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Search Results (179)

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Keywords = O-phenylenediamine

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27 pages, 2602 KiB  
Article
Folate-Modified Albumin-Functionalized Iron Oxide Nanoparticles for Theranostics: Engineering and In Vitro PDT Treatment of Breast Cancer Cell Lines
by Anna V. Bychkova, Maria G. Gorobets, Anna V. Toroptseva, Alina A. Markova, Minh Tuan Nguyen, Yulia L. Volodina, Margarita A. Gradova, Madina I. Abdullina, Oksana A. Mayorova, Valery V. Kasparov, Vadim S. Pokrovsky, Anton V. Kolotaev and Derenik S. Khachatryan
Pharmaceutics 2025, 17(8), 982; https://doi.org/10.3390/pharmaceutics17080982 - 30 Jul 2025
Viewed by 365
Abstract
Background/Objectives: Magnetic iron oxide nanoparticles (IONPs), human serum albumin (HSA) and folic acid (FA) are prospective components for hybrid nanosystems for various biomedical applications. The magnetic nanosystems FA-HSA@IONPs (FAMs) containing IONPs, HSA, and FA residue are engineered in the study. Methods: [...] Read more.
Background/Objectives: Magnetic iron oxide nanoparticles (IONPs), human serum albumin (HSA) and folic acid (FA) are prospective components for hybrid nanosystems for various biomedical applications. The magnetic nanosystems FA-HSA@IONPs (FAMs) containing IONPs, HSA, and FA residue are engineered in the study. Methods: Composition, stability and integrity of the coating, and peroxidase-like activity of FAMs are characterized using UV/Vis spectrophotometry (colorimetric test using o-phenylenediamine (OPD), Bradford protein assay, etc.), spectrofluorimetry, dynamic light scattering (DLS) and electron magnetic resonance (EMR). The selectivity of the FAMs accumulation in cancer cells is analyzed using flow cytometry and confocal laser scanning microscopy. Results: FAMs (dN~55 nm by DLS) as a drug delivery platform have been administered to cancer cells (human breast adenocarcinoma MCF-7 and MDA-MB-231 cell lines) in vitro. Methylene blue, as a model photosensitizer, has been non-covalently bound to FAMs. An increase in photoinduced cytotoxicity has been found upon excitation of the photosensitizer bound to the coating of FAMs compared to the single photosensitizer at equivalent concentrations. The suitability of the nanosystems for photodynamic therapy has been confirmed. Conclusions: FAMs are able to effectively enter cells with increased folate receptor expression and thus allow antitumor photosensitizers to be delivered to cells without any loss of their in vitro photodynamic efficiency. Therapeutic and diagnostic applications of FAMs in oncology are discussed. Full article
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14 pages, 1360 KiB  
Article
Increasing the Sensitivity of Aspergillus Galactomannan ELISA Using Silver Nanoparticle-Based Surface-Enhanced Raman Spectroscopy
by A. D. Vasilyeva, L. V. Yurina, E. G. Evtushenko, E. S. Gavrilina, V. B. Krylov, N. E. Nifantiev and I. N. Kurochkin
Sensors 2025, 25(14), 4376; https://doi.org/10.3390/s25144376 - 13 Jul 2025
Viewed by 404
Abstract
Galactomannan (GM) is a polysaccharide secreted by opportunistic pathogenic fungi of the Aspergillus genus. It is prescribed as a diagnostic biomarker of invasive aspergillosis in immunocompromised patients by the guidelines for diagnosis and management of Aspergillus diseases. It has been shown previously that [...] Read more.
