46 results on '"ortho-phenylenediamine"'
Search Results
2. MXene/PEDOT: PSS composite-modified electrode for electrochemical sensing of bilirubin by molecularly imprinted ortho-phenylenediamine.
- Author
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Manoj and Ghrera, Aditya Sharma
- Subjects
- *
PHYSICAL & theoretical chemistry , *ENERGY dispersive X-ray spectroscopy , *FIELD emission electron microscopy , *ELECTROCHEMICAL electrodes , *CYCLIC voltammetry , *IMPRINTED polymers , *ELECTROACTIVE substances - Abstract
For the first time, a Ti3C2Tx–MXene and poly (3, 4-ethylenedioxythiophene): poly (styrenesulfonate) (PEDOT: PSS) composite-modified electrode has been developed for electrochemical detection of the bilirubin (BR) by molecularly imprinted ortho-phenylenediamine (o–PD). BR is a biomarker for liver-related diseases. High levels of BR imply liver dysfunction; hence, its exact and rapid measurement is indispensable to its immediate diagnosis and treatment. The synergistic effects of MXene and PEDOT: PSS not only enhanced the electrochemical conductivity and provided a large electroactive surface area for better MIP polymerization but also improved the sensitivity, stability, and electro-catalytic activity of the developed electrode. This is the first study to combine MXene/PEDOT: PSS and molecularly imprinted orthophenylenediamine for BR sensing, which individually have demonstrated potential, but whose combined effects have never been explored in the context of BR detection. The successful synthesis and deposition of composite is confirmed by field emission scanning electron microscopy (FESEM) along with energy dispersive X-ray spectroscopy (EDX) and X-ray diffraction (XRD). The electrochemical properties and surface morphology of the prepared electrode at every modification step were characterized by electrochemical techniques such as cyclic voltammetry (CV), differential pulse voltammetry (DPV) and electrochemical impedance spectroscopy (EIS), and FESEM respectively. The MXene/PEDOT: PSS composite as an electrode modifier exhibited sensing of BR in the clinical relevant range of BR in human serum 0.1–20 mg/dL with a detection limit of 0.002 mg/dL. Additionally, the prepared electrode has excellent reproducibility, stability, selectivity, and repeatability and also showed acceptable results for the sensing of BR in human serum sample. [ABSTRACT FROM AUTHOR]
- Published
- 2025
- Full Text
- View/download PDF
3. Development of an ultrasensitive molecularly imprinted poly‐(ortho‐phenylenediamine) based sensor for the determination of melamine adulteration in milk and infant formula.
- Author
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Heydarian‐Dehkordi, Negin, Saei‐Dehkordi, Seyyed Siavash, Izadi, Zahra, and Ghasemi‐Varnamkhasti, Mahdi
- Subjects
- *
MELAMINE , *INFANT formulas , *ELECTROCHEMICAL sensors , *GOLD nanoparticles , *ADULTERATIONS , *GRAPHENE oxide - Abstract
A sensitive molecularly imprinted poly‐(ortho‐phenylenediamine) electrochemical sensor was fabricated for selective melamine detection in milk and infant formula. The pencil graphite electrode (PGE) was modified by deposition of Au nanoparticles and reduced graphene oxide (RGO) on its surface. The fabrication of the electrode in various stages was monitored using cyclic voltammetry. The immobilized RGO, MIP, and gold nanoparticles on the PGE surface were morphologically characterized by field‐emission scanning electron microscopy (FESEM). Under the optimized conditions, the linear range and the limit of detection (LOD) were 10–17–10–8 M and 2.64 × 10–16 M (S/N = 3), respectively. The prepared sensor exhibited a good reproducibility and repeatability response. The recovery range of melamine‐spiked milk and infant formula was 92.7%–103.9% and 93.5%–105.8%, respectively. The sensor could apply successfully for melamine determination in milk and infant formula samples. [ABSTRACT FROM AUTHOR]
- Published
- 2022
- Full Text
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4. Potential Fluorescent Ligands for Zn-Containing Bacterial Enzymes: In Silico Evaluation, Synthesis and Optical Properties
- Author
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Viktoryia Zavalinich, Liliya Glinskaya, Polina Yakovets, Yaroslav Faletrov, and Vladimir Shkumatov
- Subjects
fluorescent compounds ,zinc containing enzymes ,DFT ,ciprofloxacin ,ortho-phenylenediamine ,7-nitrobenzoxadiazole-chloride ,Chemistry ,QD1-999 - Abstract
Zn-containing proteins play essential roles in the viability and virulence of bacteria, so are considered to be possible molecular new drug targets. Based on literature data about N-acyl-o-phenylenediamine and 2-pycolylamine as warheads of drugs and molecular probes for Zn-bearing enzymes like histone deacetylases, we guessed that N-(7-nitrobenzofurazan-4-y)-o-phenylenediamine (NBD-OPD), 2-pycolyl-(N-(7-nitrobenzofurazan-4-amine)) and ciprofloxacin 2-pycolylamide (CPF-Pic2) are potential fluorescent inhibitors of such enzymes. Molecular docking was performed for estimate affinity of the compounds to a set of bacterial enzymes, and photochemical and electrochemical properties were calculated in silico using DFT.
- Published
- 2022
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5. Effect of amino anilines on the fluorescence of coumarin derivative.
- Author
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Nirupama, J.M., Khanapurmath, N.I., Chougala, L.S., Shastri, L.A., Bhajantri, R.F., Kulkarni, M.V., and Kadadevarmath, J.S.
- Subjects
- *
ANILINE , *PHENYLENEDIAMINES , *FLUORESCENCE , *COUMARINS , *SOLVENTS - Abstract
Abstract The effect of stereo electronic factors of amino anilines such as ortho -phenylenediamine (OPD) and para -phenylenediamine (PPD) on the fluorescence of 5,6-benzo-4-azidomethyl coumarin (5BAMC) in polar aprotic and polar protic solvents has been studied. From UV absorption and 1 H NMR studies, observed blue shift in the presence of PPD is due to H-bonding with 5BAMC. Fluorescence quenching studies indicate the role of static and dynamic quenching mechanisms for both the quenchers and larger quenching efficiency of PPD than OPD. The sphere of action static quenching and finite sink approximation models reveal static effect in the excited state and diffusion limited bimolecular quenching reactions. Electrochemical analysis indicates that quenching efficiency of PPD is more than OPD based on the magnitudes of free energy change for electron transfer. Binding equilibria analysis confirms that the magnitude of binding between PPD and 5BAMC is stronger compared to OPD. It is also noticed that the binding between PPD and 5BAMC in polar protic solvents is stronger than that in aprotic solvents. Lastly, from the magnitudes of thermodynamic parameters, interaction between PPD and 5BAMC is hydrophobic and spontaneous. Thus from the present investigation, it is concluded that the separation between two –NH 2 groups in amino anilines plays role in their interaction with coumarin derivative 5BAMC. Graphical abstract fx1 [ABSTRACT FROM AUTHOR]
- Published
- 2019
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6. A Study of a Novel Nanocomposite Material Based on Reduced Graphene Oxide and Poly(o-Phenylenediamine).
- Author
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Pisarevskaya, E. Yu., Makarychev, Yu. B., Dremova, N. N., Girina, G. P., and Efimov, O. N.
- Subjects
- *
NANOCOMPOSITE materials , *GRAPHENE oxide , *PHENYLENEDIAMINES , *SURFACE coatings , *CHEMICAL reactions - Abstract
The formation of a nanocomposite coating based on reduced graphene oxide (RGO) and poly(o-phenylenediamine) (PPD) in the chemical reaction of graphene oxide (GO) and o-phenylenediamine (OPD) has been studied by cyclic voltammetry (CVA), scanning electron microscopy (SEM), and X-ray photoelectron spectroscopy (XPS). It has been shown that the action of cyclic polarization provides a more uniform structure of the nanocomposite films (decrease in the corrugation effect). In addition, it has been found that the polarization of GO films containing the OPD monomer distributed inside to the PPD synthesis potentials leads to the formation of uniformly distributed globular structures, which most probably correspond to a polymer electrochemically synthesized in the space between the GO nanosheets. [ABSTRACT FROM AUTHOR]
- Published
- 2018
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7. Adsorptive interaction of ortho-phenylenediamine with commercial activated carbon in presence of Indole and vice versa: synergistic/antagonistic evaluation
- Author
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Rathi, Neha, Kushwaha, Jai Prakash, Singh, Neetu, Toor, Sehaspreet K., Rajani, Nikhil, and Kumawat, Piyush K.
