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APPLIED AND ENVIRONMENTAL MICROBIOLOGY · 2024 ·Vol. 90 ·期 8 · IF 3.9

An aldolase-dependent phloroglucinol degradation pathway in Collinsella sp. zg1085

Yating Li,Tong Xu,Yanqin Tu,Tong Li,Yifeng Wei,Yan Zhou

Phloroglucinol (1,3,5-trihydroxybenzene) is a key intermediate in the degradation of polyphenols such as flavonoids and hydrolysable tannins and can be used by certain bacteria as a carbon and energy source for growth. The identification of enzymes that participate in the fermentation of phloroglucinol to acetate and butyrate in Clostridia was recently reported. In this study, we present the discovery and characterization of a novel metabolic pathway for phloroglucinol degradation in the bacterium Collinsella sp. zg1085, from marmot respiratory tract. In both the Clostridial and Collinsella pathways, phloroglucinol is first reduced to dihydrophoroglucinol by the NADPH-dependent phloroglucinol reductase (PGR), followed by ring opening to form (S)-3-hydroxy-5-oxohexanoate by a Mn2+-dependent dihydrophloroglucinol cyclohydrolase (DPGC). In the Collinsella pathway, (S)-3-hydroxy-5-oxohexanoate is then cleaved to form malonate semialdehyde and acetone by a newly identified aldolase (HOHA). Finally, a NADP+-dependent malonate-semialdehyde dehydrogenase converts malonate semialdehyde to CO2 and acetyl-CoA, an intermediate in carbon and energy metabolism. Recombinant expression of the Collinsella PGR, DPGC, and HOHA in E. coli enabled the conversion of phloroglucinol into acetone, providing support for the proposed pathway. Experiments with Olsenella profusa, another bacterium containing the gene cluster of interest, show that the PGR, DPGC, HOHA, and MSDH are induced by phloroglucinol. Our findings add to the variety of metabolic pathways for the degradation of phloroglucinol, a widely distributed phenolic compound, in the anaerobic microbiome.

研究领域: 微生物学 · 生物化学 · 代谢途径 · 酶学
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SENSORS AND ACTUATORS B-CHEMICAL · 2019 · IF 6.393

Employing Cryptococcus-directed carbon dots for differentiating and detecting m-benzenediol and p-benzenediol

Chunsong Lu,Jie Liu,Lanlan Gan,Xiaoming Yang

Distinguishing the isomers is considered to be challenging, and shows the great importance in the biochemical and pharmaceutical fields. Herein, the blue carbon dots (CDs) were successfully raised on the basis of a facile hydrothermal way, since Cryptococcus served as the carbon source. Importantly, the as-prepared CDs were employed to achieve the differentiation and detection of two benzenediols. To be specific, the fluorescence of CDs was enhanced once m -benzenediol (resorcinol) was added, while introducing p -benzenediol (hydroquinone) lead to their fluorescence quenching. Towards the mechanism, the addition of m -benzenediol promoted the formation of hydrogen bonds between m -benzenediol and CDs, and thus resulting in their enhanced fluorescence. In contrast, the fluorescence quenching occurred due to the electron transferring from the rich-electrons of CDs to p -benzoquinone, when p -benzenediol was oxidized to be p -benzoquinone. Therefore, a differentiating strategy of two isomers has been proposed, and also contributed to detecting m -benzenediol and p -benzenediol concentrations in the ranges of 2 × 10 −3 to 1 × 10 −7 M and 2 × 10 -5 to 2 × 10 -9 M, respectively. Although there already existed the high performance liquid chromatography and other chemical methods for determining benzenediols, the current strategy provided a new way of distinguishing and assaying the isomers of benzenediols.

研究领域: 化学 · 材料科学 · 分析化学
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SENSORS AND ACTUATORS B-CHEMICAL · 2017 · IF 5.401

Fabrication of CeVO4 as nanozyme for facile colorimetric discrimination of hydroquinone from resorcinol and catechol