Galactomannan (GM) is a polysaccharide secreted by opportunistic pathogenic fungi of the Aspergillus genus. It is prescribed as a diagnostic biomarker of invasive aspergillosis in immunocompromised patients by the guidelines for diagnosis and management of Aspergillus diseases. It has been shown previously that the measurement of soluble horseradish peroxidase (HRP) using surface-enhanced Raman scattering (SERS) of 2,3-diaminophenazine enzymatic reaction product on silver nanoparticles is largely superior in detection limit compared to colorimetric readout. In this study, a highly sensitive SERS-based HRP measurement protocol was applied to enzyme-linked immunosorbent assay (ELISA) for GM quantification in biological fluids. The detection limit for GM was 4.3 pg per sample, which is one and a half orders of magnitude lower compared to colorimetric detection with o-phenylenediamine as a substrate and five times more sensitive than ELISA using 3,3′,5,5′-tetramethylbenzidine. Full article
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18 pages, 2923 KiB  
Article
Nitrogen-Doped Carbon Dots as a Fluorescent “Off–On” Probe for Selective Ascorbic Acid Detection via H2O2-Mediated Quenching
by Jingjing Jia, Xue Liu and Wenjing Wang
Nanomaterials 2025, 15(13), 976; https://doi.org/10.3390/nano15130976 - 23 Jun 2025
Viewed by 466
Abstract
Nitrogen-doped carbon dots (NCDs) exhibiting superior fluorescence characteristics were synthesized employing o-phenylenediamine and 2-methylimidazole as precursors. The synthesized NCDs exhibited yellow photoluminescence with an excitation/emission maxima of 410/554 nm with a quantum yield of 28.41%. The presence of pyridinic N, pyrrolic N, graphitic [...] Read more.
Nitrogen-doped carbon dots (NCDs) exhibiting superior fluorescence characteristics were synthesized employing o-phenylenediamine and 2-methylimidazole as precursors. The synthesized NCDs exhibited yellow photoluminescence with an excitation/emission maxima of 410/554 nm with a quantum yield of 28.41%. The presence of pyridinic N, pyrrolic N, graphitic N, and amino N functionalities on the NCDs’ surface provided strong evidence for the successful nitrogen doping of the carbon dots. Upon exposure to hydrogen peroxide (H2O2), the NCDs exhibited a significant reduction in fluorescence intensity, which could be restored by the addition of ascorbic acid (AA), demonstrating a quantitative relationship between ascorbic acid and fluorescence efficiency. A novel fluorescence “off–on” system utilizing these NCDs was developed for the quantification of AA. The sensing mechanism relies on H2O2-induced fluorescence quenching via the selective oxidation of the NCDs’ surface, followed by fluorescence restoration upon AA addition due to the reduction in surface defects. Meanwhile, further experiments confirmed that the quenching mechanism was static quenching. The NCDs demonstrated a limit of detection (LOD) of 0.605 μM for AA detection. The use of NCDs for AA sensing was validated through the analysis of commercially available beverages. This study aimed to establish a simplified method for ascorbic acid detection. The experimental findings indicated that the developed technique exhibited high accuracy in quantifying ascorbic acid. These findings suggest that the developed NCDs possess considerable potential as a multifunctional sensing tool for various analytical applications. Full article
(This article belongs to the Section 2D and Carbon Nanomaterials)
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12 pages, 5324 KiB  
Article
One-Step Hydrothermal Synthesis of Multicolour Graphene Quantum Dots and Study of Their Luminescence Mechanism
by Beibei Wang, Ling Sun, Kai Liu, Di Wu, Jinqiu Wang and Fang Geng
Chemistry 2025, 7(3), 94; https://doi.org/10.3390/chemistry7030094 - 6 Jun 2025
Viewed by 553
Abstract
Multicolour graphene quantum dots (GQDs), from blue to orange emitting, were successfully synthesized via a one-step hydrothermal method using potassium hydrogen phthalate and o-phenylenediamine as the raw materials. After purification by silica gel column chromatography, four kinds of GQDs with maximum emission wavelengths [...] Read more.