- Published
- 2021
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8. Redesigning an Electrochemical MIP Sensor for PFOS: Practicalities and Pitfalls
- Author
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Giulia Moro, Davide Cristofori, Fabio Bottari, Elti Cattaruzza, Karolien De Wael, and Ligia Maria Moretto
- Subjects
pfos ,molecularly imprinted polymer ,biomimetic sensor ,gold screen-printed electrodes ,ortho-phenylenediamine ,Chemical technology ,TP1-1185 - Abstract
There is a growing interest in the technological transfer of highly performing electrochemical sensors within portable analytical devices for the in situ monitoring of environmental contaminants, such as perfluorooctanesulfonic acid (PFOS). In the redesign of biomimetic sensors, many parameters should be taken into account from the working conditions to the electrode surface roughness. A complete characterization of the surface modifiers can help to avoid time-consuming optimizations and better interpret the sensor responses. In the present study, a molecularly imprinted polymer electrochemical sensor (MIP) for PFOS optimized on gold disk electrodes was redesigned on commercial gold screen-printed electrodes. However, its performance investigated by differential pulse voltammetry was found to be poor. Before proceeding with further optimization, a morphological study of the bare and modified electrode surfaces was carried out by scanning electron microscopy−energy-dispersive X-ray spectrometry (SEM−EDS), atomic force microscopy (AFM) and profilometry revealing an heterogeneous distribution of the polymer strongly influenced by the electrode roughness. The high content of fluorine of the target-template molecule allowed to map the distribution of the molecularly imprinted polymer before the template removal and to define a characterization protocol. This case study shows the importance of a multi-analytical characterization approach and identify significant parameters to be considered in similar redesigning studies.
- Published
- 2019
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9. A Fast and Efficient Method for the Synthesis of 1,5-Benzodiazepine Derivatives Under Solvent-Free Conditions
- Author
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Ahmad Shaabani and Ali Maleki
- Subjects
1, 5-benzodiazepine ,ortho-phenylenediamine ,solid acid catalyst ,silica sulfuric acid ,synthesis ,Chemical engineering ,TP155-156 ,Chemistry ,QD1-999 - Abstract
Silica sulfuric acid is found to catalyze efficiently the condensation of o-phenylenediamines with various linear and cyclic ketones to afford the corresponding 1,5-benzodiazepines in quantitative yields under solvent-free conditions at room temperature
- Published
- 2007
10. Tổng hợp dẫn xuất 2-Benzimidazolyl-4-oxo-4H-Quinolizine bằng phương pháp hỗ trợ vi sóng
- Author
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Phạm Cảnh Em and Bùi Thị Bửu Huê
- Subjects
Benzimidazole ,tổng hợp có sự hỗ trợ vi sóng ,4-oxo-4H-quinolizine ,ortho-phenylenediamine ,ortho-nitroaniline ,Science - Abstract
Phương pháp nhanh chóng và hiệu quả ứng dụng sự hỗ trợ của vi sóng đã được phát triển thành công để tổng hợp các dẫn xuất 2-benzimidazolyl-4-oxo-4H quinolizine. Bằng phương pháp này, ba dẫn xuất 2-(1H-benzimidazol-2-yl)-4H-quinolizin-4-one đã được tổng hợp từ 4-oxo-4H-quinolizine-2-carbaldehyde với các ortho-phenylenediamine hoặc ortho-nitroaniline sử dụng Na2S2O4 hoặc Na2S2O5 làm tác nhân oxy hóa. Trong cả ba trường hợp khảo sát đều cho hiệu suất tổng hợp cao (76-92%) và thời gian tổng hợp ngắn (tối đa 10 phút). Cấu trúc của các dẫn xuất 2-(1H-benzimidazol-2-yl)-4H-quinolizin-4-one mới được xác định bằng các phương pháp phổ nghiệm 1H-NMR, 13C-NMR và MS.
- Published
- 2015
11. Electropolymerization of ortho-phenylenediamine. Structural characterisation of the resulting polymer film and its interfacial capacitive behaviour.
- Author
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Vanossi, Davide, Pigani, Laura, Seeber, Renato, Ferrarini, Paolo, Baraldi, Pietro, and Fontanesi, Claudio
- Subjects
- *
ELECTROPOLYMERIZATION , *PHENYLENEDIAMINES , *MOLECULAR structure , *POLYMER films , *INTERFACES (Physical sciences) , *ELECTRIC capacity , *ELECTRIC conductivity - Abstract
Highlights: [•] Structural characterization of non conductive electropolymerized oPD thin films. [•] Gallic acid capacitive sensing. [•] Impedance spectroscopy. [•] Raman spectra. [•] DFT calculations. [ABSTRACT FROM AUTHOR]
- Published
- 2013
- Full Text
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12. Sensing Lorazepam with a glassy carbon electrode coated with an electropolymerized-imprinted polymer modified with multiwalled carbon nanotubes and gold nanoparticles.
- Author
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Rezaei, Behzad, Rahmanian, Omid, and Ensafi, Ali
- Subjects
- *
CHEMICAL detectors , *LORAZEPAM , *CARBON electrodes , *COATING processes , *ELECTROPOLYMERIZATION , *IMPRINTED polymers , *GOLD nanoparticles , *CYCLIC voltammetry - Abstract
We report on an electrode for the amperometric determination of lorazepam. A glassy carbon electrode was coated with a molecular imprint made by electropolymerization of ortho-phenylenediamine and filled with multiwalled carbon nanotubes and gold nanoparticles, which enhances the transmission of electrons. The sensor was studied with respect to its response to hexacyanoferrate (III) as a probe and by electrochemical impedance spectroscopy, cyclic voltammetry and square wave voltammetry. The linear response range to Lorazepam is from 0.5 nM to 1.0 nM and from 1.0 nM to 10.0 nM, with a detection limit of 0.2 nM (at an S/N of 3). The electrode was successfully applied to determine Lorazepam in spiked human serum. [Figure not available: see fulltext.] [ABSTRACT FROM AUTHOR]
- Published
- 2013
- Full Text
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13. Carcinogenicity of ortho-phenylenediamine dihydrochloride in rats and mice by two-year drinking water treatment.
- Author
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Matsumoto, Michiharu, Suzuki, Masaaki, Kano, Hirokazu, Aiso, Shigetoshi, Yamazaki, Kazunori, and Fukushima, Shoji
- Subjects
- *
CARCINOGENICITY , *PHENYLENEDIAMINES , *DRINKING water , *MICE , *ADENOMA - Abstract
The carcinogenicity of ortho-phenylenediamine ( o-PD) was examined by administrating o-phenylenediamine dihydrochloride ( o-PD2HCl) in dinking water to groups of 50 F344/DuCrj rats and 50 Crj:BDF mice of both sexes for 2 years. The drinking water concentration of o-PD2HCl was 0, 500, 1,000 or 2,000 ppm (wt/wt) for male rats; 0, 250, 500 or 1,000 ppm for female rats; 0, 500, 1,000 or 2,000 ppm for male mice; and 0, 1,000, 2,000 or 4,000 ppm for female mice. Two-year administration of o-PD2HCl produced a dose-dependent increase in the incidences of hepatocellular adenomas and carcinomas in rats of both sexes and in female mice, and hepatocellular adenomas in male mice. In mice, the incidences of hepatocellular adenomas were increased at the lowest dose used in both males and females. Metastasis from hepatocellular carcinomas of rats occurred predominantly in the lung. Incidences of transitional cell papillomas and carcinomas in the urinary bladder were noted in male rats administered 2,000 ppm, together with an increased incidence of papillary and/or nodular hyperplasia of transitional epithelium. In mice, the incidence of papillary adenomas in the gall bladder, which is rare in mice, was increased in both males and females administered 2,000 ppm. Thus, o-PD is carcinogenic in two species, i.e., rats and mice of both sexes. [ABSTRACT FROM AUTHOR]
- Published
- 2012
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14. Polypyrrole-based bilayer nitrate amperometric biosensor with an integrated permselective poly-ortho-phenylenediamine layer for exclusion of inorganic interferences
- Author
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Adeloju, Samuel B. and Sohail, Manzar
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PYRROLES , *BIOSENSORS , *CONDUCTOMETRIC analysis , *PHENYLENEDIAMINES , *NITRATES , *INORGANIC compounds , *POLYMERIZATION - Abstract
Abstract: A bilayer amperometric nitrate biosensor with an integrated permselective layer has been developed for exclusion of inorganic anion and cation interferences. The inner PPy(polypyrrole)–NaR–NADH layer of the biosensor is formed by galvanostatic polymerization of pyrrole (Py) in presence of nitrate reductase (NaR) and nicotinamide adenine dinucleotide (NADH), followed by formation of the outer permselective poly-ortho-phenylenediamine (P-o-PDA) layer by potentiodynamic polymerization of ortho-phenylenediamine (o-PDA). The exclusion efficiency (E eff) of the outer layer in rejecting inorganic cation and anion interferences is evaluated by a new proposed relationship. 73–87% and 47–84% of anion and cation interferences, respectively, were efficiently rejected with the permselective layer. Further improvement in the exclusion efficiency for cations was accomplished by combining the use of the outer layer with the addition of 1mM EDTA into the measurement solution. The addition of EDTA improved the E eff achieved for cation rejection by 10–40% to give net E eff of 89–94%. The inclusion of the outer layer also aided the retention of NaR and NADH in the inner PPy–NaR–NADH layer and, hence, enabled improved amperometric detection of nitrate, achieving a detection limit of 0.20μM and a linear concentration range of 10–500μM with a 3.4%rsd (n =10). [Copyright &y& Elsevier]
- Published
- 2011
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15. Mild and Highly Efficient Protocol for the Synthesis of Benzimidazoles Using Samarium Triflate [Sm(OTf)3].
