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JOURNAL OF THE ELECTROCHEMICAL SOCIETY · 2019 ·Vol. 166 ·期 15 ·H777 · IF 3.12

Determination Method of the ATP, ADP, and CTP Concentrations by Electrochemical Reduction of Benzoquinone

Wenwen Xu,Yonghong Sun,Cuimin Shao,Jianguo Wang

ATP, ADP, and cytidine triphosphate (CTP) are common sources of energy for various cellular activities. Therefore, a method that efficiently measures ATP, ADP, and CTP levels is urgently needed. In unbuffered solution, ATP, ADP, and CTP were observed to cause a new cathodic peak at a positive potential during benzoquinone (BQ) reduction. The hydrolysis of ATP, ADP, and CTP generated additional proton donors, which provided numerous protons for the reduction of BQ and formation of a large new cathodic peak. The peak current difference between the peaks caused by ATP, ADP, and CTP before and after hydrolysis was linear to the ATP, ADP, and CTP concentrations but independent of the BQ concentration. An electrochemical method for the detection of ATP, ADP, and CTP was developed using a bare glassy carbon electrode. The proposed method showed good selectivity for the detection of ATP samples.

CAS / MDL: 58-64-0 56-65-5
研究领域: 生物化学 · 分析化学
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CHEMICAL ENGINEERING JOURNAL · 2022 · IF 16.744

Fast coupling and detoxification of aqueous halobenzoquinones by extracellular nucleophiles: The relationship among structures, pathways and toxicity

Chen Zhong,He Zhao,Hongbin Cao,Ching-Hua Huang

Halobenzoquinones (HBQs), a metabolism of pentachlorophenol, arouse increasing concern for their high toxicity. This paper systematically studied the influences of 31 extracellular nucleophiles on the removal of dichlorobenzoquinones (DCBQs). The results showed that at pH 6.0–8.0, the transformation of DCBQs followed a pattern of pseudo first-order reaction. With the presence of different thiol compound (ratio 1:1), the apparent rate constant of 25DCBQ and 26DCBQ was between 0.028 and 0.204 min −1 and 0.061–0.156 min −1 , respectively, which was 6.6–48.3 times faster than direct hydrolysis and 1.9–23.4 times of that with histidine, a typical amino acid. This was attributed to the different transformation pathways of DCBQs with thiol or amino groups. According to the MS spectrum and transition state theory, thiol compounds was stably incorporated into DCBQs via Michael addition or substitution, which also decreased the oxidative stress of DCBQs by 35.5–86.4% and cytotoxicity of hydrolyzed DCBQ by 44.9–100%, respectively. Conversely, amino acids promoted the hydrolysis of DCBQs by forming unstable AA-DCBQ intermediates that can be further hydrolyzed to OH-DCBQs, leading to an increased selectivity of OH-DCBQs, and increased the oxidative stress of 25DCBQs by 0.2–31.2% and cytotoxicity of hydrolyzed 25DCBQ by 42.0–52.7%. Such difference was inherently related to the nucleophilicity of different atoms. Moreover, it was revealed that the maximum condensed local nucleophilicity index of nucleophiles ( N k, max ) can joint describe the relationship among nucleophilic structures, transformation pathways and toxicity of DCBQs. This paper provided a comprehensive perspective on the fast removal and detoxification of HBQs in extracellular environment.

研究领域: 环境化学 · 毒理学 · 有机化学
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ENVIRONMENTAL RESEARCH · 2024 · IF 7.7

New insight into the effects of p-benzoquinone on photocatalytic reduction of Cr(VI) over Fe-doped g-C3N4