Multicolour graphene quantum dots (GQDs), from blue to orange emitting, were successfully synthesized via a one-step hydrothermal method using potassium hydrogen phthalate and o-phenylenediamine as the raw materials. After purification by silica gel column chromatography, four kinds of GQDs with maximum emission wavelengths of 420 nm (blue), 500 nm (green), 540 nm (yellow), and 555 nm (orange) were obtained, and all had a high quantum yield (9.7%, 8.8%, 9.3%, and 10.3%, respectively). The structural characterization revealed that the synthesized GQDs had a regular morphology, with a size of 2–3 nm and a thickness of 1–2 nm. The D-band-to-G-band ratio was less than 0.3, indicating that the GQDs had a high degree of graphitization. In addition, the emission peaks of the GQDs were red-shifted as the particle size increased, confirming that their luminescence was dominated by the quantum confinement effect. By analyzing the surface states and the functional groups of the multicolour GQDs, it was found that the GQDs had a similar elemental composition, which further proved that the emission wavelengths did not depend on the surface element composition, but conformed to the luminescence mechanism regulated by the quantum-limited effect. Furthermore, the four types of GQDs exhibited low cytotoxicity and good stability, suggesting their potential applications in biomarkers and for the synchronous detection of a variety of analytes. Full article
(This article belongs to the Section Chemistry at the Nanoscale)
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25 pages, 899 KiB  
Review
A Scoping Review of Vitamins Detection Using Electrochemically Polymerised, Molecularly Imprinted Polymers
by Mohd Azerulazree Jamilan, Balqis Kamarudin, Zainiharyati Mohd Zain, Kavirajaa Pandian Sambasevam, Faizatul Shimal Mehamod and Mohd Fairulnizal Md Noh
Polymers 2025, 17(10), 1415; https://doi.org/10.3390/polym17101415 - 21 May 2025
Viewed by 698
Abstract
Vitamins are crucial micro-nutrients for overall well-being, making continuous monitoring essential. There are demands to provide an alternative detection, especially using a portable detection or a point-of-care-testing (POCT) device. One promising approach is employing an in situ electro-polymerised MIP (eMIP), which offers a [...] Read more.
Vitamins are crucial micro-nutrients for overall well-being, making continuous monitoring essential. There are demands to provide an alternative detection, especially using a portable detection or a point-of-care-testing (POCT) device. One promising approach is employing an in situ electro-polymerised MIP (eMIP), which offers a straightforward polymerisation technique on screen-printed electrodes (SPEs). Here, we report a review based on three databases (PubMed, Scopus, and Web of Science) from 2014 to 2024 using medical subject heading (MeSH) terms “electrochemical polymerisation” OR “electropolymerisation” crossed with the terms “molecularly imprinted polymer” AND “vitamin A” OR “vitamin D” OR “vitamin E” OR “vitamin K” OR “fat soluble vitamin” OR “vitamin B” OR “vitamin C” OR “water soluble vitamin”. The resulting 12 articles covered the detection of vitamins in ascorbic acid, riboflavin, cholecalciferol, calcifediol, and menadione using monomers of catechol (CAT), 3,4-ethylenedioxythiophene (EDOT), o-aminophenol (oAP), o-phenylenediamine (oPD), pyrrole, p-aminophenol (pAP), p-phenylenediamine (pPD), or resorcinol (RES), using common bare electrodes including graphite rod electrode (GRE), glassy carbon electrode (GCE), gold electrode (GE), and screen-printed carbon electrode (SPCE). The most common electrochemical detections were differential pulse voltammetry (DPV) and linear sweep voltammetry (LSV). The imprinting factor (IF) of the eMIP-modified electrodes were from 1.6 to 21.0, whereas the cross-reactivity was from 0.0% to 29.9%. Several types of food and biological samples were tested, such as supplement tablets, poultry and pharmaceutical drugs, soft drinks, beverages, milk, infant formula, human and calf serum, and human plasma. However, more discoveries and development of detection methods needs to be performed, especially for the vitamins that have not been studied yet. This will allow the improvement in the application of eMIPs on portable-based detection and POCT devices. Full article
(This article belongs to the Special Issue Molecularly Imprinted Polymers: Latest Advances and Applications)
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12 pages, 8366 KiB  
Article
Active Poly(o-phenylenediamine)-Intercalated Layered δ-MnO2 Cathode for High-Performance Aqueous Zinc-Ion Batteries
by Ziqian Yuan, Bosi Yin, Wenhui Mi, Minghui Liu and Siwen Zhang
Polymers 2025, 17(8), 1003; https://doi.org/10.3390/polym17081003 - 8 Apr 2025
Cited by 2 | Viewed by 616
Abstract
Aqueous zinc-ion batteries (ZIBs) represent an emerging energy storage solution that offers significant advantages in terms of safety, cost-effectiveness, and longevity in cycling. Among the various materials available, manganese-based oxides stand out as the most promising options for cathodes due to their impressive [...] Read more.