- Author
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Narsaiah, A.Venkat, Reddy, A.Ramesh, and Yadav, J.S.
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ORGANIC synthesis , *BENZIMIDAZOLES , *HETEROCYCLIC compounds , *SAMARIUM , *ALDEHYDES , *CHEMICAL reactions , *ACETONITRILE , *SOLVENTS - Abstract
One-pot synthesis of benzimidazole compounds from ortho-phenylenediamine and a variety of aldehydes was developed under mild reaction conditions. All the reactions were carried out in the presence of samarium triflate (10 mol%) in acetonitrile at room temperature. [ABSTRACT FROM AUTHOR]
- Published
- 2011
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16. Influence of the OPDA additions on impedance response and on anion exchange property of the modified PANI
- Author
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Žic, Mark
- Subjects
- *
PHENYLENEDIAMINES , *ION exchange (Chemistry) , *STAINLESS steel , *ANIONS , *POLYMERS , *ELECTROCHEMISTRY , *POLYMERIZATION - Abstract
Abstract: The addition of the ortho-phenylenediamine (OPDA) to aniline solution resulted in a slower polymer synthesis rate and in the modified PANI structural change. The interaction of both monomers produced the change in PANI morphology, which was confirmed by atomic force microscope (AFM). The stainless steel (SS) corrosion protective properties of PANI and modified PANI coatings were examined in chloride (Cl−) media by open circuit potential (Eo.c . vs. t) monitoring. The presence of Cl− in supporting electrolyte resulted in two different Eo.c. vs. t potential regions. The different Eo.c. “drop” in two specific potential regions was attributed to the facilitated and hindered Cl− flux through PANI towards the SS surface. The Cl− flux was found to be governed by the potentially dependant “pump” and “barrier” effects, which were explained to be governed by the PANI anion exchange property. It has been found that the polymer structure has a significant influence on the electroactive behavior of the modified PANI. The influence of the polymer structure on the “barrier” and “pump” effects was additionally investigated by adding OPDA. The denser polymer structure obtained by addition of OPDA resulted in “weakened pump” and “enhanced barrier” effects, which produced hindered Cl− flux. The anion exchange process detected by electrochemical impedance spectroscopy (EIS) in the low frequency region and the PANI anion exchange property were found to be under the influence of the OPDA additions. An increase in OPDA addition resulted in a lower polymer ability to replace the anions, which consequently hindered the process detected in the low frequency region. The method proposed in this paper offers the possibility to predict the modified PANI corrosive protective properties of SS in Cl− media using EIS measurement, which is less time consuming than the long-lasting Eo.c. vs. t measurements. [Copyright &y& Elsevier]
- Published
- 2010
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17. Fluorescence Investigations on Interactions between 7,8-benzo-4-azidomethyl Coumarin and Ortho- and Para-phenylenediamines in Binary Solvent Mixtures of THF and Water
- Author
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Nirupama J.M., Chougala, L. S., Khanapurmath, N. I., Ashish, A., Shastri, L. A., Kulkarni, M. V., and Kadadevarmath, J. S.
- Published
- 2017
- Full Text
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18. Electrocopolymerization of aniline and ortho-phenylenediamine via facile negative shift of polyaniline redox peaks
- Author
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Parsa, Ali and Ab Ghani, Sulaiman
- Subjects
- *
ANILINE , *POLYMERIZATION , *PHOSPHORIC acid , *ELECTROLYTES , *SALTS - Abstract
Abstract: Oxidative electropolymerization of aniline (Ani) in phosphoric acid (H3PO4) on composite 2B pencil graphite was accomplished using selected inorganic salts as supporting electrolytes. These salts determined the degree of conductivity of polyaniline (PAni) formed. The conductivity was in the order of CaCl2 >KCl>ZnCl2 >ZnSO4 >Ca3(PO4)2. The three pairs of redox peaks in the voltammogram of PAni formed in the presence of 0.06M Ca3(PO4)2 and 0.2M ZnSO4 have shifted 300mV to the negative potential. The shifting of peaks is strongly influenced by type of anions'' presence in the salts. However, the nature of the available cations had no significant effect. The negative shifts of redox peaks were exploited to facilitate the electrocopolymerization of Ani and ortho-phenylenediamine (oPD). The formation of the poly(Ani-co-oPD) was confirmed by the FTIR spectra. [Copyright &y& Elsevier]
- Published
- 2008
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19. Substituted aminophenols and flavonoids as potential components for test-systems for total antioxidant activity.
- Author
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Grigorenko, Yu., Karaseva, E., Metelitza, D., Sorokin, V., Ksendsova, G., and Shadyro, O.
