92 × 10⁻⁵ M–1.77 × 10⁻⁴ M. In addition, we proved that AuNPs can be used for the detection of azaporphyrin (from 2.66 × 10⁻⁵ M to 3.29 × 10⁻⁴ M), making them a useful tool to monitor porphyrin retention after cancer imaging procedures or in porphyria disease. In conclusion, we harnessed the multifunctionality of this azaporphyrin and of its newly obtained AuNP plasmonic hybrids to detect chloramphenicol and Co²⁺ quickly, simply, and with high precision. Full article

A new structurally simple fluorescent CP probe based on chromone was designed and synthesized, and its structure was fully characterized using various analytical techniques. The CP probe displays a high selectivity and sensitivity for sensing Fe³⁺ with a “turn-off” fluorescence response over other metal ions in a DMSO/H₂O (4:1, v/v) solution. The experiment results show that the CP probe is stable over a wide pH range of 2.0–12.0. The detection limit for Fe³⁺ was calculated to be 0.044 μmol•L⁻¹. The molar ratio method indicated that the binding mode between the CP probe and Fe³⁺ is a 1:1 complex formation. HR-MS and density functional theory (DFT) calculations were also performed to further confirm the recognition mechanism. Both fluorescence imaging experiments and the MTT assay demonstrated that the CP probe was suitable for detecting intracellular Fe³⁺ and no significant cytotoxicity in living cells. Full article

Chymotrypsin, a crucial enzyme in human digestion, catalyzes the breakdown of milk proteins, underscoring its significance in both health diagnostics and dairy quality assurance. Addressing the critical need for rapid, cost-effective detection methods, we introduce a groundbreaking approach utilizing far-red technology and HOMO-Förster resonance energy transfer (FRET). Our novel probe, SQ-122 PC, features a unique molecular design that includes a squaraine dye (SQ), a peptide linker, and SQ moieties synthesized through solid-phase peptide synthesis. Demonstrating a remarkable quenching efficiency of 93.75% in a tailored H₂O:DMSO (7:3) solvent system, our probe exhibits absorption and emission properties within the far-red spectrum, with an unprecedented detection limit of 0.130 nM. Importantly, our method offers unparalleled selectivity towards chymotrypsin, ensuring robust and accurate enzyme detection. This pioneering work underscores the immense potential of far-red-based homo-FRET systems in enabling the sensitive and specific detection of chymotrypsin enzyme activity. By bridging the gap between cutting-edge technology and biomedical diagnostics, our findings herald a new era of enzyme sensing, promising transformative advancements in disease diagnosis and dairy quality control. Full article

We recently developed a novel hyperspectral excitation-resolved near-infrared fluorescence imaging system (HER-NIRF) based on a continuous-wave wavelength-swept laser. In this study, this technique is applied to measure the distribution of the therapeutic agent dimethyl sulfoxide (DMSO) by utilizing solvatochromic shift in the spectral profile of albumin-bound Indocyanine green (ICG). Using wide-field imaging in turbid media, complex dynamics of albumin-bound ICG are measured in mixtures of dimethyl sulfoxide (DMSO) and water. Phantom experiments are conducted to evaluate the performance of the HER-NIRF system. The results show that the distribution of DMSO can be visualized in the wide-field reflection geometry. One of the main purposes of the DMSO is to act as a carrier for other drugs, enhancing their effects by facilitating skin penetration. Understanding the solubility and permeability of drugs in vivo is very important in drug discovery and development. Hence, this HER-NIRF technique has great potential to advance the utilization of the therapeutic agent DMSO by mapping its distribution via the solvatochromic shift of ICG. By customizing the operational wavelength range, this system can be applied to any other fluorophores in the near-infrared region and utilized for a wide variety of drug delivery studies. Full article

Throughout this research, a unique optical sensor for detecting one of the most dangerous heavy metal ions, Cu(II), was designed and developed. The (4-mercaptophenyl) iminomethylphenyl naphthalenyl carbamate (MNC) sensor probe was effectively prepared. The Schiff base of the sensor shows a “turn-off” state with excellent sensitivity to Cu(II) ions. This innovative fluorescent chemosensor possesses distinctive optical features with a substantial Stocks shift (about 114 nm). In addition, MNC has remarkable selectivity for Cu(II) relative to other cations. Density functional theory (DFT) and the time-dependent DFT (TDDFT) theoretical calculations were performed to examine Cu(II) chelation structures and associated electronic properties in solution, and the results indicate that the luminescence quenching in this complex is due to ICT. Chelation-quenched fluorescence is responsible for the internal charge transfer (ICT)-based selectivity of the MNC sensing molecule for Cu(II) ions. In a 1:9 (v/v) DMSO-HEPES buffer (20 mM, pH = 7.4) solution, Fluorescence and UV-Vis absorption of the MNC probe and Cu(II) ions were investigated. By utilizing a solution containing several metal ions, the interference of other metal ions was studied. This MNC molecule has outstanding selectivity and sensitivity, as well as a low LOD (1.45 nM). Consequently, these distinctive properties enable it to find the copper metal ions across an actual narrow dynamic range (0–1.2 M Cu(II)). The reversibility of the sensor was obtained by employing an EDTA as a powerful chelating agent. Full article

Nanocellulose-reinforced ionic conductive hydrogels were prepared using cellulose nanofiber (CNF) and polyvinyl alcohol (PVA) as raw materials, and the hydrogels were prepared in a dimethyl sulfoxide (DMSO)/water binary solvent by a one-pot method. The prepared hydrogels were characterized by scanning electron microscopy (SEM) and Fourier transform infrared spectroscopy (FTIR). The mechanical properties, electrical conductivity, and sensing properties of the hydrogels were studied by means of a universal material testing machine and LCR digital bridge. The results show that the ionic conductive hydrogel exhibits high stretchability (elongation at break, 206%) and firmness (up to 335 KPa). The tensile fracture test shows that the hydrogel has good properties in terms of tensile strength, toughness, and elasticity. The hydrogel as a conductor medium is assembled into a self-powered strain sensor and the open-circuit voltage can reach 0.830 V. It shows good sensitivity in the bend sensing testing, indicating that the hydrogel has good sensing performance. The water retention and anti-freezing performance experiments show that the addition of dimethyl sulfoxide solvents can effectively improve the anti-freezing and water retention properties of hydrogels. Full article