Shi-Wen Lv,Jialu Pan,Xiaoran Wang,Yifan Shao,Yanqing Cong,Lin Che

It is of great significance to establish an effective method for removing Cr(VI) from wastewater. Herein, Fe-doped g-C 3 N 4 (namely Fe-g–C 3 N 4 –2) was synthesized and then employed as photocatalyst to conduct the test of Cr(VI) reduction. Notably, the embedding of Fe ion in g-C 3 N 4 can offer the Fe 2+ /Fe 3+ redox couples, so reducing the interfacial resistance of charge transfer and suppressing the recombination of photogenerated electrons and holes. The impurity energy levels will form in g-C 3 N 4 after the introduction of Fe ion , thereby boosting the light absorption capacity of catalyst. Thus, Fe-g–C 3 N 4 –2 showed good performance in photocatalytic Cr(VI) reduction, and the reduction efficiency of Cr(VI) can reach 39.9% within 40 min. Different with many previous studies, current work unexpectedly found that the addition of p -benzoquinone (BQ) can promote the Cr(VI) reduction, and the reduction efficiency of Cr(VI) over Fe-g–C 3 N 4 –2 was as high as 93.2% in the presence of BQ (1.5 mM). Further analyses showed that BQ can be reduced to hydroquinone (HQ) by photogenerated electrons, and UV light can also directly induce BQ to generate HQ by using H 2 O as the hydrogen donor . The HQ with reducing ability can accelerate the Cr(VI) reduction. In short, current work shared some novel insights into photocatalytic Cr(VI) reduction in the presence of BQ. Future research should consider possible reactions between photogenerated electrons and BQ. For the UV-induced photocatalysis , the suitability of BQ as the scavenger of O 2 •‒ must be given carefully consideration.

研究领域: 环境科学 · 材料科学
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ENVIRONMENTAL SCIENCE & TECHNOLOGY · 2023 · IF 11.4

Selenite-Catalyzed Reaction between Benzoquinone and Acetylacetone Deciphered the Enhanced Inhibition on Microcystis aeruginosa Growth

Chengyang Zhang,Guoyang Zhang,Jiyuan Jin,Hongcen Zheng,Zhiwei Zhou,Shujuan Zhang

The coexistence of selenite (Se(IV)) and acetylacetone (AA) generated a synergistic effect on the growth inhibition of a bloom-forming cyanobacterium, Microcystis aeruginosa. The mechanism behind this phenomenon is of great significance in the control of harmful algal blooms. To elucidate the role of Se(IV) in this effect, the reactions in ternary solutions composed of Se(IV), AA (or two other similar hydrogen donors), and quinones, especially benzoquinone (BQ), were investigated. The transformation kinetic results demonstrate that Se(IV) played a catalytic role in the reactions between AA (or ascorbic acid) and quinones. By comparison with five other oxyanions (sulfite, sulfate, nitrite, nitrate, and phosphate) and two AA derivatives, the formation of an AA-Se(IV) complexation intermediate was confirmed as a key step in the accelerated reactions between BQ and AA. To our knowledge, this is the first report on Se(IV) as a catalyst for quinone-involved reactions. Since both quinones and Se are essential in cells and there are many other chemicals of similar electron-donating properties to that of AA, the finding here shed light on the regulation of electron transport chains in a variety of processes, especially the redox balances that are tuned by quinones and glutathione.

研究领域: 环境科学 · 微生物学 · 生态学
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CHEMOSPHERE · 2019 · IF 5.108

Effects of acetylacetone on the thermal and photochemical conversion of benzoquinone in aqueous solution

Jiyuan Jin,Zhihao Chen,Xiaojie Song,Bingdang Wu,Guoyang Zhang,Shujuan Zhang

Quinones are components of electron transport chains in photosynthesis and respiration. Acetylacetone (AA), structurally similar to benzoquinone (BQ) for the presence of two identical carbonyl groups, has been reported as a quinone-like electron shuttle. Both BQ and AA are important chemicals in the aquatic environment. However, little information is known about their interactions if co-existed. We found here that AA significantly enhanced the conversion of BQ. By analyzing the evolution of chemical concentration, solution pH, dissolved oxygen, and the final products, the interactions between AA and BQ were elucidated. The reactions between BQ and AA generated oxygen but ultimately led to the reduction of solution pH and dissolved oxygen. The reactions proceeded faster under indoor lighting condition than in the dark. The formation of semiquinone radicals is believed as the primary step. The secondary AA-derived radicals might be strongly oxidative or reductive, depending on the concentration of dissolved oxygen. Insoluble humus was generated in the mixture of BQ and AA. These results suggest that the presence of AA might interfere with photosynthesis and respiration through the interactions with quinones.