Aqueous zinc-ion batteries (ZIBs) represent an emerging energy storage solution that offers significant advantages in terms of safety, cost-effectiveness, and longevity in cycling. Among the various materials available, manganese-based oxides stand out as the most promising options for cathodes due to their impressive theoretical specific capacity, suitable operating voltage, and abundant natural availability. In published reports, pre-embedding is frequently used to modify the layered cathode; however, non-electrochemically active molecular embedding often results in a decrease in battery capacity. In this paper, a hydrothermal method is employed to intercalate poly(o-phenylenediamine) (PoPD) into δ-MnO2 (MO) to produce PoPD-MO cathode materials. Here, PoPD serves a dual role in the cathode: (1) PoPD is inserted into the interlayer of MO, providing support within the intercalation layer, enhancing material stability, increasing ionic storage sites, and creating space for more Zn2+ to be embedded, and (2) inserting PoPD into the interlayer structure of MO effectively expands the space between layers, thus allowing for greater ion storage, which in turn enhances the rate and efficiency of electrochemical reactions. Consequently, PoPD-MO shows remarkable cycling durability and adaptability in ZIBs, achieving a specific capacity of 359 mAh g−1 at a current density of 0.1 A g−1, and even under the strain of a high current density of 3 A g−1, it maintains a respectable capacity of 107 mAh g−1. Based on this, PoPD-MO may emerge as a new cathode material with promising applications in the future. Full article
(This article belongs to the Special Issue Polymeric Conductive Materials for Energy Storage)
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16 pages, 5848 KiB  
Article
Molecularly Imprinted Electrochemical Sensor Based on MWCNTs/GQDs for the Detection of Sulfamethazine in Aquaculture Seawater
by Jianlei Chen, Tianruo Zhang, Yong Xu, Hao Li, Hongwu Cui, Xinguo Zhao, Yun Zhou, Keming Qu and Zhengguo Cui
Biosensors 2025, 15(3), 184; https://doi.org/10.3390/bios15030184 - 13 Mar 2025
Cited by 2 | Viewed by 1011
Abstract
In this work, a novel molecularly imprinted electrochemical sensor was proposed based on molecular imprinting technology for the detection of sulfamethazine. A glassy carbon electrode was modified with a composite material of carbon nanotubes and graphene quantum dots to effectively improve sensitivity. The [...] Read more.
In this work, a novel molecularly imprinted electrochemical sensor was proposed based on molecular imprinting technology for the detection of sulfamethazine. A glassy carbon electrode was modified with a composite material of carbon nanotubes and graphene quantum dots to effectively improve sensitivity. The molecularly imprinted electrochemical sensor was then prepared by electropolymerization using sulfamethazine as the template and o-phenylenediamine as the functional monomer on the modified electrode. Under optimal measurement conditions, electrochemical tests of different sulfamethazine concentrations (0.5 μM–200 μM) showed excellent linearity and a detection limit of 0.068 μM. In addition, the sensor demonstrated satisfactory selectivity, stability, and reusability. Furthermore, the sensor was applied to the spiked analysis of sulfamethazine in grouper aquaculture water, achieving recovery rates between 95.4% and 104.8%, with a relative standard deviation (RSD) of less than 4.14%. These results indicated that the developed method was effective for the analysis of sulfamethazine in aquaculture seawater, providing a new approach for the detection of antibiotic residues in seawater samples. Full article
(This article belongs to the Special Issue Application of Biosensors in Environmental Monitoring)
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16 pages, 10973 KiB  
Article
Enrichment of Trace Selenium in Water Based on Metal−Organic Framework Materials and Reversed−Phase Ultra−High−Performance Liquid Chromatography−Diode Array Determination
by Hanqing Cai, Hongmei Guo, Hanlu Jing, Pingping Wen, Qiuying Wu, Yang Li, Zhirong Suo and Jian Zhang
Separations 2025, 12(3), 62; https://doi.org/10.3390/separations12030062 - 9 Mar 2025
Viewed by 662
Abstract
A method for the determination of trace selenium in water enriched by metal–organic−framework material (MIL−125−NH2) and reversed−phase ultra−high−performance liquid chromatography−diode array detection (UPLC−DAD) was established. The MIL−125−NH2 material, synthesized by the microwave method, was characterized by SEM, XRD, and FT−IR. [...] Read more.