- Abstract
Kinetics of ortho-phenylenediamine (PDA) oxidation has been investigated in the “pseudoperoxidase” system, Methemalbumin-H
2 O2 , in the presence of 2-amino-4- tert-butylphenol (ATBP), 2-amino-4,6-di tert-butylphenol (ADTBP) and its four N-acyl derivates, as well as flavonoids (quercetin, morin, silibin, hesperidin and naringin). Under standard experimental conditions (20°C, phosphate buffered saline, pH 7.4, containing 5.25% ethanol and DMF) ATBP, ADTBP and two its N-acyl-derivatives and also all five flavonoids inhibited PDA oxidation with different efficiency, which was characterized in terms of the inhibition constants, Ki , M, or the percent of inhibition degree at the maximal concentrations of these inhibitors. Quercetin (Ki = 7.7 × 10−5 M) and ATBP (Ki = 1.26 × 10−4 M) were the most effective antioxidants. Using these characteristics and other required criteria, the pairs PDA-quercetin and PDA-ATBP were proposed for a practical application in the test-systems for evaluation of total antioxidant activity of biological objects. [ABSTRACT FROM AUTHOR]- Published
- 2008
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20. Formation of 2,3-diaminophenazines and their self-assembly into nanobelts in aqueous medium
- Author
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He, Daiping, Wu, Yu, and Xu, Bo-Qing
- Subjects
- *
MOLECULAR self-assembly , *PHENYLENEDIAMINES , *OXIDATION , *SEMICONDUCTORS , *AMINO compounds - Abstract
Abstract: One-dimensional (1D) nanobelts of several hundred micrometers in length, several hundred nanometers in width and several hundred nanometers in height are obtained by direct mixing of ortho-phenylenediamine (oPD) and FeCl3 aqueous solution at room temperature. The nanobelts were characterized by elemental analysis, liquid chromatography/mass spectrometry (LC/MS), NMR (1H and 13C), FT-IR, UV–vis, thermogravimetric (TG) and conductivity measurement. The nanobelts are identified as 2,3-diaminophenazine assemblies. The formation of the nanobelts involves two stages: (1) oxidation of oPD by FeCl3, yielding individual 2,3-diaminophenazine molecules; and (2) self-assembly of the 2,3-diaminophenazine, forming the 1D nanobelts. The nanobelts exhibit fairly high thermal stability and show conductivity at the level of semiconductors. [Copyright &y& Elsevier]
- Published
- 2007
- Full Text
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21. Oxidative DNA damage induced by hair dye components ortho-phenylenediamines and the enhancement by superoxide dismutase
- Author
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Murata, Mariko, Nishimura, Tomoko, Chen, Fang, and Kawanishi, Shosuke
- Subjects
- *
DNA , *PHENYLENEDIAMINES , *GENES , *SUPEROXIDE dismutase - Abstract
Abstract: There is an association between occupational exposure to hair dyes and incidence of cancers. Permanent oxidant hair dyes are consisted of many chemical components including ortho-phenylenediamines. To clarify the mechanism of carcinogenesis by hair dyes, we examined DNA damage induced by mutagenic ortho-phenylenediamine (o-PD) and its derivatives, 4-chloro-ortho-phenylenediamine (Cl-PD) and 4-nitro-ortho-phenylenediamine (NO2-PD), using 32P-labeled DNA fragments obtained from the human p16 and the p53 tumor suppressor gene. We also measured the content of 8-oxo-7,8-dihydro-2′-deoxyguanosine (8-oxodG), a marker of oxidative DNA damage, in calf thymus DNA with an electrochemical detector coupled to a high performance liquid chromatograph. Carcinogenic o-PD and Cl-PD caused Cu(II)-mediated DNA damage, including 8-oxodG formation, and antioxidant enzyme superoxide dismutase (SOD) enhanced DNA damage. o-PD and Cl-PD caused piperidine-labile and formamidopyrimidine-DNA glycosylase-sensitive lesions at cytosine and guanine residues respectively in the 5′-ACG-3′ sequence, complementary to codon 273, a well-known hotspot of the human p53 tumor suppressor gene. UV–vis spectroscopic studies showed that the spectral change of o-PD and Cl-PD required Cu(II), and addition of SOD enhanced it. This suggested that SOD enhanced the rate of Cu(II)-mediated autoxidation of o-PD and Cl-PD, leading to enhancement of DNA damage. On the other hand, mutagenic but non-carcinogenic NO2-PD induced no DNA damage. These results suggest that carcinogenicity of ortho-phenylenediamines is associated with ability to cause oxidative DNA damage rather than bacterial mutagenicity. [Copyright &y& Elsevier]
- Published
- 2006
- Full Text
- View/download PDF
22. A fluorescence-based assay for 2-oxoglutarate-dependent oxygenases
- Author
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McNeill, L.A., Bethge, L., Hewitson, K.S., and Schofield, C.J.
- Subjects
- *
OXYGENASES , *OXIDOREDUCTASES , *HEME oxygenase , *LIPOXYGENASES - Abstract
Abstract: A widely used generic assay for 2-oxoglutarate-dependent oxygenases relies upon monitoring the release of 14CO2 from labeled [1-14C]-2-oxoglutarate. We report an alternative assay in which depletion of 2-oxoglutarate is monitored by its postincubation derivatization with o-phenylenediamine to form a product amenable to fluorescence analysis. The utility of the procedure is demonstrated by assays with hypoxia-inducible factor hydroxylases where it was shown to give results similar to those reported with the radioactive assay, but it is more efficient and readily adapted to a multiwell format. The process should be amenable to the assay of other 2-oxoglutarate-consuming enzymes and to the discovery of inhibitors. [Copyright &y& Elsevier]
- Published
- 2005
- Full Text
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23. Activation of Peroxidase-Catalyzed Oxidation of Aromatic Amines with 2-Aminothiazole and Melamine.
- Author
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Karasyova, E. I., Naumchik, I. V., and Metelitza, D. I.
- Subjects
PEROXIDASE ,OXIDATION ,AROMATIC amines ,PHENYLENEDIAMINES ,AMINO compounds ,NUCLEOPHILIC reactions ,ORGANIC chemistry - Abstract
The peroxidase-catalyzed oxidation of 3,3",5,5"-tetramethylbenzidine (TMB), ortho-phenylenediamine (PDA), and 5-aminosalicylic acid (5-ASA) is significantly accelerated in the presence of 2-aminothiazole (AT) and melamine (MA), and an increase in their concentrations is associated with a parallel increase in the k
cat and Km values for TMB and PDA. The activation of the peroxidase-catalyzed oxidation of TMB and PDA is quantitatively characterized by a coefficient (degree) α (M–1 ) which significantly depends on pH in the range 6.2-6.4, 6.4-7.4, and 6.0-7.4 for the TMB–AT, TMB–MA, and PDA–MA pairs, respectively. An increase in the coefficient α with increase in pH confirms nucleophilicity of activation of the peroxidase-catalyzed oxidation of the aromatic amines in the presence of AT and MA. Under optimal conditions the coefficients α for the TMB–AT, PDA–AT, TMB–MA, and PDA–MA pairs vary in the limits of (1.90-3.53)·103 M–1 . [ABSTRACT FROM AUTHOR]- Published
- 2003
- Full Text
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24. An enzymatic ratiometric fluorescence assay for 6-mercaptopurine by using MoS2 quantum dots
- Author
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Zhang, Feng, Liu, Hua, Liu, Qing, and Su, Xingguang
- Published
- 2018
- Full Text
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25. MoS2 nanosheets with peroxidase mimicking activity as viable dual-mode optical probes for determination and imaging of intracellular hydrogen peroxide
- Author
-
Liu, Huimei, Wang, Baocheng, Li, Dehai, Zeng, Xueyi, Tang, Xiao, Gao, Qingsheng, Cai, Jiye, and Cai, Huai-hong
- Published
- 2018
- Full Text
- View/download PDF
26. Redesigning an electrochemical MIP sensor for PFOS : practicalities and pitfalls
- Author
-
Karolien De Wael, Giulia Moro, Fabio Bottari, Davide Cristofori, Elti Cattaruzza, Ligia Maria Moretto, Moro, G., Cristofori, D., Bottari, F., Cattaruzza, E., De Wael, K., and Moretto, L. M.
- Subjects
Materials science ,gold screen-printed electrodes ,Nanotechnology ,02 engineering and technology ,lcsh:Chemical technology ,molecularly imprinted polymer ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Article ,ortho-phenylenediamine ,Biomimetic sensor ,Analytical Chemistry ,PFOS ,Surface roughness ,Settore CHIM/01 - Chimica Analitica ,lcsh:TP1-1185 ,biomimetic sensor ,Electrical and Electronic Engineering ,Instrumentation ,Molecularly imprinted polymer ,chemistry.chemical_classification ,Gold screen-printed electrodes ,Ortho-phenylenediamine ,Physics ,Polymer ,021001 nanoscience & nanotechnology ,Atomic and Molecular Physics, and Optics ,0104 chemical sciences ,Electrochemical gas sensor ,Characterization (materials science) ,Chemistry ,chemistry ,Electrode ,Differential pulse voltammetry ,Profilometer ,0210 nano-technology ,Gold screen-printed electrode - Abstract
There is a growing interest in the technological transfer of highly performing electrochemical sensors within portable analytical devices for the in situ monitoring of environmental contaminants, such as perfluorooctanesulfonic acid (PFOS). In the redesign of biomimetic sensors, many parameters should be taken into account from the working conditions to the electrode surface roughness. A complete characterization of the surface modifiers can help to avoid time-consuming optimizations and better interpret the sensor responses. In the present study, a molecularly imprinted polymer electrochemical sensor (MIP) for PFOS optimized on gold disk electrodes was redesigned on commercial gold screen-printed electrodes. However, its performance investigated by differential pulse voltammetry was found to be poor. Before proceeding with further optimization, a morphological study of the bare and modified electrode surfaces was carried out by scanning electron microscopy&ndash, energy-dispersive X-ray spectrometry (SEM&ndash, EDS), atomic force microscopy (AFM) and profilometry revealing an heterogeneous distribution of the polymer strongly influenced by the electrode roughness. The high content of fluorine of the target-template molecule allowed to map the distribution of the molecularly imprinted polymer before the template removal and to define a characterization protocol. This case study shows the importance of a multi-analytical characterization approach and identify significant parameters to be considered in similar redesigning studies.
