Search Results (24)

This study addresses the thermodynamic aspects of galactose oxidase (GAOx) adsorption and redox behavior on gold electrodes modified with self-assembled monolayers (SAMs) derived from thiocarboxylic acids, namely N-acetyl-L-cysteine (NAC), mercaptosuccinic acid (MSA), mercaptoacetic acid (MAA), and L-cysteine (Cys). The electrochemical response of GAOx immobilized on these SAM-modified surfaces was analyzed to extract key thermodynamic parameters governing enzyme–electrode interactions, including the formal redox potential (E°), surface excess (Γ), potential of zero charge (E_zc), adsorption free energy (∆G_add), differential capacitance (C_dl), and surface tension (γ). The results demonstrate that the nature of the terminal functional group of the SAM significantly influences the thermodynamic stabilization of GAOx at the gold interface. Shifts in the redox potential are attributed to specific coordination and electrostatic interactions between the SAM functional groups and the GAOx metal center, leading to distinct interfacial energy landscapes. Overall, the SAM-modified electrodes provide a well-defined thermodynamic framework to probe enzyme orientation, interfacial charge distribution, and stabilization of the redox-active state of GAOx during direct electron transfer. These results offer guidelines based on thermodynamic and kinetic principles for customizing enzyme–electrode interfaces, which can enhance the efficiency, stability, and consistency of third-generation electrochemical biosensors. Full article

We report a solvent-free, microwave-assisted protocol for the synthesis of 2,2-disubstituted 1,3-oxathiolan-5-ones catalyzed by magnetite nanoparticles (MNPs). A design of experiments (DoE) approach was employed to optimize reaction parameters using the model reaction between acetophenone and 2-mercaptoacetic acid. Temperature, catalyst loading, and stoichiometry emerged as the most influential factors. Although the aromatic model substrate afforded modest yields (up to 24% by GC), the optimized conditions applied to aliphatic and cyclic ketones led to significantly higher yields, reaching up to 92%. This study highlights the value of combining heterogeneous nanocatalysis, microwave irradiation, and DoE to streamline optimization in heterocyclic synthesis. Full article

Direct preparation of silver nanoclusters is of great significance for their applications. In this work, by selecting sodium cyanoborohydride as a weak reducing agent to control the kinetics of the reduction reaction, we successfully prepared silver nanoclusters protected by thiol-containing ligands, including mercaptosuccinic acid, cysteine, and glutathione. Based on the silver nanoclusters protected by mercaptosuccinic acid, silver–gold alloy nanoclusters were obtained through a gold doping reaction. Spectroscopic and particle size analyses showed that the silver–gold alloy nanoclusters exhibited aggregation-induced emission enhancement (AIEE) properties. A fluorescent probe for aluminum ions was developed based on the silver–gold alloy nanoclusters. In the presence of methionine and mercaptoacetic acid, the probe demonstrated good selectivity for aluminum ion detection. The linear range of this detection method was 0 to 192 μM, with a detection limit of 1.6 μM. The working mechanism of this detection method was further investigated through spectroscopic analysis. Full article

Biological warfare agents are infectious microorganisms or toxins capable of harming or killing humans. Francisella tularensis is a potential bioterrorism agent that is highly infectious, even at very low doses. Biosensors for biological warfare agents are simple yet reliable point-of-care analytical tools. Developing highly sensitive, reliable, and cost-effective label-free DNA biosensors poses significant challenges, particularly when utilizing traditional techniques such as fluorescence, electrochemical methods, and others. These challenges arise primarily due to the need for labeling, enzymes, or complex modifications, which can complicate the design and implementation of biosensors. In this study, we fabricated Graphene Quantum dot (GQD)-functionalized biosensors for highly sensitive label-free DNA detection. GQDs were immobilized on the surface of screen-printed gold electrodes via mercaptoacetic acid with a thiol group. The single-stranded DNA (ssDNA) probe was also immobilized on GQDs through strong π−π interactions. The ssDNA probe can hybridize with the ssDNA target and form double-stranded DNA, leading to a decrease in the effect of GQD but a positive shift associated with the increase in DNA concentration. The specificity of the developed system was observed with different microorganism target DNAs and up to three-base mismatches in the target DNA, effectively distinguishing the target DNA. The response time for the target DNA molecule is approximately 1010 s (17 min). Experimental steps were monitored using UV/Vis spectroscopy, Atomic Force Microscopy (AFM), and electrochemical techniques to confirm the successful fabrication of the biosensor. The detection limit can reach 0.1 nM, which is two–five orders of magnitude lower than previously reported methods. The biosensor also exhibits a good linear range from 10⁵ to 0.01 nM and has good specificity. The biosensor’s detection limit (LOD) was evaluated as 0.1 nM from the standard calibration curve, with a correlation coefficient of R² = 0.9712, showing a good linear range and specificity. Here, we demonstrate a cost-effective, GQD-based SPGE/F. tularensis DNA test suitable for portable electrochemical devices. This application provides good perspectives for point-of-care portable electrochemical devices that integrate sample processing and detection into a single cartridge without requiring a PCR before detection. Based on these results, it can be concluded that this is the first enzyme-free electrochemical DNA biosensor developed for the rapid and sensitive detection of F. tularensis, leveraging the nanoenzyme and catalytic properties of GQDs. Full article

