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JOURNAL OF FLUORESCENCE · 2024 · IF 2.6

Fabrication of Carbon Dots with Singlet Oxygen Generation and Their Potential Photodynamic Therapy Applications

Zuo Pengli,Peng Jun,Yao Yuyang,Tan Wei,Cheng Lan,Zhang Jinyu,Lu Xiuhua

Due to the unique chemical and biomedical properties of carbon dots (CDs), they have increasingly obtained the attention in many research fields, for example, bioimaging, fluorescence sensing, and drug delivery, etc. Recently, it was found that, under light excitation, CDs can also be exploited as a novel photosensitizer to prepare reactive oxygen species (ROS), which expand their applications in the field of photodynamic therapy for cancer treatment. Nevertheless, the high cost and complex fabrication approach of CDs significantly limit their applications. To address this issue, bottom-up routes usually utilize sustainable and inexpensive carbon precursor as starting materials, employed N,N-dimethylformamide (DMF) or ethanol as an environmental-friendly solvent. Bottom-up approach was energy efficient, and the purification process was relatively simple by dialysis. Therefore, carbon dots (CDs) were facilely fabricated in a one-pot solvothermal process using 1-aminoanthraquinone as a precursor, and their application as photosensitizers for in vitro antitumor cells, especially photodynamic therapy (PDT) was established. Then the photophysical and nanoscale dimensions properties of the fabricated CDs were characterized via TEM, UV–visible, fluorescence, and FT-IR spectroscopy. The synthesized N-doped CDs can easily dissolve in water, possess very low biotoxicity, yellow-light emission (maximum peak at 587 nm). More importantly, PDT studies demonstrated that the obtained CDs possess a high singlet oxygen yield of 35%, and exhibit significant phototoxicity to cancer cells upon 635 nm laser irradiation. These studies highlight that N-doped CDs can be facilely synthesized from only one precursor, and are a potentially novel theranostic agent for in vivo PDT.

CAS / MDL: 82-45-1
研究领域: 材料科学 · 生物医学工程 · 肿瘤学
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iScience · 2021 · IF 5.458

Magnetically modulated photochemical reaction pathways in anthraquinone molecules and aggregates

Wubin Wu,Baipeng Yin,Wei Peng,Yukun Zhao,Zeyang Zhou,Hua Sheng,Wanhong Ma,Chuang Zhang

The chemical reactions involving excited-state radical pairs (RPs) of parallel/anti-parallel spin configurations are sensitive to magnetic field, leading to the possibilities of magnetically controlled synthesis of chemical compounds. Here we show that the reaction of anthraquinone (AQ) in sodium dodecyl sulfate (SDS) micellar solution under UV excitation is significantly influenced by applying external field. The steady state and time-resolved spectroscopies reveal that the reaction intermediate (pairs of AQH-SDS radicals) can undergo two distinct pathways depending on whether it is spin singlet or triplet, and the field is beneficial to the conversion between spin configurations of RPs. The applied field not only affects the reaction rate constant but also changes the final products. Besides, the aggregation of AQ molecules would change the population of singlets and triplets and thus enhance magnetic field effect. This work represents a promising way of controlling chemical reaction and improving reaction selectivity via magnetic field methods.

研究领域: 物理化学 · 材料科学
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Journal of Environmental Sciences · 2024 · IF 5.9

Formation of highly toxic p-benzoquinones byproducts during ozonation of cresols

Weixu Tang,Jianjian Wei,Shuting Wang,Qiang Cheng,Aroob Abid,Jia Gu,Min Zheng,Dehua Ma

This study aims to identify the highly non-specific toxicity by-products during ozonation of three cresols in wastewater. In ozonated effluents, biotoxicity increased along with increasing reaction time, followed by gradual decrease. The peak biotoxicity for ozonated o -cresol ( o -C), m -cresol ( m -C), and p -cresol ( p -C) was estimated to be 17.4, 14.8 and 5.5 times higher than that of untreated wastewater, respectively. A redox-directed approach with high-resolution mass spectrometry and toxicity prediction revealed that monomeric para-benzoquinones ( p -BQs), hydroxylated p -BQs, and dimeric p -BQs in ozonated cresols were the primary contributors to the increased toxicity. Calculations based on density functional theory indicated formation pathways of p -BQs byproducts, e.g., the formation of 2-methyl- p -benzoquinone was likely induced by ozone molecules rather than hydroxyl radicals in ozonated o -C and m -C, and the formation of p -benzoquinone during ozonation of p -C was attributed to the oxidation of methyl group to carboxyl group and subsequent decarboxylation initiated by hydroxyl radicals. Electron paramagnetic resonance and spin density calculation showed that the presence of carbon-centered cresoxyl radicals was responsible for dimeric p -BQs formation. Collectively, these results underscore significant contribution of non-halogenated p -BQs to non-specific toxicity increase in ozonated effluents.