Haiguan Yang,Junqi Zha,Peng Zhang,Yuemei Qin,Tao Chen,Fanggui Ye

A simple method was proposed for the preparation of CeVO 4 . The as-synthesized CeVO 4 was, for the first time, demonstrated to exhibit both peroxidase-like and oxidase-like activity, which catalyzes the oxidation of 3, 3′, 5, 5′-tetramethylbenzidine (TMB) to form a typical blue solution in the presence or absence of H 2 O 2 . Moreover, the mechanism of its dual-enzyme activity was investigated in detail. The Michaelis constant ( K m ) value for CeVO 4 (0.136   mM) was lower than that of horseradish peroxidase (0.424   mM) with TMB as the substrate. Interestingly, hydroquinone (H 2 Q), dihydroxybenzene isomer, undergoes reduction accompanying the oxidation of TMB by the CeVO 4 oxidase mimic along with a visible color change, while the other two dihydroxybenzene isomers, i.e., resorcinol (RC) and catechol (CC), do not. Based on these findings, a colorimetric platform was developed to discriminate H 2 Q from RC and CC. Under optimal conditions, a linear relationship between the H 2 Q concentration and absorbance was observed from 0.05 to 8   μM, and a limit of detection of 0.04   μM was achieved. Moreover, this colorimetric platform can selectively reveal H 2 Q concentrations in the presence of other dihydroxybenzene isomers.

研究领域: 生物化学 · 环境科学 · 材料科学
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2024 · IF 4.3

A “turn-on” fluorescence sensor for hydroquinone detection based on BSA doped carbon dots (BSA@CDs) from crawfish shells

Yuliang Cheng,Fan Zhang,Yajie Zhao,Jiannan Chen,Weirong Yao,He Qian

By using crawfish shells as the precursor and hydrothermal synthesis, Bovine serum albumin doped carbon dots (BSA@CDs) were prepared without excessive chemical reagents. The relationship between the fluorescence properties of different BSA@CDs and BSA amount was investigated by various   characterization techniques. When the amount of BSA added was 30 %, the prepared BSA@CDs’ quantum yield (QY) reached 25.01 %, which was the highest. Inner Filter Effect (IFE) suggested that Cr (VI) can selectively quench the fluorescence of BSA@CDs. Cr (VI) can be reduced to Cr (III) by Hydroquinone (HQ), thus recovering the fluorescence. Accordingly, using BSA@CDs as a probe, a “turn-on” fluorescence sensor applied in HQ determination was constructed. The linear range was 10–200 µmol/L and limit of detection (LOD) was 0.18 µmol/L. Further, it has been employed to the determination of HQ in both crawfish tail meat and aquaculture water with good performance.

研究领域: 分析化学 · 环境科学 · 材料科学
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SENSORS AND ACTUATORS B-CHEMICAL · 2021 · IF 7.46

Facile preparation of four-in-one nanozyme catalytic platform and the application in selective detection of catechol and hydroquinone

Xiaoxue Liu,Jiao Yang,Jing Cheng,Yi Xu,Wen Chen,Yingchun Li

Development of nanomaterials with multienzyme-like activities (nanozymes) via a simple way has attracted paramounting attention. Generally, enzymatic activity is closely related to the size, surface state, material type, etc. Bimetallic oxides are very appealing owing to their mixed valence and structural advantages. Herein, we reported an eco-friendly strategy to synthesize Co 1.5 Mn 1.5 O 4 nanozyme via sol-gel method. This nanozyme functionally mimics four major enzymes, i.e. laccase, peroxidase (POD), oxidase (OXD), and catalase (CAT). Accordingly, a colorimetric sensing platform was designed to distinguish isomers of organic pollutants ‒catechol (CC) and hydroquinone (HQ) by using Co 1.5 Mn 1.5 O 4 as the sole catalyst. In particular, laccase-like activity of Co 1.5 Mn 1.5 O 4 enables it to directly oxidize CC into yellow o -benzoquinone with good linearity in the range of 1∼1000 μM and a detection limit of 0.35 μM. Meanwhile, HQ can discolor the oxidized substrate that was pre-oxidized with the aid of oxidase-like activity of the nanozyme (linear range: 0.05∼100 μM, detection limit: 0.04 μM). The established colorimetric method has been successfully utilized for selective sensing of CC, HQ in water samples with good selectivity and high sensitivity. Our study contributes to green synthesis of metal-based nanomaterials with multi-enzyme mimicking activities and uncovers new usage of nanozyme in discriminating of environmental pollutants.

研究领域: 环境科学 · 生物化学 · 材料科学
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MICROCHEMICAL JOURNAL · 2019 · IF 3.206