- Published
- 2019
27. Cytogenetic effect of ortho-phenylenediamine in the mouse, Chinese hamster, and Guinea pig and of derivatives, evaluated by the micronucleus test.
- Author
-
Wild, Dieter, King, Ming-Tzan, and Eckhardt, Karl
- Abstract
The mutagenic potential of ortho-phenylenediamine - known by studies on Salmonella typhimurium - was studied in mice, Chinese hamsters and Guinea pigs with the use of the micronucleus test. In bone marrow of all three species, chromosomal damage was detected following intraperitoneal injections of the test chemical, this damage was seen also after peroral administration to mice. Four derivatives of ortho-phenylenediamine containing one or two methyl-, nitro- or chlorosubstituents in 4- or 5-position of the aromatic ring were studied in mice. Of these the 4-methyl-derivative induced micronuclei, the 4-nitro-, 4,5-dimethyl-, and 4,5-dichloroderivatives were inactive. The results indicate that the chemical nature and the number of substituents influence the chromosome damaging potential. [ABSTRACT FROM AUTHOR]
- Published
- 1980
- Full Text
- View/download PDF
28. 1,3,5-Tris-(2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-1,2,3,4,5,6-hexahydro-s-triazine.
- Author
-
Insuasty, Braulio, Garcia, Angelica, Abonia, Rodrigo, Nogueras, Manuel, and Cobo, Justo
- Subjects
- *
BENZODIAZEPINES , *ELECTROPHILES , *HETEROCYCLIC compounds , *HETEROCYCLIC chemistry , *PHYSIOLOGICAL effects of chemicals , *MEDICAL sciences - Abstract
A new compound, 1,3,5-tris-(2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-1,2,3,4,5,6-hexahydro-s-triazine was obtained by the reaction of ortho-phenylenediamine 1 with 1,3,5-triacryl-1,2,3,4,5,6-hexahydro-1,3,5-triazine 2. Spectroscopic (IR, 1H-NMR, 13C-NMR and MS) data are supplied to support the proposed structure for the title compound. [ABSTRACT FROM AUTHOR]
- Published
- 2010
- Full Text
- View/download PDF
29. Nano indium oxide-catalyzed domino reaction for the synthesis of N-alkoxylated benzimidazoles.
- Author
-
Samanta, Satyajit, Mahato, Sachinta, Chatterjee, Rana, Santra, Sougata, Zyryanov, Grigory V., and Majee, Adinath
- Subjects
- *
PHENYLENEDIAMINES , *INDIUM oxide , *INDIUM , *CATALYTIC activity , *CATALYSTS , *BENZIMIDAZOLES , *BENZIMIDAZOLE derivatives - Abstract
• Nano-In 2 O 3 is found to be an efficient catalyst for three-component condensation. • In 2 O 3 nanoparticles are recyclable without significant loss of catalytic activities. • Applicable to gram-scale synthesis of N -alkoxylated benzimidazoles. • Control experiments were done for mechanism studies. A convenient method has been developed for the selective synthesis of N -alkoxylated benzimidazole derivatives by the cyclocondensation reaction of simple ortho -phenylenediamine, formaldehyde and alcohols in presence of indium oxide nanoparticles as catalyst. The alcohol acts as reactant as well as solvent in this reaction. No other solvents or additives have been used for this reaction. The catalyst can be reused several times without significant loss of catalytic activity. A probable reaction mechanism has been proposed based on some control experiments. [ABSTRACT FROM AUTHOR]
- Published
- 2020
- Full Text
- View/download PDF
30. Cadmium chloride (CdCl2): a mild and efficient catalyst for the synthesis of benzimidazoles
- Author
-
Sammaiah, B, Sumalatha, D, Reddy, GS Satyanarayana, Rajeswari, M, and Sharada, LN
- Published
- 2012
- Full Text
- View/download PDF
31. A Fast and Efficient Method for the Synthesis of 1,5-Benzodiazepine Derivatives Under Solvent-Free Conditions
- Author
-
Shaabani, A. and Ali Maleki
- Subjects
silica sulfuric acid ,lcsh:Chemistry ,1, 5-benzodiazepine ,synthesis ,lcsh:QD1-999 ,lcsh:TP155-156 ,solid acid catalyst ,lcsh:Chemical engineering ,ortho-phenylenediamine - Abstract
Silica sulfuric acid is found to catalyze efficiently the condensation of o-phenylenediamines with various linear and cyclic ketones to afford the corresponding 1,5-benzodiazepines in quantitative yields under solvent-free conditions at room temperature
- Published
- 2007
32. Influence of iota-carrageenan on the morphology and electrical properties of poly(ortho-phenylenediamine) based copolymers.
- Author
-
Olmedo-Martínez, Jorge L., Vega-Rios, Alejandro, and Armando Zaragoza-Contreras, E.
- Subjects
- *
CARRAGEENANS , *PHENYLENEDIAMINES , *CHEMICAL detectors , *IONIC conductivity , *REDUCTION potential , *IONIC interactions , *SCANNING electron microscopy - Abstract
• Carrageenan sulfate groups doped to the conductive copolymer. • Composite morphology is variable, depends on iota -carrageenan content. • Conductivity and electroactivity can be tuned by iota -carrageenan loading. A series of poly(ortho -phenylenediamine- co -aniline)/ iota -carrageenan biocomposites were synthesized via oxidative polymerization. Infrared spectroscopy revealed the ionic interaction between the sulfate groups in iota -carrageenan (i-CRG) and the quaternary amine groups in the copolymer, demonstrating that i-CRG exerts the function as the dopant. Cyclic voltammetry showed redox potentials around 35 mV, indicating that the i-CRG presence does not constrain electroactivity. Additionally, the biocomposites presented ionic and electrical conductivity (in the range of 10−5-10-3 S cm-1) determined respectively by electrochemical impedance spectroscopy and the four-point technique. Interestingly, it was observed by scanning electron microscopy that i-CRG played the role as a template since its presence, depending on the weight ratio respecting the copolymer, caused copolymer morphology modification. This set of properties is highly advantageous due to the combination of conduction mechanisms and electroactive behavior, which can be used in applications related to energy storage devices such as supercapacitors and chemical sensors. [ABSTRACT FROM AUTHOR]
- Published
- 2019
- Full Text
- View/download PDF
33. Redesigning an Electrochemical MIP Sensor for PFOS: Practicalities and Pitfalls.
- Author
-
Moro, Giulia, Cristofori, Davide, Bottari, Fabio, Cattaruzza, Elti, De Wael, Karolien, and Moretto, Ligia Maria
- Subjects
ELECTROCHEMICAL sensors ,GOLD electrodes ,POLLUTANTS ,IMPRINTED polymers ,PERFLUOROOCTANE sulfonate ,MOLECULAR imprinting ,ENERGY dispersive X-ray spectroscopy - Abstract
There is a growing interest in the technological transfer of highly performing electrochemical sensors within portable analytical devices for the in situ monitoring of environmental contaminants, such as perfluorooctanesulfonic acid (PFOS). In the redesign of biomimetic sensors, many parameters should be taken into account from the working conditions to the electrode surface roughness. A complete characterization of the surface modifiers can help to avoid time-consuming optimizations and better interpret the sensor responses. In the present study, a molecularly imprinted polymer electrochemical sensor (MIP) for PFOS optimized on gold disk electrodes was redesigned on commercial gold screen-printed electrodes. However, its performance investigated by differential pulse voltammetry was found to be poor. Before proceeding with further optimization, a morphological study of the bare and modified electrode surfaces was carried out by scanning electron microscopy–energy-dispersive X-ray spectrometry (SEM–EDS), atomic force microscopy (AFM) and profilometry revealing an heterogeneous distribution of the polymer strongly influenced by the electrode roughness. The high content of fluorine of the target-template molecule allowed to map the distribution of the molecularly imprinted polymer before the template removal and to define a characterization protocol. This case study shows the importance of a multi-analytical characterization approach and identify significant parameters to be considered in similar redesigning studies. [ABSTRACT FROM AUTHOR]