研究领域: 环境科学 · 毒理学
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FOOD CHEMISTRY · 2020 · IF 6.306

Quantifying the efficiency of o-benzoquinones reaction with amino acids and related nucleophiles by cyclic voltammetry

Yuting Li,Haiping Qi,Meiqi Fan,Zixing Zhu,Shijie Zhan,Lin Li,Bing Li,Xia Zhang,Xianglong Zhao,Jingjing Ma,Lifeng Wang

The reaction efficiency of o -benzoquinones with amines (L-lysine, Nα-acetyl-L-lysine, glycine, L-methionine and L-arginine), thiols (L-cysteine and Nα-acetyl-L-cysteine) and protein (bovine serum albumin) were determined at pH 5.0, 7.0 and 8.0 and scan rate of 10, 50 and 100 mV/s by cyclic voltammetry. Nucleophiles containing multiple nucleophilic groups and nucleophilic group possessing low pKa value would enhance the reactivity of nucleophiles towards o -benzoquinones. The reactivity of different o -benzoquinones with L-lysine/L-cysteine followed the order: protocatechuic acid quinone ≈ catechol quinone > 4-methylbenzoquinone ≈ caffeic acid quinone > rosmarinic acid quinone > chlorogenic acid quinone. The reactivity of quinones would be decreased by the steric hindrance of substituents on quinone ring, and it would also be weakened by enhancing electron cloud density of quinone ring. Adducts generated by the interaction of 4-methylbenzoquinone with amines and thiols were tentatively identified as amine-quinone adduct and thiol-phenol adduct respectively by UPLC-QTOF-MS/MS and cyclic voltammetry.

研究领域: 生物化学 · 电化学
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FOOD CHEMISTRY · 2025 · IF 9.8

Vitamin C prevents myricetin degradation in boiling water by reducing ortho-quinone intermediates

Shengxiong Chen,Fan Zhang,Aline Priscilla Gomes da Silva,Jesus Simal-Gandara,Hui Cao

Myricetin, a bioactive flavonoid, degrades rapidly in boiling water, limiting its use in functional foods and pharmaceuticals. This study explores the protective effect of vitamin C on the thermal degradation of myricetin and its mechanism of action. O -phenylenediamine derivatization identified reactive ortho-quinone intermediates, while density functional theory (DFT) calculations (ΔG = −47.74 kcal/mol) confirmed the redox mechanism. Vitamin C significantly improved myricetin retention from 32.8 % to 91.4 % in 0.8 mM after 100 min of heating, outperforming nitrogen treatment. Myricetin degradation begins with oxidation to ortho-quinones, which further degrades into phenolic acids and aldehydes. Vitamin C not only inhibited this process but also reversed oxidation by reducing ortho-quinones back to myricetin. These findings highlight vitamin C's potential to enhance flavonoid stability and bioavailability in functional heat-processed foods.

CAS / MDL: 67-68-5
研究领域: 食品科学 · 生物化学
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FOOD CHEMISTRY · 2020 · IF 6.306

Optimization of fungi co-fermentation for improving anthraquinone contents and antioxidant activity using artificial neural networks

Jiao Yang,Yun Huang,Haiyu Xu,Dongyu Gu,Fa Xu,Jintian Tang,Chen Fang,Yi Yang

The fermentation products of edible fungi are rich in anthraquinones and have a variety of activities, including the antioxidant activity. Because of the large number of combinations, it is very difficult to obtain the optimal multi-strains co-fermentation to improve the yield of anthraquinone. In the present study, an intelligent model based on artificial neural networks (ANNs) using backpropagation (BP) and radial basis function (RBF) algorithms was developed and validated to predict the anthraquinone contents in 136 two fungi and 680 three fungi co-fermented products. After experimental validation of the anthraquinone contents, the mean absolute error and the mean bias error of the results from RBF ANN were lower than those from BP ANN. The results indicated that the anthraquinone contents in A. bisporus , C. comatus and H. erinaceus co-fermentation product was the highest (2.11%). Furthermore, this co-fermentation product showed strong antioxidant activity.