CAS / MDL: 7778-77-0
研究领域: 环境科学 · 生物化学
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Small Methods · 2023 · IF 12.4

A Long-Life and Excellent Rate-Capability Aqueous Zn-Benzoquinone Battery Enabled by Iodine-Catalyzed Cathode

Chunlai Song,Qiang Wang,Ruihang Wen,Qiben Tang,Zhiqiang Luo,Zhihao Yuan

Benzoquinone (BQ) is considered to be a desirable cathode material for aqueous zinc-based batteries. The major limitations of BQ electrode are the severe sublimation and poor electrical conductivity, which results in serious mass loss during electrode preparation and inferior rate performance. In this study, iodine (I 2 ) species are utilized as an efficient catalyst for the highly reversible conversion of BQ/BQ 2− couple in the Zn-BQ battery system, wherein N-doped porous carbon is employed as a host material for anchoring the BQ molecule. In the combination electrode (denoted as BQ-I@NPC) with 1wt% I 2 additive where I 2 can serve as a carrier to accelerates the Zn 2+ transmission, and reduce the voltage hysteresis of the electrode. As a result, the BQ-I@NPC cathode delivers a high specific capacity of ≈482 mAh g −1 at 0.25 A g −1 , realizing a high energy density of 545 Wh kg −1 (based on BQ), which is the highest values among reported organic cathode materials for aqueous Zn-based batteries. Also, a high BQ loading (8 mg cm −2 ) can be attained, and achieving a superior cycling stability with a capacity retention of ≈80% after 20,000 times at 10 C. The work proposes an effective approach toward high performance organic electrode materials.

研究领域: 材料科学 · 化学工程 · 能源技术
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ENVIRONMENTAL TOXICOLOGY AND PHARMACOLOGY · 2014 · IF 1.862

Tetrachlorobenzoquinone induces acute liver injury, up-regulates HO-1 and NQO1 expression in mice model: The protective role of chlorogenic acid

Demei Xu,Lihua Hu,Xiaomin Xia,Jianbo Song,Lingrui Li,Erqun Song,Yang Song

Tetrachlorobenzoquinone (TCBQ) is an active metabolite of pentachlorophenol (PCP). Although PCP has been investigated extensively, there are only a few reports describing the toxicity effect of TCBQ, and no report regarding TCBQ-induced liver injury in vivo . In the current study, we aimed to examine the acute hepatic toxicity of TCBQ in the mice model. Chlorogenic acid (CGA) exhibits promising antioxidant activity in the past studies, thus, the second aim of this study was to evaluate the protective effect of CGA on TCBQ-induced liver injury. Our results indicated TCBQ-intoxication caused marked liver cell necrosis and inflammation but not apoptosis, and this damage was alleviated by CGA treatment. Meantime, TCBQ-intoxication enhanced serum ALT, AST activities, TBIL content, hepatic oxidative stress and lipid peroxidation, decreased GSH content and inhibited the activities of antioxidant enzymes. Western blot and immunohistochemical analysis showed that TCBQ marked up-regulated HO-1 and NQO1 expression. On the other hand, pretreatment of CGA reduced TCBQ-induced liver damage remarkably. Taking together, these results revealed that TCBQ has strong hepatic toxic effect, and at least a part of this effect is initiated by free radical and relieved with CGA administration.