- Published
- 2019
- Full Text
- View/download PDF
34. An enzymatic ratiometric fluorescence assay for 6-mercaptopurine by using MoS2 quantum dots.
- Author
-
Zhang, Feng, Liu, Hua, Liu, Qing, and Su, Xingguang
- Subjects
HORSERADISH peroxidase ,QUANTUM dots ,FLUORESCENCE ,PHENYLENEDIAMINES ,FLUORESCENCE resonance energy transfer - Abstract
A ratiometric fluorescence method is described for the determination of the anticancer drug 6-mercaptopurine (6-MP). The method is based on the use of fluorescent MoS
2 quantum dots (MQDs) and of the enzyme horseradish peroxidase (HRP). In the absence of 6-MP, HRP catalyzes the oxidation of o-phenylenediamine (OPD) by H2 O2 to form 2,3-diaminophenazine (DAP). This leads to quenching of the violet fluorescence of MQDs (measured at excitation/emission wavelengths of 360/415 nm), while the strong yellow fluorescence of DAP (peaking at 560 nm) becomes increasingly strong. In the presence of 6-MP, however, it will be preferentially oxidized by the HRP/H2 O2 system to form a disulfide dimer. Hence, less H2 O2 is available for the oxidation of OPD and less DAP will be formed. This results in the recovery of the violet fluorescence and a decrease of the yellow fluorescence. The ratio of the two signals can be used to quantify either H2 O2 or 6-MP. Linear responses are observed for H2 O2 in 0.5-140 μM concentration range, and for 6-MP in the 0.5-70 μM concentration range, with detection limits of 0.1 μM and 0.29 μM, respectively. The method was applied to the determination of 6-MP in spiked human urine and gave satisfactory results.Schematic of an enzymatic fluorometric method for determination of 6-mercaptopurine (6-MP). It is based on the presence of 6-MP that can inhibit the HRP-catalyzed oxidation of o-phenylenediamine (OPD) to form 2,3-diaminophenazine (DAP). Hence, the fluorescence resonance energy transfer (FRET) between DAP and MoS2 quantum dots (MQDs) is suppressed. [ABSTRACT FROM AUTHOR]- Published
- 2018
- Full Text
- View/download PDF
35. MoS2 nanosheets with peroxidase mimicking activity as viable dual-mode optical probes for determination and imaging of intracellular hydrogen peroxide.
- Author
-
Liu, Huimei, Wang, Baocheng, Li, Dehai, Zeng, Xueyi, Tang, Xiao, Gao, Qingsheng, Cai, Jiye, and Cai, Huai-hong
- Subjects
PEROXIDASE ,BIOCOMPATIBILITY ,PHENYLENEDIAMINES ,HYDROGEN peroxide ,NANOSTRUCTURED materials - Abstract
The authors describe a dual-mode (colorimetric-fluorometric) nanoprobe for H
2 O2 that was fabricated by covering molybdenum disulfide nanosheets (MoS2 NS) with ortho-phenylenediamine (OPD). The probe (OPD-MoS2 NS) was applied to the optical determination of H2 O2 , to the quantitation of cell numbers, and to the detection of intracellular concentrations of H2 O2 . Oxidation by H2 O2 leads to a colored and fluorescent product (oxidized OPD) with absorption/excitation/fluorescence peaks at 450/450/557 nm. The nanoprobe can detect H2 O2 in down to 500 nM concentrations, and HeLa cells at levels of 100 cells mL−1 . The detection limit for intracellular H2 O2 is in the 5.5 to 12.6 μM concentration range when the method is applied to cells at levels of 102 -106 cells mL−1 . Due to its good biocompatibility and easy cell uptake, the nanoprobe also permits sensitive fluorometric imaging of intracellular H2 O2 . It can also comparatively discriminate the change of intracellular oxidation state in living cancerous and normal cells.A dual-mode (colorimetric-fluorometric) detection nanoplatform based on OPD-modified MoS2 nanosheets is used to quantitatively detect H2 O2 , cell numbers and intracellular H2 O2 . The MoS2 nanoprobes also permit sensitive fluorescence imaging of intracellular H2 O2 , and can discriminate intracellular oxide states in living cancerous and normal cells.[ABSTRACT FROM AUTHOR]
- Published
- 2018
- Full Text
- View/download PDF
36. SULFITE OXIDATION MEDIATED BY ORTHO-PHENYLENEDIAMINE / CO(II)-TETRAKIS(PARA-AMINOPHENYL)PORPHYRIN COPOLYMERS IN ACID MEDIUM
- Author
-
Francisco Herrera, Roxana Arce, Paulina Márquez, María J. Aguirre, and Julio Romero
- Subjects
Conductive polymer ,modified electrodes ,Inorganic chemistry ,chemistry.chemical_element ,General Chemistry ,Glassy carbon ,Electrocatalyst ,Porphyrin ,ortho-phenylenediamine ,chemistry.chemical_compound ,Sulfite ,chemistry ,Electrode ,Polymer chemistry ,Copolymer ,copolymers ,electrocatalysis ,Co(II)-tetrakis(para-aminophenyl)porphyrin ,oxidation of sulfite ,Cobalt ,conducting polymers - Abstract
The aim of this work is to study the sulfite oxidation mediated by glassy carbon electrodes modified with copolymers formed by ortho-phenylenediamine (OPD) and Co(II)-tetrakis(para-aminophenyl)porphyrin (CoTAPP). The copolymer was obtained through continuous cycling of potential of a glassy carbon electrode in acid medium containing each respective homopolymer in 1:1 feeding volume, in which the ortho-phenylenediamine concentration was 1·10-1 M and the CoTAPP concentration was 1·10-4 M. The film obtained is thin, stable and contains a low amount of porphyrin in comparison to the amount in orthophenylenediamine. Its electrocatalytic activity was tested toward the sulfite oxidation. In this case, this film is more electrocatalytic than the modified electrode modified with the CoTAPP electropolymer, even though ortho-phenylenediamine is inactive in this reaction. In this work the electrocatalysis process, the morphology of the film, and the difference of electrocatalytic behavior between the ortho-phenylenediamine and cobalt porphyrin homopolymers and the orthophenylenediamine-porphyrin copolymer were studied. The morphologic studies were done using Au electrodes since the electrocatalytic activity on Au and on glassy carbon are quite similar.