A method for the determination of trace selenium in water enriched by metal–organic−framework material (MIL−125−NH2) and reversed−phase ultra−high−performance liquid chromatography−diode array detection (UPLC−DAD) was established. The MIL−125−NH2 material, synthesized by the microwave method, was characterized by SEM, XRD, and FT−IR. The MIL−125−NH2 material was added to the water sample to enrich the selenium, the enriched selenium was desorbed with dilute HCl, and then the derivative reaction with 0.1 mol·L−1 4−nitro−o−phenylenediamine was performed to produce piaselenole. After extraction with cyclohexane, the retention time and the spectrogram were qualitatively detected by a liquid chromatography−diode array detector, and the peak area was quantitatively detected. The pH, time, amount of material, extractant, and other conditions of derivation and enrichment were optimized in the experiment, and the methodology was verified under optimized conditions. The results showed that the linear correlation coefficient R2 was 0.9998, the detection limit of 0.13 μg·L−1 without enrichment was close to that of the ICP−MS method, the detection limit after 10−fold enrichment was 0.013 μg·L−1, the RSD was 0.7~2.7%, and the recovery was 87.8~102.1%, in the range of 2~1000 μg·L−1. Therefore, the method can be applied for the determination of trace selenium in tap water, river water, mountain spring water, packaged drinking water, and industrial sewage. Full article
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13 pages, 3054 KiB  
Article
Biomimetic Prussian Blue Sensor for Ultrasensitive Direct Detection of Myoglobin
by Jacinta Ricardo, Abel Duarte, Stefano Chiussi, Gabriela V. Martins and Felismina T. C. Moreira
Polymers 2025, 17(5), 630; https://doi.org/10.3390/polym17050630 - 26 Feb 2025
Viewed by 943
Abstract
This research presents a novel, cost-effective, and scalable approach for the direct detection of myoglobin (Myo) in point-of-care (PoC) applications. In this strategy, redox-active Prussian Blue nanocubes (PBNCs) are applied to a disposable platinum screen-printed electrode (Pt-SPE). Subsequently, a biomimetic sensing layer is [...] Read more.
This research presents a novel, cost-effective, and scalable approach for the direct detection of myoglobin (Myo) in point-of-care (PoC) applications. In this strategy, redox-active Prussian Blue nanocubes (PBNCs) are applied to a disposable platinum screen-printed electrode (Pt-SPE). Subsequently, a biomimetic sensing layer is generated by electropolymerization of ortho-phenylenediamine (o-PD) in the presence of Myo, which forms molecularly imprinted polymer (MIP) sites by cyclic voltammetry (CV). The electropolymerization process takes place in a potential range of −0.2 V to +0.8 V, for five cycles at a scan rate of 50 mV/s, in a 10 mmol/L o-PD solution. After polymerization, the electrode is incubated in trypsin for 2 h to create Myo-specifically imprinted cavities. The structural and morphological properties of the biomimetic layer were analyzed by Raman spectroscopy, Fourier transform infrared spectroscopy (FTIR), and scanning electron microscopy (SEM). The direct detection of Myo was analyzed by differential pulse voltammetry (DPV). The results showed a linear response to Myo concentrations ranging from 1.0 ag/mL to 10 ng/mL, a limit of detection (LOD) of 0.76 ag/mL, and a R2 value of 0.9775. The absence of an external liquid redox probe simplifies the sensor design, improves portability, and reduces the complexity of the assay, making it more suitable for PoC. Full article
(This article belongs to the Special Issue Advances in Polymer Devices and Sensors)
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18 pages, 3807 KiB  
Article
Dummy Template Molecularly Imprinted Polymers for Electrochemical Detection of Cardiac Troponin I: A Combined Computational and Experimental Approach
by Mohammad Sadegh Sadeghi Googheri, Davide Campagnol, Paolo Ugo, Samira Hozhabr Araghi and Najmeh Karimian
Chemosensors 2025, 13(1), 26; https://doi.org/10.3390/chemosensors13010026 - 20 Jan 2025
Cited by 2 | Viewed by 1649
Abstract
Cardiac troponin I (cTnI) is a crucial biomarker for the early detection of acute myocardial infarction (AMI), playing a significant role in cardiac health assessment. Molecularly imprinted polymers (MIPs) are valued for their stability, ease of fabrication, reusability, and selectivity. However, using the [...] Read more.
