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OPEs
ENVIRONMENTAL AND EXPERIMENTAL BOTANY · 2022 · IF 6.028

Lipocalin-mediated organophosphate esters (OPEs) active uptake and accumulation in rice (Oryza sativa L.)

Wenxiao Zhang,Haiou Wang,Qian Bai,Xintong Li

To understand uptake and accumulation process of organophosphate esters (OPEs), growth, concentrations of OPEs, and transcript regulation of lipid transporters in rice seedlings were investigated under six OPE congeners exposures. The increase of seedlings’ growth and accumulation of OPEs in plants were observed. Root concentration factors (RCFs) of aryl-OPEs were the highest in consistent with their strong hydrophobicity, indicating that they were more liable to be accumulated in roots. Meanwhile, shoot/root concentration factors (SRCFs) of halogenated alkyl-OPEs were the highest in accordance with their low hydrophobicity, implying that they were easily translocated to shoots. Lipid transporters involved in uptake and accumulation of OPEs, evidence from the transcript responses of their lipid transporters. Moreover, the only positive relationship between OsTIL expressions and accumulation of OPEs demonstrated the dominant role of OsTIL among the investigated transporters. In addition, although all of OPE congeners could be docked into active cavities of OsTIL with varied markedly binding affinities, hydrophobicity OPEs performed stronger binding energy with OsTIL after homology modeling and molecular docking analysis. Therefore, uptake and accumulation of OPEs were corporately charged by OPEs’ physicochemical properties and lipid carrier transports in coincidence with the experimental observation about accumulation of OPEs in roots and shoots.

CAS / MDL: 141-78-6
研究领域: 环境科学 · 植物生理学 · 分子生物学
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SCIENCE OF THE TOTAL ENVIRONMENT · 2020 · IF 6.551

Aerobic degradation of nonhalogenated organophosphate flame esters (OPEs) by enriched cultures from sludge: Kinetics, pathways, bacterial community evolution, and toxicity evaluation

Rui Hou,Yi Wang,Shaofeng Zhou,Lihua Zhou,Yong Yuan,Yiping Xu

The degradation by bacteria has been considered the main process for eliminating nonhalogenated organophosphate esters (OPEs) from wastewater treatment plants (WWTPs), but limited research has reported the biodegradation processes and clarified the microbial-mediated mechanisms for nonhalogenated OPE degradation in WWTPs. The aim of this study was to monitor the biodegradation of the most common nonhalogenated OPEs, namely, tris(2-butoxyethyl) phosphate (TBOEP), tris (n-butyl) phosphate (TNBP) and trisphenyl phosphate (TPHP), under aerobic conditions by sludge cultures from a conventional sewage plant. The microbial cultures were enriched separately with each OPE from activated sludge cultures, and the presence of glucose significantly enhanced degradation of the OPEs during the enrichment. The removal ratios for the three OPEs reached 29.3–89.9% after 5 cycles (25 days) of cultivation, and the first-order degradation kinetics followed the order of TPHP > TBOEP > TNBP, with their half-lives ranging between 12.8 and 99.0 h. Pathways of hydrolysis, hydroxylation, methoxylation, and substitution were confirmed for the aerobic biodegradation of these nonhalogenated OPEs, but only di-alkyl phosphates (DAPs) largely accumulated in culture medium as the most predominant transformation products . Phylotypes in Klebsiella were significantly more abundant during OPE biodegradation than in the initial sludge, which indicated that these microorganisms are associated with the biodegradation of nonhalogenated OPEs in sludge culture. Biodegradation of all investigated nonhalogenated OPEs was associated with a significant reduction in the residual toxicity to Vibrio fischeri , indicating a rather positive ecotoxicological outcome of the aerobic biotransformation processes achieved by the enriched sludge culture.

CAS / MDL: 67-56-1
研究领域: 环境科学 · 微生物学 · 污水处理 · 生态毒理学
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PHYSIOLOGY AND MOLECULAR BIOLOGY OF PLANTS · 2025 · IF 3.3

Cd2+ and Zn2+ regulating uptake and accumulation of TDCPP and TMPP in rice (Oryza sativa L.) in transcript and protein level