- Published
- 2013
37. Développement d’un microréacteur à base d’enzyme microencapsulée en vue d’un couplage en ligne à un système d’électrophorèse capillaire
- Author
-
Gusetu, Georgiana, Rochefort, Dominic, and Waldron, Karen
- Subjects
Capillary electrophoresis ,2,3-diaminophenazine ,On-line microreactor ,Laccase ,Ortho-phenylenediamine ,Immobilized enzymes ,Microréacteur en ligne ,Électrophorèse capillaire ,Ortho-phenylènediamine ,Microencapsulation ,Enzymes immobilisées ,2-hydroxy-3-aminophenazine - Abstract
L’objectif principal de ce projet de recherche est d’étudier l’efficacité de la microencapsulation, technique d’immobilisation d’enzymes utilisée pour la réalisation des nouveaux biocapteurs électrochimiques. Généralement, l’analyte d’intérêt produit ou consomme des électrons, et la réponse électrochimique est mesurée, afin d’identifier ou quantifier l’analyte. Dans le développement d’un biocapteur, il est désirable de quantifier la conversion du substrat (analyte) et/ou la formation de produit de réaction enzymatique. Les similarités structurales entre le substrat et le produit de réaction dans les réactions redox demandent que la technique utilisée pour les identifier soit très sélective. Le haut pouvoir de résolution de l’électrophorèse capillaire (EC) pour des séparations rapides de produits similaires en fait une méthode de choix, spécialement quand le substrat et le produit peuvent être suivis pendant et après la réaction catalysée par l’enzyme immobilisée. Un choix judicieux du substrat, compte tenu de son comportement en EC peut fournir des informations autant sur l’activité de l’enzyme que sur l’efficacité de la microencapsulation. Pour cette raison, nous avons choisi le substrat o-phenylènediamine qui est oxydé par la laccase, pour former le produit 2,3-diaminophenazine, tout en réduisant l’oxygène en eau. Pour commencer, nous avons préparé les microcapsules et évalué l’impact de la microencapsulation sur le comportement de l’enzyme. Ensuite, nous avons développé une méthode de séparation en EC afin de quantifier la conversion de l’OPD en DAP par la laccase libre. La même méthode d’analyse a été utilisée pour caractériser la laccase immobilisée dans les microcapsules. Par la suite, afin de suivre la réaction enzymatique, un microréacteur à base d’enzyme microencapsulée a été couplé hors ligne au système d’EC. Finalement, nous avons essayé l’implémentation du système en ligne et les résultats préliminaires seront présentés., The principal objective of this research project is to study the efficiency of microencapsulation, technique used for enzyme immobilization in order to create new types of electrochemical biosensors. Generally, the target analyte involved either produces or consumes electrons and the electrochemical response is measured to identify or quantify the analyte. In the development of a biosensor, it is desirable to quantify the conversion of substrate (analyte) and/or the formation of product of the enzymatic reaction. The structural similarity between substrate and product in redox reactions means that the technique used to determine these species must be very selective. The high resolving power of capillary electrophoresis (CE) for rapidly separating similar compounds is thus an attractive method, particularly if substrate and product can both be monitored during or following the reaction catalyzed by microencapsulated enzyme. A judicious choice of substrate with respect to its behaviour in CE separations can help provide information on enzyme activity as well as microencapsulation efficiency. To achieve this, we chose the substrate o-phenylenediamine (OPD), which is oxidized by laccase to form the product 2,3-diaminophenazine (DAP) concomitant with the reduction of molecular oxygen to water. We firstly prepared the microcapsules and evaluate the impact of microencapsulation on the behaviour of the enzyme. After that, we developed a CE based separation method to quantify the conversion of OPD to DAP by free laccase. We also used the CE method to characterize laccase immobilized in microcapsules. Subsequent, the microencapsulated laccase was packed into a microreactor format permitting its off-line coupling with CE as a means to follow the enzymatic reaction. Finally, we tried to implement the on-line system and the preliminaries results are presented., Réalisé en codirection avec Karen C. Waldron et Dominic Rochefort.
- Published
- 2011
38. Manipulation of polymer layer characteristics by electrochemical polymerisation from mixtures of aniline and ortho-phenylenediamine monomers
- Author
-
M. Zic, M. Kraljić Roković, Lj. Duić, Zdravko Schauperl, and Aleksandra Jurišić
- Subjects
education.field_of_study ,Materials science ,Polymers and Plastics ,Hydroquinone ,Supporting electrolyte ,Population ,General Chemistry ,Surfaces, Coatings and Films ,Dielectric spectroscopy ,Catalysis ,chemistry.chemical_compound ,Monomer ,Aniline ,Polymerization ,chemistry ,Polymer chemistry ,Materials Chemistry ,modified polyaniline ,conductive polymer ,ortho-phenylenediamine ,catalysis ,corrosion protection ,morphology ,education - Abstract
The influence of adding ortho-phenylenediamine (OPDA) during the polymerization of aniline on the characteristics of the resulting polymer film was examined. When using a platinum electrode, the deposits were obtained from solutions containing 0.1 mol dm−3 aniline and 1, 5, or 10 mmol dm−3 OPDA. The deposits were also prepared from solutions containing 0.5 mol dm−3 aniline and 5, 10, or 50 mmol dm−3 OPDA. In both cases, 3 mol dm−3 phosphoric acid solution was used as a supporting electrolyte. The characteristics of the obtained layers were investigated through the catalytic effect of different polymer layers on hydroquinone/quinone (H2Q/Q) test redox system. The results obtained confirm the earlier established catalytic effect on the potential of the redox reaction by shifting it to more reversible values. However, as the concentration of OPDA was increased, the resulting limiting current decreased, thus indicating in the presence of OPDA a lower population of the available active centers necessary for the catalytic reaction to proceed. The influence of OPDA on polymer characteristics was also studied by using scanning electron microscopy as well as electrochemical impedance spectroscopy. The polymer was synthesized on a stainless steel electrode (13% Cr) from a solution containing 0.5 mol dm−3 aniline and 5, 10, or 50 mmol dm−3 OPDA. The layers were tested in chloride-containing solutions by monitoring the open circuit potential. The results obtained suggest that, by increasing the concentration of OPDA, the time of OCP in the passive region of stainless steel is prolonged. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009
- Published
- 2009
- Full Text
- View/download PDF
39. The Influence of OPDA Additions to PANI Layers Characteristics
- Author
-
Jurišić, Aleksandra, Žic, Mark, Duić, Ljerka, Gojo, Miroslav, and Mandić, Zoran
- Subjects
modified polyaniline ,ortho-phenylenediamine ,catalysis ,and corrosion protection - Abstract
In this work the influence of ortho-phenylenediamine (OPDA) addition in the process of aniline polymerisation has been examined. The electrochemical polymerisation of the layer was carried out by means of cyclic voltammetry. The study of PANI layer characteristics were carried out on two substrates: Pt- and stainless steel electrode. The investigations on Pt-electrode were carried out for the layer obtained from 0.1M aniline with the addition of 1 and 5 mM of OPDA, all in 3 M phosphoric acid solution. The characteristics of the obtained layer were investigated by examining the catalytic effect of the different layers on H2Q/Q test redox system by means of RDE voltammetry. It was found that there is present a catalytic effect on the potential of H2Q/Q redox reaction, but the resulting limiting current decreases as the addition of OPDA increases, indicating that lower density of active centres, necessary for the catalytic oxidation, is available. The investigations on steel electrode (13% Cr) were carried out on a layer resulting from the polymerisation of 0.5M aniline with the addition of 5, 10 and 50 mM of OPDA. The layer was tested in Cl- solution by monitoring the open circuit potential (OCP). It was shown that, with the increase of OPDA addition, the time at OPC is prolonged. The AFM micrographs show the difference in morphology when OPDA is added, suggesting that OPDA additions cause the increased compactness of the polymer layer.
- Published
- 2006
40. Electrochemical copolymerisation of aniline and ortho-phenylenediamine
- Author
-
Žic, Mark, Kraljić-Roković, Marijana, Duić, Ljerka, Joudkazyte, J., and Selskis, A.
- Subjects
polyaniline ,ortho-phenylenediamine ,copolymerisation - Abstract
It is known that the addition of ortho-phenylenediamine (OPDA) to aniline solutions for the electrochemical polymerisation, results in layers with the change in morphology compared to the morphology of pure polyaniline (PANI) layers. That change is accompanied by other changed properties of the layer lika catalyses and corrosion protection. In the test of catalytic activity it is shown that the catalytic current of H2Q/Q reaction decreases with the increase of OPDA in the solution of synthesis, but as long as aniline is part of the layer there is a catalytic decrease of H2Q/Q reaction potential difference (Ep). In case of pure POPDA layer there is no catalytic activity whatsoever. The images taken from optic microscope indicate that at higher content of OPDA there is an independent growth of different polymers, presumably, PANI and PODPA., indicating that the actual copolymerisation is not taking place in a sense of incorporating different monomers into the same polymer. The images taken by AFM confirm quite different morphology of the regions of different colours.
- Published
- 2005
41. The use of ortho-Phenylenediamine and Zar-Pro™ strips for the development of bloodmarks on a dark-coloured, non-porous surface.
- Author
-
Oliver S, Smale T, and Arthur I
- Subjects
- Coloring Agents, Forensic Medicine instrumentation, Forensic Medicine methods, Humans, Surface Properties, Time Factors, Blood Stains, Dermatoglyphics, Phenylenediamines, Specimen Handling instrumentation
- Abstract
The development of fingerprints in blood on a dark-coloured surface can be difficult. Contrast between the bloodmark and the surface can be difficult to achieve using photography and chemical reagents. The use of haem-reagent ortho-Phenylenediamine (OPD) and Zar-Pro™ strips in the enhancement of bloody impressions were investigated. Depletions of bloodmarks were deposited on black ceramic tiles and aged up to 90 days. OPD, Acid Yellow 7, and Hungarian Red were applied to these tiles and the developed fingermarks were compared using a numerical score system. Zar-Pro™ strips were applied to chemically treated and untreated bloodmarks alike. OPD proved to be effective at developing bloodmarks aged up to 90 days, including latent marks. Despite this capability, OPD did not perform as well as Acid Yellow 7 and so the continued use of Acid Yellow 7 is recommended. Zar-Pro™ strips were able to lift bloodmarks aged up to 90days as well as those chemically treated with either: OPD, Hungarian Red, Acid Yellow 7, or Amido Black although ridge detail was poor. Additional investigation into the capabilities of Zar-Pro™ strips for this purpose is recommended., (Copyright © 2018 Elsevier B.V. All rights reserved.)