In this paper, we present the synthesis, characterization and evaluation of antiproliferative activity for four compounds carrying the 4-amino-5-mercapto-1,2,4-triazol-3-yl scaffold. The synthesis of 1,n-bis-(4-amino-5-mercapto-1,2,4-triazol-3-yl) alkanes was carried out using as starting reagents the dihydrazides of oxalic, malonic, succinic and adipic acids, using mercaptoacetic acid dianion as a leaving group, by a one-pot synthesis method implemented in our research group for the synthesis of 3-substituted-5-mercapto-1,2,4-triazoles. The compounds were obtained with modest yields (12–60%) but with good purity and were characterized by elemental analysis, FTIR, ¹H-NMR and ¹³C-NMR spectroscopy. Also, the stability of the synthesized bis-triazoles was investigated under controlled thermal stress in a dynamic oxidative atmosphere. The last part of the study consisted of biological activity evaluation, by evaluating the antiproliferative activity against the A375 line (human malignant melanoma), as well as on viability of the BJ fibroblast cell line, using MTT and LDH assays. Full article

The reaction of mercaptoacetic acid esters with pentachloro-2-nitro-1,3-butadiene provides the appropriate precursors for the synthesis of 2,3,4-trisubstituted benzo[h]quinolines. These heterocycles are easily accessible via a single-step reaction with naphthalen-1-amine or anthracen-1-amine as the precursor. Due to the steric bulk and high electron density ring, the ring closure of benzo[h]quinolines takes place exclusively. Such highly substituted annelated pyridine systems can be modified in subsequent, selective reactions to build up new N-heterocycles with promising microbiological properties. The antibacterial and antiproliferative assays against four mammalian cell lines demonstrate that some of the sulfur-substituted benzo[h]quinoline analogs display potent phenotypic bioactivities in the single-digit micromolar range. Full article

In this paper, based on high-throughput technology, polymer dispersed liquid crystals (PDLC) composed of pentaerythritol tetra (2-mercaptoacetic acid) (PETMP), trimethylolpropane triacrylate (TMPTA), and polyethylene glycol diacrylate (PEGD 600) were investigated in detail. A total of 125 PDLC samples with different ratios were quickly prepared using ink-jet printing. Based on the method of machine vision to identify the grayscale level of samples, as far as we know, it is the first time to realize high-throughput detection of the electro-optical performance of PDLC samples, which can quickly screen out the lowest saturation voltage of batch samples. Additionally, we compared the electro-optical test results of manual and high-throughput preparation PDLC samples and discovered that they had very similar electro-optical characteristics and morphologies. This demonstrated the viability of PDLC sample high-throughput preparation and detection, as well as promising application prospects, and significantly increased the efficiency of PDLC sample preparation and detection. The results of this study will contribute to the research and application of PDLC composites in the future. Full article

Mercury is considered to be one of the most important chemicals of public health concern. Therefore, it is necessary to develop an effective method of removing mercury ions from aqueous solutions to protect people from exposure to this element. This paper presents research on the application of a sorption-assisted microfiltration (SAMF) hybrid process for the removal of Hg²⁺ from aqueous solutions. As adsorbents used in the process, the metal-organic-framework-UiO-66-type materials have been considered. The methods of synthesis of two types of metal-organic-framework (MOF) sorbents were developed: UiO-66_MAA modified with mercaptoacetic acid (MAA) and a composite of UiO-66 with cellulose. The results of the experiments performed proved that the separation of Hg²⁺ from water solutions conducted in such a system was effective; however, a relatively long initial contact time of reagents before filtration was required. The experimental results can be used to optimize the parameters of the SAMF process in order to obtain an effective method of Hg²⁺ removal from aqueous solutions. Full article