研究领域: 毒理学 · 药理学 · 分子生物学
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Journal of Materials Chemistry A · 2021 ·Vol. 9 ·期 10 ·6131-6138 · IF 12.732

High energy density aqueous zinc–benzoquinone batteries enabled by carbon cloth with multiple anchoring effects

Zhiqiang Luo,Silin Zheng,Shuo Zhao,Xin Jiao,Zongshuai Gong,Fengshi Cai,Yueqin Duan,Fujun Li,Zhihao Yuan

Benzoquinone (BQ) is a desirable cathode for aqueous rechargeable batteries because of its high theoretical capacity and low cost. However, its application is seriously hindered by the high solubility of its discharge product in electrolytes, leading to rapid capacity decay. Here, we report a highly pyridine- and pyrrole-N-doped carbon cloth (NCC) with hierarchical pores as a promising host to anchor BQ and its discharge products. The resultant cathode (BQ-NCC) exhibits an ultrahigh initial capacity of 489 mA h gBQ−1 (excluding the capacity contribution of NCC) at 0.1 A g−1 and a long cycle life with a high capacity retention of 90.4% at 0.5 A g−1 after 500 cycles. Furthermore, a pouch-type cell with a capacity of ∼0.23 A h delivers an energy density of 136.1 W h kg−1 based on the total mass of BQ-NCC and Zn foil. Our study provides a novel strategy to construct high-performance aqueous Zn-ion batteries for potential practical applications.

研究领域: 材料科学 · 电化学
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ENVIRONMENTAL SCIENCE & TECHNOLOGY · 2019 · IF 7.149

Occurrence, Formation, and Oxidative Stress of Emerging Disinfection Byproducts, Halobenzoquinones, in Tea

Jinxiu Lou,Wei Wang,Lizhong Zhu

Halobenzoquinones (HBQs) are frequently detected disinfection byproducts (DBPs) in drinking water with high toxicity and relevance to public health. In this study, we characterized the occurrence, formation, and oxidative stress of the HBQs in tea. 2,6-DCBQ and TetraC-1,2-BQ were identified in all prepared teas at total concentrations of 1.3–2.0 ng/L. 2,6-DCBQ originated from drinking water DBPs, while TetraC-1,2-BQ originated from tea leaves or were generated during tea polyphenol chlorination. HBQs in tea induced the formation of reactive oxygen species and semiquinone radicals, and the oxidative stress could be depleted by tea polyphenols, e.g., (−)-epigallocatechin gallate (EGCG). High-resolution mass spectrometry analysis indicated that the HBQs combined with EGCG and formed adducts at a ratio of 1:1 or 2:1 with the binding sites on the A ring and B ring of EGCG. The viability of HepG2 cells exposed to 50 μM 2,6-DCBQ was increased from 20.0% to 65.2% when 50 μM of EGCG was added. These results demonstrated that various HBQs can occur in tea due to the HBQ DBPs in drinking water, the leachate from tea leaves, and the chlorination of tea polyphenols; furthermore, the oxidative stress and cellular toxicity induced by HBQs in tea could be decreased by tea polyphenols. This is the first study to report HBQs in tea, elucidate the sources of HBQs, and assess relevant health risks.

研究领域: 环境科学 · 公共卫生 · 毒理学
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Journal of Environmental Sciences · 2015 · IF 2.002

Enhancement of Fenton oxidation for removing organic matter from hypersaline solution by accelerating ferric system with hydroxylamine hydrochloride and benzoquinone

Siwei Peng,Weijun Zhang,Jie He,Xiaofang Yang,Dongsheng Wang,Guisheng Zeng

Fenton oxidation is generally inhibited in the presence of a high concentration of chloride ions. This study investigated the feasibility of using benzoquinone (BQ) and hydroxylamine hydrochloride (HA) as Fenton enhancers for the removal of glycerin from saline water under ambient temperature by accelerating the ferric system. It was found that organics removal was not obviously affected by chloride ions of low concentration (less than 0.1   mol/L), while the mineralization rate was strongly inhibited in the presence of a large amount of chloride ions. In addition, ferric hydrolysis–precipitation was significantly alleviated in the presence of HA and BQ, and HA was more effective in reducing ferric ions into ferrous ions than HA, while the H 2 O 2 decomposition rate was higher in the BQ-Fenton system. Electron spin resonance analysis revealed that OH production was reduced in high salinity conditions, while it was enhanced after the addition of HA and BQ (especially HA). This study provided a possible solution to control and alleviate the inhibitory effect of chloride ions on the Fenton process for organics removal.