Cardiac troponin I (cTnI) is a crucial biomarker for the early detection of acute myocardial infarction (AMI), playing a significant role in cardiac health assessment. Molecularly imprinted polymers (MIPs) are valued for their stability, ease of fabrication, reusability, and selectivity. However, using the analyte as a template can be costly, especially if the analyte is expensive. In such cases, a dummy template (DT) with similar chemico-physical properties can be useful. This study aimed to design a DT-MIP for cTnI detection using cytochrome c (Cyt c) as the template, combining computational and experimental approaches. Molecular docking identified binding sites on Cyt c and cTnI for poly(o-phenylenediamine) (5PoPD) pentamers. Interactions and binding energies were examined using all-atom molecular dynamics (MDs) simulations and structural interaction fingerprint (SIFt) calculations. A DT-MIP-modified electrode for cTnI detection was prepared by electropolymerizing o-PD in the presence of Cyt c as a dummy template. Electrochemical techniques monitored the electropolymerization, template removal, and binding of the target analyte. The experimental results showed that the DT-MIPs exhibited a high binding affinity for cTnI, consistent with the binding energies observed in MD simulations. The satisfactory correlation between experimental and computational results validated our model-based approach for the rational design of dummy template molecularly imprinted polymers. Full article
(This article belongs to the Special Issue Recent Advances in Electrode Materials for Electrochemical Sensing)
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14 pages, 3594 KiB  
Article
A Molecularly Imprinted Electrochemical Sensor for Carbendazim Detection Based on Synergy Amplified Effect of Bioelectrocatalysis and Nanocomposites
by Wenjing Lian, Xinyu Zhang, Yongbin Han, Xintong Li and Hongyun Liu
Polymers 2025, 17(1), 92; https://doi.org/10.3390/polym17010092 - 1 Jan 2025
Cited by 3 | Viewed by 1048
Abstract
The highly selective and sensitive determination of pesticide residues in food is critical for human health protection. Herein, the specific selectivity of molecularly imprinted polymers (MIPs) was proposed to construct an electrochemical sensor for the detection of carbendazim (CBD), one of the famous [...] Read more.
The highly selective and sensitive determination of pesticide residues in food is critical for human health protection. Herein, the specific selectivity of molecularly imprinted polymers (MIPs) was proposed to construct an electrochemical sensor for the detection of carbendazim (CBD), one of the famous broad-spectrum fungicides, by combining with the synergistic effect of bioelectrocatalysis and nanocomposites. Gold nanoparticle-reduced graphene oxide (AuNP-rGO) composites were electrodeposited on a polished glassy carbon electrode (GCE). Then the MIP films were electropolymerized on the surface of the nanolayer using CBD as the template molecule and o-phenylenediamine (OPD) as the monomer. The detection sensitivity of CBD on the heterogeneous structure films was greatly amplified by AuNP-rGO composites and the bioelectrochemical oxidation of glucose, which was catalyzed by glucose oxidase (GOD) with the help of mediator in the underlying solution. The developed sensor showed high selectivity, good reproducibility, and excellent stability towards CBD with the linear range from 2.0 × 10−9 to 7.0 × 10−5 M, and the limit of detection (LOD) of 0.68 nM (S/N = 3). The expected system would provide a new idea for the development of simple and sensitive molecularly imprinted electrochemical sensors (MIESs). Full article
(This article belongs to the Section Polymer Applications)
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20 pages, 8137 KiB  
Article
A Simple and Rapid “Turn-On” Fluorescent Probe Based on Binuclear Schiff Base for Zn2+ and Its Application in Cell Imaging and Test Strips
by Jinghui Cheng, Yi Li, Zhiye Zhu, Huijuan Guan, Jinsong Zhai, Yibing Xiang and Man Wang
Molecules 2024, 29(24), 5850; https://doi.org/10.3390/molecules29245850 - 11 Dec 2024
Viewed by 1071
Abstract
A series of colorful binuclear Schiff bases derived from the different diamine bridges including 1,2- ethylenediamine (bis-Et-SA, bis-Et-4-NEt2, bis-Et-5-NO2, bis-Et-Naph), 1,2-phenylenediamine (bis-Ph-SA, bis-Ph-4-NEt2, bis-Ph-5-NO2, bis-Ph-Naph), dicyano-1,2-ethenediamine (bis-CN-SA, bis-CN-4-NEt2, bis-CN-5-NO2, bis-CN-Naph) have [...] Read more.