ZnMOF-74 responsive fluorescence sensing platform for detection of Fe3+

Linli Hou,Yonghai Song,Yingjie Xiao,Rong Wu,Li Wang

Fluorescent metal-organic frameworks (MOFs) have attracted wide attention in fluorescence detection. Herein, a novel sensing platform for highly selective and sensitive detection of Fe 3+ in aqueous solution was proposed based on 2,5-dihydroxyterephthalic acid (DOBDC)-Zn 2+ MOFs (ZnMOF-74). The as-prepared ZnMOF-74 exhibited uniform clavicorn nanostructures and high day-to-day stability in acidic aqueous solution (pH 4.0). Because of the special response of phenolic hydroxyl groups of DOBDC with Fe 3+ , the cation exchange between Fe 3+ and Zn 2+ occurred, which caused collapse of the skeleton and formed a blue weak-fluorescent iron(III)-phenol salt complex (Fe-DOBDC), which led to the effective fluorescence quenching of ZnMOF-74. ZnMOF-74 was used as a probe for detection of Fe 3+ under relatively acidic condition with a good linear range of 0.1–100 μM and a low detection limit of 40 nM. The fluorescence probe was also applied to determine Fe 3+ in real river water and human serum with good recovery and accuracy. This work provided a good Fe 3+ sensor based on ZnMOF-74 due to high affinity between phenolic hydroxyl group and Fe 3+ .

研究领域: 材料科学 · 分析化学 · 环境科学
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TALANTA · 2015 · IF 3.545

Carbon dots based fluorescent sensor for sensitive determination of hydroquinone

Pengjuan Ni,Haichao Dai,Zhen Li,Yujing Sun,Jingting Hu,Shu Jiang,Yilin Wang,Zhuang Li

In this paper, a novel biosensor based on Carbon dots (C-dots) for sensitive detection of hydroquinone (H 2 Q) is reported. It is interesting to find that the fluorescence of the C-dots could be quenched by H 2 Q directly. The possible quenching mechanism is proposed, which shows that the quenching effect may be caused by the electron transfer from C-dots to oxidized H 2 Q-quinone. Based on the above principle, a novel C-dots based fluorescent probe has been successfully applied to detect H 2 Q. Under the optimal condition, detection limit down to 0.1   μM is obtained, which is far below U.S. Environmental Protection Agency estimated wastewater discharge limit of 0.5   mg/L. Moreover, the proposed method shows high selectivity for H 2 Q over a number of potential interfering species. Finally, several water samples spiked with H 2 Q are analyzed utilizing the sensing method with satisfactory recovery. The proposed method is simple with high sensitivity and excellent selectivity, which provides a new approach for the detection of various analytes that can be transformed into quinone .

研究领域: 分析化学 · 环境科学
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APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY · 2019 ·Vol. 191 ·期 2 ·605-622 · IF 2.14

Laccase-catalyzed polymerization of hydroquinone incorporated with chitosan oligosaccharide for enzymatic coloration of cotton

Bai Rubing,Yu Yuanyuan,Wang Qiang,Shen Jinsong,Yuan Jiugang,Fan Xuerong

Chitosan oligosaccharide (COS), a water-soluble carbohydrate obtained from chemical or enzymatic hydrolysis of chitosan, has similar structure and properties to non-toxic, biocompatible, and biodegradable chitosan. However, COS has many advantages over chitosan due to its low molecular weight and high water solubility. In the current work, COS was incorporated in the laccase-catalyzed polymerization of hydroquinone. The laccase-catalyzed polymerization of hydroquinone with or without COS was investigated by using simple structure of glucosamine hydrochloride as an alternative to COS to understand the mechanism of COS-incorporated polymerization of hydroquinone. Although polyhydroquinone can be regarded as the polymeric colorant with dark brown color, there is no affinity or chemical bonding between polyhydroquinone and cotton fibers. Cotton fabrics were successfully in-situ dyed into brown color through the laccase-catalyzed polymerization of hydroquinone by incorporating with COS as a template. The presence of COS enhanced the dye uptake of polyhydroquinone on cotton fibers due to high affinity of COS to cotton and covalent bonding between COS and polyhydroquinone during laccase catalysis. This novel approach not only provides a simple route for the biological coloration of cotton fabrics but also presents a significant way to prepare functional textiles with antibacterial property.

CAS / MDL: 66-84-2
研究领域: 生物化学 · 纺织科学 · 材料科学
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JOURNAL OF ELECTROANALYTICAL CHEMISTRY · 2022 · IF 4.598

In situ preparation of NiCoFe-LDH nanoflowers on carbon cloth toward simultaneous detecting hydroquinone and catechol

Huanling He,Shiwen Lv,Ying Kang,Jiaxin Yi,Yi Zhang,Yanqing Cong

Herein, for the first time, a self-supported electrode for simultaneous determination of hydroquinone (HQ) and catechol (CA) was synthesized by loading NiCoFe-layered double hydroxide nanoflowers on hydrophilic carbon cloth (NiCoFe-LDH NFs/CC) with a simple hydrothermal method. By combining the advantages of NiCoFe-LDH NFs with hydrophilic carbon cloth such as good conductivity, 3D porous network structure, high electrocatalytic activity, and fast electron transport, the proposed NiCoFe-LDH NFs/CC electrode dispalyed good electrochemical activity for detecting HQ and CA. The binder-free and free-standing electrode based on NiCoFe-LDH NFs/CC possessed good linear range (5–200 μM), low determination limit (0.15 μM and 0.11 μM), and strong selectivity. Furthermore, it also showed good electrochemical stability without obvious change in ten days. More importantly, as-prepared electrode could be used as an efficient electrochemical sensor to determine HQ and CA content in actual samples with good recovery rate, revealing its feasibility in potential application.