Heparin allyl ester and heparin 4-vinylbenzyl ester were prepared and examined for their potential for thiol-ene reaction using both free radical initiators and photochemistry. While both undergo reaction with mercaptoacetic acid, the allyl ester adduct proved to be somewhat more labile. Several more examples of adducts from heparin 4-vinylbenzyl ester are reported. Similar reactions on enoxaparin, where the reaction site is solely at the non-reducing end of the molecule, are also reported. These reactions may show promise as a strategy in the development of drug conjugates. Full article

Isatis tinctoria and its indigo dyes have already provided highly active anti-leukaemic lead compounds, with the focus mainly being on indirubin, whereas indigo itself is inactive. There are many more indigoids to find in this plant extract, for example, quingdainone, an indigoid derived from tryptanthrin. We present here a new synthesis of hitherto neglected substituted quingdainones, which is very necessary due to their poor solubility behaviour, and a structure-dependent anti-leukaemic activity study of a number of compounds. Substituted α-phenylaminoacrylic acid was synthesised by hydrogen sulfide extrusion from an analogue mercaptoacetic acid, available from the condensation of rhodanin and a substituted tryptanthrin. It is shown that just improving water solubility does not increase anti-leukaemic activity, since a quingdainone carboxylic acid is inactive compared to dihydroxyquingdainone. The most effective compound, dihydroxyquingdainone with an AC₅₀ of 7.5 µmole, is further characterised, revealing its ability to overcome multidrug resistance in leukaemia cells (Nalm-6/BeKa) with p-glycoprotein expression. Full article

Two new 3D coordination polymers (CPs), formulated as [Zn(p-XBT)]_n (1H) and [Cd(p-XBT)]_n (2H), were assembled from a virtually unexplored p-xylylene-bis(2-mercaptoacetic) acid linker (p-XBTA) and characterized by infrared spectroscopy (FTIR), powder X-ray diffraction (PXRD), thermal analysis methods (TG-DSC, TG-FTIR), single-crystal X-ray diffraction, and topological analysis. Two different synthetic strategies were explored, namely the precipitation (P) and hydrothermal (H) methods, resulting in a Zn(II) derivative [Zn(p-XBT)·H₂O]_n (1P) and its dehydrated analogue [Zn(p-XBT)]_n (1H), respectively. In the Cd(II)-containing system, the same [Cd(p-XBT)]_n (2P = 2H) products were generated by both synthetic methods. Upon dehydration, 1P undergoes a “crystal-to-crystal” phase transition in the 170−185 °C temperature range, producing an anhydrous polycrystalline sample (1H). Both CPs 1H and 2H are isostructural and feature polymeric 3D metal-organic nets of the cds topological type, which are driven by the 4-linked metal and p-XBT²⁻ nodes. These compounds represent unique examples of coordination polymers derived from p-xylylene-bis(2-mercaptoacetic) acid, thus opening up the use of this flexible S,O-heterodonor building block in the design of polymeric metal-organic architectures. Full article

The selective separation of chalcopyrite from galena (lead sulfide) through the flotation method is still a challenging task in the field of mineral engineering. Mercaptoacetic acid, though a common depressant of many gangue (commercially worthless) minerals, has shown to be less selective in the flotation separation of chalcopyrite and galena. This resent study therefore systematically investigated the selectivity of different mercapto acids (especially three types: 3-mercaptopropionic acid, 3-mercaptoisobutyric acid and mercaptoacetic acid) on the separation of chalcopyrite and galena by making the use of flotation experiments and first principle calculations. The calculation results demonstrated that the sulfhydryl and carboxyl groups existing on the molecular structure of three mercapto acids are the reactive and chelating centers to metal ions on sulfide mineral surfaces. Mercapto acids have higher binding energies to Cu²⁺ by 300–400 kJ/mol compared to Pb²⁺, indicating a higher affinity towards chalcopyrite. The order of reactivity and chelating ability noted was as follows: 3-mercaptopropionic acid > 3-mercaptoisobutyric acid > mercaptoacetic acid. Flotation results further showed that the selectivity of 3-mercaptopropionic acid or 3-mercaptoisobutyric acid was better than mercaptoacetic acid. The good agreement between the first principle calculations and the flotation results demonstrated that the former reagent could be served as a most selective depressant in the improved flotation separation of chalcopyrite and galena. Full article