研究领域: 生物技术 · 食品科学
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SCIENCE OF THE TOTAL ENVIRONMENT · 2024 · IF 8.2

A nation-wide study for the occurrence of PPD antioxidants and 6PPD-quinone in road dusts of China

Yuying Zhang,Lei Yan,Longxing Wang,Haijun Zhang,Jiping Chen,Ningbo Geng

N , N ′-substituted p -phenylenediamines (PPDs) are widely used antioxidants in rubber tires, which could be released and accumulated in road dusts with rubber tires wear. As ozonation product of N -(1,3-dimethylbutyl)- N′ -phenyl- p -phenylenediamine (6PPD), 6PPD-quinone (6PPD-Q) exhibited higher toxicity to coho salmon. However, studies on their environmental behaviors are still limited. Road dust is the major medium PPDs exist, which significantly affects the levels of PPDs in other mediums, especially surface water and particulate matter. In this study, road dust samples were collected in 55 major cities of China to explore the distribution characteristics of PPDs and 6PPD-Q. The concentrations of total PPDs (ΣPPDs) and 6PPD-Q in urban trunk road dust samples were in the ranges of 7.90–727 and 3.00–349 ng/g, with median concentrations of 68 and 49 ng/g, respectively. 6PPD and 6PPD-Q are the dominant components in most road dusts. The functional region-dependent pollution characteristics of PPDs and 6PPD-Q give the first finding that urban tunnel road was the highly polluted region, followed by urban trunk roads. Suburban road dusts had a lower pollution level. Moreover, the estimated daily intake (EDI) of PPDs and 6PPD-Q for children was much higher than adults.

CAS / MDL: 101-72-4 2754428-18-5
研究领域: 环境科学 · 毒理学
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ENERGY & FUELS · 2020 · IF 3.421

Anthraquinone-Based Covalent Organic Framework Nanosheets with Ordered Porous Structures for Highly Reversible Sodium Storage

Ming-Ming Hu,Huawen Huang,Qiang Gao,Yan Tang,Yuwen Luo,Yuanfu Deng,Lei Zhang

Incorporating redox-active quinones with linkers to form covalent organic frameworks (COFs) could effectively improve their electrochemical performances when used as electrode materials. Their stable frameworks are able to inhibit dissolution of quinone in the organic electrolyte, and ordered porous structures enhance the ion diffusion rate. Condensing redox-active quinones with linkers containing more replaceable sites could increase the redox-active moieties in COF electrode materials, which would effectively increase their specific capacities. Herein, 2,6-diaminoanthraquinone (DAAQ) was condensed with the hexachlorocyclotriphosphazene (HCCP) linker containing six replaceable sites of −Cl to form ordered porous DAAQ–HCCP COF. All of the −Cl sites of the HCCP linker were replaced by redox-active DAAQ during condensation reaction, significantly increasing the content of electroactive moieties in the framework. Benefiting from the stable framework and ordered porous structures, DAAQ–HCCP COF exhibits higher cycling stability than DAAQ and outstanding rate performance when used as the anode for sodium-ion batteries. The prepared COF displays specific capacities of 88 mA h g–1 at 100 mA g–1 after 100 cycles and 72 mA h g–1 at 2000 mA g–1 after 1000 cycles. The present work provides a new strategy to design COF with more redox-active sites for organic rechargeable batteries.

CAS / MDL: 67-56-1 121-44-8
研究领域: 材料科学 · 电化学
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SENSORS AND ACTUATORS B-CHEMICAL · 2018 · IF 5.667

Highly selective and sensitive fluorescence detection of hydroquinone using novel silicon quantum dots

Yingnan Liu,Qinzhi Wang,Shuwen Guo,Pei Jia,Yuhang Shui,Siyu Yao,Chen Huang,Min Zhang,Li Wang

Hydroquinone (HQ) is a major phenol compound pollutant derived from industrial wastewater. Its content in environmental water is closely related to the water quality. Thus, it is in great need to develop facile, sensitive and selective detection methods for HQ. In this paper, an effective and selective HQ detection probe was fabricated based on novel silicon quantum dots (SiQDs), which were synthesized by a one-step hydrothermal method. Such SiQDs exhibited good water solubility and intensely green fluorescence. Interestingly, their fluorescence can be significantly quenched upon addition of HQ, which is attributed to the electron transfer from SiQDs to the generated 1,4-benzoquinone, and the inner filter effect of SiQDs-1,4-benzoquinone complex. This SiQD probe can detect HQ in a wide concentration range from 6 to 100 μM, with a detection limit of 2.63 μM. More importantly, compared with other reported methods, this probe can eliminate the interference from catechol (CC) and resorcinol (RS), and gives new insight on the discrimination HQ from its isomers. Furthermore, this fluorescent probe was also successfully applied for the determination of HQ in real water samples with satisfactory recoveries, indicating the reliability and potential application of this fluorescent probe for monitoring HQ.