A series of colorful binuclear Schiff bases derived from the different diamine bridges including 1,2- ethylenediamine (bis-Et-SA, bis-Et-4-NEt2, bis-Et-5-NO2, bis-Et-Naph), 1,2-phenylenediamine (bis-Ph-SA, bis-Ph-4-NEt2, bis-Ph-5-NO2, bis-Ph-Naph), dicyano-1,2-ethenediamine (bis-CN-SA, bis-CN-4-NEt2, bis-CN-5-NO2, bis-CN-Naph) have been designed and prepared. The optical properties of these binuclear Schiff base ligands were fully determined by UV–Vis absorption spectroscopy, fluorescence emission spectroscopy, and time-dependent-density functional theory (TD-DFT) calculations. The inclusion of D-A systems and/or π-extended systems in these binuclear Schiff base ligands not only enables adjustable RGB light absorption and emission spectra (300~700 nm) but also yields high fluorescence quantum efficiencies of up to 0.84 in MeCN solution. Then, with the ESIPT (excited-state intramolecular proton transfer) property, fluorescence analysis showed that the probe bis-Et-SA and bis-Ph-SA could recognize Zn2+ via the “turn on” mode in the MeCN solution. During the detection process, bis-Et-SA and bis-Ph-SA demonstrate rapid response and high selectivity upon the addition of Zn2+. The coordination of Zn2+ with the oxygen atom and Schiff base nitrogen atom in a tetrahedral geometry is confirmed by Job’s plot, FT-IR, and 1H NMR spectroscopy. In addition, the paper test and Hela cells were successfully carried out to detect Zn2+. Moreover, the sensitivity of bis-Et-SA and bis-Ph-SA is much better than that of those Schiff base ligands containing only one chelating unit [O^N^N^O]. Full article
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8 pages, 1813 KiB  
Proceeding Paper
The Heterocyclization of 2-Imino-2H-chromeno-3-carbonitriles with Some N,N-Binucleophiles
by Anna A. Meshcheryakova, Ekaterina A. Konstantinova, Karina A. Melkonyan, Daria V. Vidlatskaya and Vitaliy V. Sorokin
Chem. Proc. 2024, 16(1), 93; https://doi.org/10.3390/ecsoc-28-20246 - 15 Nov 2024
Viewed by 307
Abstract
We investigated one-pot, three-component, and stepwise reactions of malononitrile and salicylic aldehydes (salicylic, 5-bromsalicylic) with N,N-nucleophiles, such as hydrazine hydrate, nitrobenzhydrazides, and o-phenylenediamine, under various conditions. This work reports on the synthesis of novel chromeno[4,3-c]pyrazoles and chromeno[4,3-e][1,4]diazepines. The influence of reaction parameters, such [...] Read more.
We investigated one-pot, three-component, and stepwise reactions of malononitrile and salicylic aldehydes (salicylic, 5-bromsalicylic) with N,N-nucleophiles, such as hydrazine hydrate, nitrobenzhydrazides, and o-phenylenediamine, under various conditions. This work reports on the synthesis of novel chromeno[4,3-c]pyrazoles and chromeno[4,3-e][1,4]diazepines. The influence of reaction parameters, such as solvent type and temperature, was studied. The structures of the synthesized compounds were established using spectroscopic data (IR, NMR). Full article
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12 pages, 7188 KiB  
Article
Early Diagnosis of Tumorigenesis via Ratiometric Carbon Dots with Deep-Red Emissive Fluorescence Based on NAD+ Dependence
by Lan Cui, Weishuang Lou, Mengyao Sun, Xin Wei, Shuoye Yang, Lu Zhang and Lingbo Qu
Molecules 2024, 29(22), 5308; https://doi.org/10.3390/molecules29225308 - 11 Nov 2024
Cited by 1 | Viewed by 1253
Abstract
The early diagnosis of tumorigenesis is crucial for clinical treatment, but the resolution and sensitivity of conventional short-wavelength biomarkers are not ideal because of the complicated interference in living tissue. Herein, a nicotinamide adenine dinucleotide (NAD+)-responsive probe with deep-red emissive ratiometric [...] Read more.