研究领域: 材料科学 · 环境科学 · 分析化学
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MICROCHIMICA ACTA · 2018 ·Vol. 185 ·期 12 ·1-9 · IF 5.705

Fluorometric determination of hydroquinone by using blue emitting N/S/P-codoped carbon dots

Wang Yongping,Yue Qiaoli,Tao Lixia,Zhang Cong,Li Chen-Zhong

N/S/P-codoped carbon dots (CDs) are shown to be a viable fluorescent probe in a turn-off-on fluorometric assay for hydroquinone (HQ). The preparation of CDs was carried out using a one-step hydrothermal reaction starting with glyoxal and isocarbophos. The method is based on the formation of ground state complexes between CD and Fe(III) which leads to quenching of blue fluorescence (with excitation/emission peaks at 363/448 nm). On addition of HQ, it will be oxidized by Fe(III) upon which fluorescence recovers. This turn-off-on system can be utilized to quantify HQ. A linear relationship exists between fluorescence recovery and HQ concentration in range between 0.56 and 375 μM. The limit of detection is 0.16 μM. The assay was successfully applied to the determination of HQ in spiked water samples and developer samples. Fluorometric determination of hydroquinone (with good selectivity over catechol and resorcinol) by using blue-emitting N/S/P-codoped carbon dots and the quenching effect of Fe(III).

CAS / MDL: 10026-22-9
研究领域: 分析化学 · 环境科学
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2018 · IF 2.196

Synergistic Extraction of Hydroquinone from Aqueous Solution with Solvent Mixture of 2-Pentanone and n-Pentanol: Liquid–Liquid Equilibria and Data Correlation

Chao Guo,Yangtong Tan,Yu Qian,Siyu Yang

The synergistic effect for a solvent mixture of 2-pentanone and n-pentanol to extract hydroquinone from aqueous solution was investigated. Liquid–liquid equilibria data for the quaternary (2-pentanone + n-pentanol + hydroquinone + water) system were measured under atmospheric pressure at 298.2 K, using various compositions of solvent mixture. The tie-line length was calculated to estimate the size of the immiscibility zone. The distribution coefficient and separation factor were calculated to evaluate the extraction efficiencies. The experimental data were correlated with NRTL and UNIQUAC models, and the corresponding binary interaction parameters were obtained.

CAS / MDL: 107-87-9 71-41-0
研究领域: 化学工程 · 物理化学
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JOURNAL OF HAZARDOUS MATERIALS · 2024 · IF 12.2

Nanozyme-integrated alcogel colorimetric sensor for rapid and on-site detection of tert-butyl hydroquinone

Shuai Liu,Hao Qu,Yu Mao,Lili Yao,Ling Yan,Baolei Dong,Lei Zheng

Tert -butyl hydroquinone (TBHQ) stand as one of the most widely used antioxidants in food and daily chemical products. Rapid and sensitive monitoring of TBHQ holds considerable importance in safeguarding human health due to its potential risks. In this study, we devised an alcogel-based colorimetric sensor enabling the portable and visual detection of TBHQ. The Ce-UiO-66 nanozyme exhibiting remarkable oxidase-like activity, was synthesized and characterized, facilitating the catalysis of TBHQ oxidation to 2- tert -butyl-1,4-benzoquinone (TBBQ). The ensuing chromogenic reaction between TBBQ and ethylenediamine produced a stable and colored product, serving as a reliable indicator for the rapid and specific detection of TBHQ. Building upon this discovery, a portable and low-cost colorimetric sensor was fashioned by integrating the nanozyme into κ -carrageenan alcogel, thereby enabling on-site TBHQ detection via a smartphone-based sensing platform. The colorimetric sensor exhibited a detection limit of 0.8 μg mL –1 , demonstrating robust performance across various matrices such as edible oils, cosmetics, and surface water. Recoveries ranged from 84.9 to 95.5%, with the sensor’s accuracy further validated through gas chromatography-mass spectrometry. Our study presents an effective approach to rapid and convenient monitoring of TBHQ, exhibiting good extensibility and practicability.

研究领域: 分析化学 · 食品科学 · 环境监测
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