Wu Mengyao,Wang Haiou,Wang Wenxuan,Ren Xiaoyu,Zhang Juming

Hydroponic experiments and computational simulations were conducted to investigate the changes in the gene expression, structure, and binding mode of the rice transporter protein OsTIL to OPEs by the presence of Cd 2+ and Zn 2+ . OPEs and Zn 2+ were observed to promote seedling growth and OPEs alleviated the suppressive effect of Cd 2+ on seedlings. Usually, Cd 2+ and Zn 2+ inhibited the accumulations of OPEs in plants accompanied by the decrease of RCF (root concentration factor) and TF (transport coefficient). In particular, Zn 2+ promoted TDCPP accumulation only in roots accompanied by the increase of RCF and the decrease of TF. Furthermore, Cd 2+ and Zn 2+ affected the gene expressions of OPEs transporter-OsTIL response in the accumulation of OPEs in both single and compound pollution. After molecular dynamics simulation analysis, RMSD of the protein backbone, binding pocket, and ligand only in TDCPP-OsTIL complex also were significantly affected by two metal ions. Furthermore, two metal ions can press the interaction of OPEs and OsTIL by reducing the stability of protein structure and the numbers of HB (hydrogen bonds) and enlarging the pocket. However, Zn 2+ extra supports an enlarged entrance for TDCPP, which could facilitate the entry of the coordination complex of Zn 2+ with TDCPP into the pocket and improve TDCPP capacity of OsTIL.

CAS / MDL: 141-78-6 855-38-9
研究领域: 植物学 · 环境科学 · 分子生物学
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WATER SCIENCE AND TECHNOLOGY · 2022 ·Vol. 85 ·期 8 ·2423-2431 · IF 2.43

Aggregation of Fe2O3 nanoparticle in the presence of organophosphate esters (OPEs)

Zhang Yucheng,Shi Yongfeng,Su Xiaotong,Tam Nora F. Y.,Lei Huifang,Chen Zihui,Wu Qihang

Aggregation is a key process for determining the environmental behavior and impact of a nanoparticle (NP). Since organophosphate esters (OPEs), which are recognized as emerging contaminants, are distributed widely in the natural aquatic environment, they may contribute to interacting with NPs and ultimately influence their transport and fate. Here, we investigated two typical organophosphate esters OPEs on aggregation the Fe 2 O 3 NP in aquatic environments. The results showed that both tri-ethylhexyl phosphate (TEHP) and tris (chloroisopropyl) phosphate (TCPP) improved the colloidal stability of Fe 2 O 3 NP in artificial water and environmental matrices. TEHP exhibited an obvious effect than TCPP on the Zeta potential and aggregation rates of Fe 2 O 3 NP in artificial water. In the presence of electrolyte, 10 mg/L TCPP and TEHP increased the critical coagulation concentration (CCC) by 3.6 times and 17.4 times, respectively. Compared with pore-water, the aggregation rates of Fe 2 O 3 NP in river water were slightly higher than those in pore-water, which can be attributed to the higher DOC in pore-water. We suggested that the high hydrophobicity and molecular weight of OPEs were considered important factors against the aggregation of Fe 2 O 3 NP in water. Greater surface charge and steric hindrance originating from TCPP and TEHP dominated the colloidal stability of Fe 2 O 3 NP. TCPP/TEHP improve the colloidal stability of Fe 2 O 3 NP. Hydrophobicity and molecular weight of OPEs have a distinct effect on Fe 2 O 3 NP agglomeration. Electrostatic repulsions and steric stabilization control colloidal stability.

✓ 已验证 DOI 高影响因子
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JOURNAL OF PLANT PHYSIOLOGY · 2024 · IF 4

The difference of organophosphate esters (OPEs) uptake, translocation and accumulation mechanism between four varieties in Poaceae

Wenxuan Wang,Haiou Wang,Xiaoyu Ren

To explore variation patterns of uptake, translocation, and accumulation processes responding to organophosphate esters (OPEs) among Poaceae plants, hydroponic and computer simulation experiments were executed. Plant growth, OPEs’ concentration, and bioinformation and transcript of lipid transporters in the three terrestrial barley, wheat, and maize and aquatic rice seedlings were studied after exposure to seven OPE congeners. Four types of plants could accumulate seven OPE congeners. OPEs could promote rice growth by upregulating IAA27 hormone gene. However, maize growth was inhibited due to upregulating IAA17 hormone gene. In general, OPEs with log K ow > 4 tended to accumulate in roots of the four types of plants. Furthermore, the uptake, translocation, and accumulation mechanism of OPEs in different plants showed species-specific, depending on chemical properties of OPEs and biological factors specifically referring to the binding ability and gene expression of lipid transporters. The uptake and accumulation of OPE in aquatic rice roots were mainly influenced by biological factors. On the contrary, terrestrial plants relied on log K ow more than biological factors. Meanwhile, TIL of Poaceae plants could be a common and key protein that contributed to OPEs accumulation.