The early diagnosis of tumorigenesis is crucial for clinical treatment, but the resolution and sensitivity of conventional short-wavelength biomarkers are not ideal because of the complicated interference in living tissue. Herein, a nicotinamide adenine dinucleotide (NAD+)-responsive probe with deep-red emissive ratiometric fluorescence was synthetized as a promising target for energy metabolism patterns during tumorigenesis. Interestingly, the solvents H3PO4 and 2,2′-dithiodibenzoic acid enhanced the red emission (640 and 680 nm) of o-phenylenediamine-based carbon dots (CDs), leading to the formation of a nanoscale graphite-like skeleton covered with -P=O, -CONH-, -COOH and -NH2 on their surfaces. Meanwhile, this method exhibited high sensitivity to the discriminating target NAD+, with a detection limit of 63 μM due to the inner filter effect and fluorescence resonance energy transfer process between NAD+ and CDs, which is superior to the reported capillary electrophoresis and liquid chromatographic detection methods (the reported detection limit was about 0.2 mM) in complex biological samples and even cancer cells. Encouragingly, NAD+ significantly promoted nucleus-targeting fluorescence and cell migration compared to GSH and pH stimulation, which were gradually eliminated in human hepatocellular carcinoma (HepG2) cells after 2-deoxy-d-Glucose inhibited the glycolytic phenotype. The proposed method holds great potential for the temporal and spatial resolution of NAD+-dependent tumor diagnosis in complex living systems. Full article
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18 pages, 6326 KiB  
Article
Nitrogen and Sulfur Co-Doped Graphene-Quantum-Dot-Based Fluorescent Sensor for Rapid Visual Detection of Water Content in Organic Solvents
by Hongyuan Zhang, Jieqiong Wang, Xiaona Ji, Yanru Bao, Ce Han and Guoying Sun
Molecules 2024, 29(21), 5178; https://doi.org/10.3390/molecules29215178 - 1 Nov 2024
Cited by 2 | Viewed by 1527
Abstract
Accurate water content detection is crucial for optimizing chemical reactions, ensuring product quality in pharmaceutical manufacturing, and maintaining food safety. In this study, nitrogen and sulfur co-doped graphene quantum dots (R-GQDs) were synthesized via a one-step hydrothermal method using o-phenylenediamine as the carbon [...] Read more.
Accurate water content detection is crucial for optimizing chemical reactions, ensuring product quality in pharmaceutical manufacturing, and maintaining food safety. In this study, nitrogen and sulfur co-doped graphene quantum dots (R-GQDs) were synthesized via a one-step hydrothermal method using o-phenylenediamine as the carbon source. The synthesis conditions, including reaction time, temperature, o-phenylenediamine concentration, and H2SO4/water ratio, were optimized using the Box-Behnken response surface methodology. The R-GQDs exhibited excellent fluorescence stability and distinct solvent-dependent characteristics, alongside a broad linear detection range and high sensitivity, making them highly suitable for dual-mode water content detection (colorimetric and fluorescent). To enhance the accuracy of visual detection, R-GQDs were incorporated into portable test strips with smartphone-assisted analysis, compensating for the human eye’s limitations in distinguishing subtle color changes. The sensor’s practical utility was validated through spiked recovery experiments in food samples, and the R-GQDs demonstrated good biocompatibility for in vivo imaging in shrimp. These findings highlight a novel strategy for developing portable, real-time water content sensors with potential applications in both portable detection systems and biological imaging. Full article
(This article belongs to the Special Issue Research Progress of Fluorescent Probes)
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