A polyurethane (PU) sponge with hydrophobic/oleophilic property was prepared based on the thiol–ene click reaction, which was a simple method with only one step. Photopolymerization was induced through UV light on the sponge surface in a homogeneous solution containing polyethylene glycol diacrylate, pentaerythritol (mercaptoacetic acid) ester, 2-hydroxy-4′-(2-hydroxyethoxy)-2-methylpropiophenone, and octadecyl methacrylate. The as-prepared sponge possessed excellent selective for oil from various types of oil/water mixtures. It also had a high absorption capacity for toluene, >21 times its self-weight, and it had about 20 times its self-weight for vegetable oil, even after five extrusion–adsorption cycles, presenting a good recyclability. It created a new method to prepare oil/water separation sponge. Full article

In this study, some of new thiophenyl thienopyrimidinone derivatives 2–15 were prepared and tested as anti-cancer agents by using thiophenyl thieno[2,3-d]pyrimidinone derivative 2 as a starting material, which was prepared from cyclization of ethyl ester derivative 1 with formamide. Treatment of 2 with ethyl- chloroacetate gave thienopyrimidinone N-ethylacetate 3, which was reacted with hydrazine hydrate or anthranilic acid to afford acetohydrazide 4 and benzo[d][1,³]oxazin-4-one 5, respectively. Condensation of 4 with aromatic aldehydes or phenylisothiocyanate yielded Schiff base derivatives 6,7, and thiosemicarbazise 10, which were treated with 2-mercaptoacetic acid or chloroacetic acid to give the corresponding thiazolidinones 8, 9, and phenylimino-thiazolidinone 11, respectively. Treatment of 4 with ethylacetoacetate or acetic acid/acetic anhydride gave pyrazole 12 and acetyl acetohydrazide 13 derivatives, respectively. The latter compound 13 was reacted with ethyl cycno-acetate or malononitrile to give 14 and 15, respectively. In this work, we have studied the anti-cancer activity of the synthesized thienopyrimidinone derivatives against MCF-7 and MCF-10A cancer cells. Furthermore, in vivo experiments showed that the synthesized compounds significantly reduced tumor growth up to the 8^th day of treatment in comparison to control animal models. Additionally, the synthesized derivatives showed potential inhibitory effects against pim-1 kinase activities. Full article

A semiconducting water-soluble core-shell quantum dots (QDs) system capped with thiolated ligand was used in this study for the sensitive detection of glucose in aqueous samples. The QDs selected are of CdSe-coated ZnS and were prepared in house based on a hot injection technique. The formation of ZnS shell at the outer surface of CdSe core was made via a specific process namely, SILAR (successive ionic layer adsorption and reaction). The distribution, morphology, and optical characteristics of the prepared core-shell QDs were assessed by transmission electron microscopy (TEM) and spectrofluorescence, respectively. From the analysis, the results show that the mean particle size of prepared QDs is in the range of 10–12 nm and that the optimum emission condition was displayed at 620 nm. Further, the prepared CdSe/ZnS core shell QDs were modified by means of a room temperature ligand-exchange method that involves six organic ligands, L-cysteine, L-histidine, thio-glycolic acid (TGA or mercapto-acetic acid, MAA), mercapto-propionic acid (MPA), mercapto-succinic acid (MSA), and mercapto-undecanoic acid (MUA). This process was chosen in order to maintain a very dense water solubilizing environment around the QDs surface. From the analysis, the results show that the CdSe/ZnS capped with TGA (CdSe/ZnS-TGA) exhibited the strongest fluorescence emission as compared to others; hence, it was tested further for the glucose detection after their treatment with glucose oxidase (GOx) and horseradish peroxidase (HRP) enzymes. Here in this study, the glucose detection is based on the fluorescence quenching effect of the QDs, which is correlated to the oxidative reactions occurred between the conjugated enzymes and glucose. From the analysis of results, it can be inferred that the resultant GOx:HRP/CdSe/ZnS-TGA QDs system can be a suitable platform for the fluorescence-based determination of glucose in the real samples. Full article