- Published
- 2018
- Full Text
- View/download PDF
42. O-phenylenediamine-containing polyaniline coatings for corrosion protection of stainless steel
- Author
-
Kraljić, Marijana, Žic, Mark, and Duić, Ljerka
- Subjects
corrosion protection ,polyaniline ,ortho-phenylenediamine ,electrochemical polymerisation - Abstract
In recent yeras it has been recognized that conductive polymer coatings on steel surface stabilise the potential of the substrate in the passive region and thus protect it from corrosion. This work investigates the corrosion protection of stainless steel by electrochemically deposited polyaniline (PANI) and polyaniline modified by addition of o-phenylenediamine in 3M H2SO4. The efficieny of PANI coatings in corrosion protection was tested by monitoring the open circuit potential. It is shown that the time of maintaining the potential in the passive region increases with the increase of PANI layer thickness and especially with the inrease of o-PDA addition.
- Published
- 2004
43. The Influence of ortho-Phenylenediamine on the Electrochemical Polymerisation of Aniline
- Author
-
Duić, Ljerka, Kraljić-Roković, Marijana, Grigić, Sanja, and Gojo Miroslav
- Subjects
ortho-phenylenediamine ,aniline ,electrochemical synthesis ,morphology - Abstract
The electrochemical synthesis of polyaniline has been carried out with the addituion of ortho-phenylenediamine by means of cyclic voltammetry. Reaction mechanisms are suggested in which o-PDA molecules influence the polymerisation path and result in very dense "closed" morphology.
- Published
- 2004
44. The Effect of Polyaniline and Modified Polyaniline Coatings on Stainless Steel Corrosion Protection
- Author
-
Kraljić, Marijana and Žic, Mark
- Subjects
polyaniline ,ortho-phenylenediamine ,electrochemical synthesis ,corrosion protection ,phenylenediamine ,synthesis ,morphology - Abstract
In recent years it has been recognized that conductive polymer coatings on steel surface (1-4) stabilize the potential of the substrate in the passivation region and thus protect it from corrosion. This work investigates the corrosion protection of stainless steel by electrochemically deposited polyaniline (PANI) and modified polyaniline coatings. PANI coatings on stainless steel (13% Cr) were synthesized from 0.5 M solutions of aniline in 3 M H2SO4, and in 3M H3PO4, and from 0.5 M aniline with additions of 5, 10 and 25 mM of ortho-phenilenediamine (OPDA1, OPDA2, OPDA5) in 3 M H2SO4. The composition of the solution for coatings influences the rate of PANI deposition. It is found that in sulfuric acid solutions the rate of PANI coating growth decreases with the increase of OPDA addition. The decrease in PANI growth rate can be attributed to the change in polymerization mechanism due to the OPDA additions. The presence of OPDA can influence the appearance of the ladder-like structure, the branching of the polymer chains via amino- groups in ortho– ; ; position, as well as the earlier termination of the chain growth. The change in the polymerization mechanism leads also to the different morphology what is observed on SEM micrographs. The efficiency of PANI coatings in stainless steel corrosion protection was tested by observing the open circuit potential (Eoc) of the coated sample immersed in pure supporting electrolyte. As shown in Fig. 2 the time of maintaining the potential in the passive region increases with the increase in the thickness of PANI layer (PANI1: Q=18 mC, PANI2: Q=80 mC) and with the increase of OPDA addition. From earlier work it is known that PANI coatings, synthesized from phosphoric acid solutions, offer corrosion protection superior to PANI coatings from sulfuric acid solutions (4). In this work, therefore, coatings of different thickness were tested. Since the earlier investigated PANIPO4 thickness proved to offer long time corrosion protection, the tests were carried out for thinner layers of PANIPO4 coatings. For all the tested coatings of the thickness higher than 1 mC cm-2 Eoc during the time of observation (150– ; ; 200 hours) was maintained in the passive potential region.
- Published
- 2003
45. Microwave Assisted Synthesis of Biorelevant Benzazoles.
- Author
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Seth K, Purohit P, and Chakraborti AK
- Subjects
- Azoles chemistry, Molecular Structure, Azoles chemical synthesis, Microwaves
- Abstract
The benzazole scaffolds are present in various therapeutic agents and have been recognized as the essential pharmacophore for diverse biological activities. These have generated interest and necessity to develop efficient synthetic methods of these privileged classes of compounds to generate new therapeutic leads for various diseases. The biological activities of the benzazoles and efforts towards their synthesis have been summarized in a few review articles. In view of these, the aim of this review is to provide an account of the developments that have taken place in the synthesis of biorelevant benzazoles under microwave irradiation as the application of microwave heating has long been recognized as a green chemistry tool for speedy generation of synthetic targets. Attention has been focused to those literature reports wherein the use of microwave irradiation is the key step in the formation of the heterocyclic ring system or in functionalization of the benzazole ring system to generate the essential pharmacophoric feature. The convenient and economic way to synthesize these privileged class of heterocycles through the use of microwave irradiation that would be beneficial for the drug discovery scientist to synthesize biologically active benzazoles and provide access to wide range of reactions for the synthesis of benzazoles constitute the theme of this review. Examples have been drawn wherein the use of microwave heating offers distinct advantage in terms of improved product yields and reduction of reaction time as compared to those observed for the synthesis under conventional heating., (Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.org.)
- Published
- 2017
- Full Text
- View/download PDF
46. Antifilarial effects of polyphenol rich ethanolic extract from the leaves of Azadirachta indica through molecular and biochemical approaches describing reactive oxygen species (ROS) mediated apoptosis of Setaria cervi.
- Author
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Mukherjee N, Mukherjee S, Saini P, Roy P, and Sinha Babu SP
- Subjects
- Analysis of Variance, Animals, Apoptosis genetics, Cattle, DNA Fragmentation drug effects, Dose-Response Relationship, Drug, Female, Filaricides isolation & purification, Gene Expression Regulation drug effects, Ivermectin pharmacology, Male, Oxidation-Reduction drug effects, Plant Extracts isolation & purification, Plant Leaves chemistry, Polyphenols isolation & purification, Setaria Nematode genetics, Setaria Nematode metabolism, Azadirachta chemistry, Filaricides pharmacology, Plant Extracts pharmacology, Polyphenols pharmacology, Reactive Oxygen Species metabolism, Setaria Nematode drug effects
- Abstract
Lymphatic filariasis, a global cause of morbidity needs much more attention in developing potent therapeutics that can be effective against both microfilariae (mf) and adults. Efficient botanicals that can induce apoptosis of filarial parasites possibly can provide a direction towards developing new class of antifilarials. In this work we have evaluated the antifilarial efficacy of an optimized polyphenol rich ethanolic extract of Azadirachta indica leaves (EEA). A. indica A. Juss has been widely used in the traditional Indian medicinal system 'Ayurveda' for the treatment of a variety of ailments. A thorough investigation towards biochemical and molecular mechanisms describing ROS mediated apoptosis in Setaria cervi was performed. Motility reduction, MTT reduction assay and dye exclusion test have confirmed the micro- and macrofilaricidal potential of EEA. Alterations were visible in mf and trichrome stained section of EEA-treated adult worms. We have found cellular disturbances in EEA-treated parasites characterized by chromatin condensation, in situ DNA fragmentation and nucleosomal DNA laddering. Depletion in worm GSH level and elevation in parasite GST, SOD, catalase, GPx and superoxide anion indicated the generation of ROS. Our results provided experimental evidence supporting that EEA causes a decreased expression of anti-apoptotic genes and increased pro-apoptotic gene expression at the level of both transcription and translation. Here we are reporting for the first time that antifilarial activity of EEA is mediated by ROS up regulation and apoptosis., (Copyright © 2013 Elsevier Inc. All rights reserved.)
- Published
- 2014
- Full Text
- View/download PDF
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