研究领域: 环境科学 · 化学工程
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WATER RESEARCH · 2022 · IF 13.4

Enhanced degradation of emerging contaminants by permanganate/quinone process: Case study with bisphenol A

Zheng-Yu Dong,Yi-Li Lin,Tian-Yang Zhang,Chen-Yan Hu,Yang Pan,Zheng-Xiong Zheng,Yu-Lin Tang,Bin Xu,Nai-Yun Gao

Permanganate (Mn(VII)) is widely used as a mild oxidant in water treatment. However, the reaction rates of some emerging contaminants with Mn(VII) are extremely low. In this study, benzoquinone (BQ), a redox mediator with the important component in dissolved organic matter (DOM), enhanced the oxidation of bisphenol A (BPA) by Mn(VII) in a wide pH range of 4.0-10.0. The redox cycle of BQ would produce semiquinone radicals, which could act as ligands to stabilize the formed Mn(III) in the system to promote the oxidation of BPA. Notably, the presence of BQ might promote the formation of MnO 2 . A novel mechanism was proposed that singlet oxygen ( 1 O 2 ), Mn(III)-ligands (Mn(III)-L) and in-situ formed MnO 2 were the main contributors to accelerate BPA degradation in the Mn(VII)/BQ system. Under acidic conditions, the in-situ formed MnO 2 involved in the redox reaction and part of the Mn(IV) was reduced to Mn(III), indicating that the electron transfer of BQ promoted the formation of active Mn species and enhanced the Mn(VII) oxidation performance. Semiquinone radicals generated by BQ transformation would couple with the hydrogen substitution products of BPA to inhibit BPA self-coupling and promote the ring-opening reactions of BPA. Mn(VII)/BQ had better effect in raw water than in pure water, indicating that the Mn(VII)/BQ system has high potential for practical application. This study provided insights into the role of DOM in enhancing the Mn(VII) oxidation in water treatment.

CAS / MDL: 80-05-7 7320-34-5
研究领域: 环境科学 · 水处理工程 · 化学工程
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International Journal of Electrochemical Science · 2023 · IF 1.5

MIL-101 (Fe) modified carbon paste electrode for the efficient simultaneous detection of hydroquinone and catechol

Mengting Zhu,Ruli Xu,Xueyang Wang,Jie Liu Qianli Zhang,Jie Wei

Four Fe-based metal-organic frameworks (MIL-101(Fe), MIL-53(Fe), MIL-88(Fe), and MIL-100(Fe)) were synthesized using a solvothermal method, and further characterized by X-ray diffraction, Fourier transforms infrared spectroscopy, Scanning electron microscopy, and X-ray photoelectron spectroscopy. The synthesized Fe-MOFs were used to fabricate the modified carbon paste electrodes (CPE) for simultaneous detection of hydroquinone and catechol. Among the MILs (Fe) modified CPEs, MIL-101(Fe)/CPE exhibited extraordinary electrochemical sensitivity because of MIL-101 (Fe)’s excellent conductivity. The oxidation potential separation of hydroquinone and catechol achieved 190 mV. Compared with CPE, the oxidation currents of hydroquinone and catechol at MIL-101/CPE were 10-fold higher and the reduction currents were 5-fold higher. The linear range was 2 - 90 μM for hydroquinone and 2 - 100 μM for catechol, and the detection limit was 0.58 μM and 0.62 (S/N = 3) μM for hydroquinone and catechol. Furthermore, the application of MIL-101 (Fe)/CPE has been validated in an actual river water sample with the satisfied recoveries of 90.21 - 102.36% and 91.11 - 102.19% for hydroquinone and catechol, respectively.

研究领域: 分析化学 · 环境科学
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