研究领域: 环境科学 · 分析化学
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ELECTROCHEMISTRY COMMUNICATIONS · 2018 · IF 4.66

Electrochemical perspective on the size-dependent density of states at single graphene flake

Bo Zhang,Lixia Yang,Jia Wang,Wen Luo,Yaqin Wu,Zhenling Wang

To uncover the distinction in the electronic density of states (DOS) near Fermi level at the graphene and metal, we compare the standard rate constant k 0 values for quinone species at graphene and gold nanoelectrodes, which might be affected by the electronic DOS near Fermi level. The experimental result indicates that the k 0 value obtained at the individual graphene flake of nanometer size is very close to that obtained on gold nanoelectrode, and higher than that at large graphene flake. Unlike the high electronic DOS in gold nanoelectrodes, the difference of k 0 values at graphene nanoelectrodes of different sizes will reveal the size-dependent DOS at single graphene flake.

CAS / MDL: 75-05-8
研究领域: 材料科学 · 电化学
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BIOSENSORS & BIOELECTRONICS · 2016 · IF 7.476

Synergistic effect of pyrroloquinoline quinone and graphene nano-interface for facile fabrication of sensitive NADH biosensor

Shanying Han,Tianyu Du,Hui Jiang,Xuemei Wang

A self-assembly composite of graphene-pyrroloquinoline quinone (PQQ) was fabricated and modified on glassy carbon electrode (GCE) for sensitive detection of nicotinamide adenine dinucleotide (NADH). Chitosan (CTS) was applied to disperse graphene to form a stable robust film on GCE. A synergistic effect between PQQ and graphene was observed during the electrocatalytic oxidation of NADH, with about 260   mV reduction in the oxidation potential and 2.5-fold increase in the oxidation current compared with those on the bare GCE. The electrochemical sensors based on the modified electrodes allowed the detection of NADH with a good linear dependence from 0.32 to 220   µM with a high sensitivity of 0.421   µA   µM −1   cm −2 and a low detection limit of 0.16   µM (S/N=3). It could also eliminate the interference of electroactive substances like ascorbic acid (AA), uric acid , and dopamine and its derivatives. The outstanding performances of graphene-PQQ/CTS composite capable of improving the electrical conductivity and accelerating the electron transport suggested its promising applications for design of different graphene based composites used in electrochemical sensing and energy fields.

研究领域: 生物化学 · 材料科学 · 分析化学
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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2023 · IF 9.9

A light-driven photoelectrochemical sensor for highly selective detection of hydroquinone based on type-II heterojunction formed by carbon nanotubes immobilized in 3D honeycomb CdS/SnS2

Linzi Huang,Chenxi Wang,Yaqi Yang,Yilin Wang,Chunyan Li,Yixi Xie,Pengcheng Zhao,Junjie Fei

The ecological environment and public safety are seriously threatened by the typical phenolic contaminant hydroquinone (HQ). Here, using a straightforward physical mixing technique, we created an n - n heterojunction by uniformly immobilizing cadmium sulfide (CdS) nanoparticles on the surface of a three-dimensionally layered, flower-like structure made of tin sulfide (SnS 2 ). Then, as photosensitizers , carbon nanotubes (CNTs) were added to the CdS/SnS 2 complex to create a type-II heterostructure of CdS/SnS 2 /CNTs with synergistic effects. Subsequently, the detector HQ was bound to the modified photoelectrodes , which was accompanied by the hole oxidation of the bound HQ, leading to a significant increase in the photocurrent signal, thus allowing specific and sensitive detection of HQ. Under optimized detection conditions, the proposed photoelectrochemical sensor shows a wide detection range of 0.2 to 100 μM for HQ with a detection limit as low as 0.1 μM. The high accuracy of the sensor was demonstrated by comparison with the detection results of UV–vis spectrophotometry . In addition, the photoelectrochemical sensor exhibits good reproducibility, stability, selectivity , and specificity, providing a light-driven method to detect HQ.

CAS / MDL: 62-55-5 62-56-6
研究领域: 环境科学 · 分析化学
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