CAS / MDL: 141-78-6
研究领域: 植物学 · 环境科学 · 分子生物学
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ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY · 2018 · IF 3.974

Rate constants for the reaction of hydroxyl and sulfate radicals with organophosphorus esters (OPEs) determined by competition method

Ting Tang,Guining Lu,Rui Wang,Zhiyuan Qiu,Kaibo Huang,Wenjie Lian,Xueqin Tao,Zhi Dang,Hua Yin

Advanced oxidation processes (AOPs), such as hydroxyl radical (•OH) and sulfate radical (•SO 4 - ) mediated oxidation, are proved to be effective methods to remove the organophosphorus esters (OPEs) in wastewater effluents. However, few studies have reported about the bimolecular reaction rate constants between free radicals (•OH and •SO 4 - ) and OPEs. This issue was solved by selecting three OPEs as model compounds, the oxidation of these OPEs in UV/H 2 O 2 and UV/K 2 S 2 O 8 process were studied. Tris(2-chloroethyl) phosphate (TCEP), tris(1-chloro-2-propyl) phosphate (TCPP), and tris(2,3-dichloropropyl) phosphate (TDCPP) can hardly be oxidized through direct irradiation methods using UV lamp, with the oxidation rate less than 30% after 7 h′ irradiation. However, TCEP, TCPP, and TDCPP undergo degradation via UV/H 2 O 2 and UV/K 2 S 2 O 8 processes easily, the oxidation rates increased with increasing H 2 O 2 and K 2 S 2 O 8 dosage. The oxidation rates of three OPEs have been studied using competition experiments in the UV/H 2 O 2 and UV/K 2 S 2 O 8 processes. The bimolecular reaction rate constants of TCEP, TCPP and TDCPP with •OH were 2.50 × 10 10 , 3.95 × 10 10 and 2.94 × 10 10 respectively; while •SO 4 - were 3.00 × 10 7 , 1.82 × 10 7 and 2.06 × 10 7 respectively. Results showed that the simplified kinetic model involves only steady state concentration of free radicals and the molecular reaction rate contents are available for calculating the oxidation rates of OPEs in ultrapure water.

研究领域: 环境科学 · 化学动力学
✓ 已验证 DOI PubMed 高影响因子
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Results in Engineering · 2026 · IF 9.4

Proposing "Dual-site synergistic coordination model" for regulating lithium selectivity of OPEs in simulated high Mg/Li brines

Wenbin Fan,Lizhi Jiang,Bingqing Yan,Dahuan Liu,Huifang Li

Salt lake brines, key lithium resources, face challenges in efficient lithium extraction due to high Mg/Li ratios. This study investigated six organophosphorus extractants (OPEs) across neutral and acidic types. Using simulated high Mg/Li brines, it first proposed a "dual-site synergistic coordination model" to clarify how OPEs’ molecular structure, acidity, and coordination mode regulate lithium selectivity. Neutral OPEs (TOP>TIBP>TBP) outperformed acidic ones in extraction efficiency/selectivity by forming stable [LiLn]+[FeCl4]- complexes, while acidic OPEs showed poor performance due to Fe³⁺ chelation and H⁺/Mg²⁺ exchange. TOP enhanced Li⁺ selectivity by 20% vs TBP. This work establishes structure-acidity-performance correlations, guiding commercial extractant optimization and addressing high Mg/Li bottlenecks.

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ENVIRONMENTAL POLLUTION · 2022 · IF 9.988

Aryl-, halogenated- and alkyl- organophosphate esters induced oxidative stress, endoplasmic reticulum stress and NLRP3 inflammasome activation in HepG2 cells

Yuanyuan Zhou,Hanyu Liao,Shanshan Yin,Pengqiao Wang,Xiaoqing Ye,Jianyun Zhang

Organophosphate esters (OPEs) are a group of extensively used man-made chemicals with diverse substituents that are ubiquitously detected in human-related samples including serum, breastmilk, food and house dust. The understanding of their toxicological effects and potential mechanisms on hepatocytes is still limited. In this study, nine most frequently detected OPEs were selected and divided into three subgroups (aryl-, halogenated- and alkyl-OPEs) based on their substituents. The cytotoxicity, apoptosis, oxidative stress, endoplasmic reticulum (ER) stress and NLRP3 inflammasome activation induced by OPEs were evaluated in human hepatocellular carcinomas HepG2 cells. All OPEs induced apoptosis likely through a caspase-dependent apoptotic pathway. The activities of anti-oxidative enzyme SOD and CAT exhibited sensitive responses after OPEs treatment for 6 h. The OPEs induced ROS overproduction, DNA damage, endoplasmic reticulum (ER) stress and NLRP3 inflammasome activation varied among aryl-, halogenated- and alkyl-OPEs. Halogenated- and alkyl- OPEs induced overproduction of ROS and DNA damage, and elevated ER stress and NLRP3 inflammasome activation are observed aryl-OPEs induced cytotoxicity.

CAS / MDL: 67-68-5
研究领域: 毒理学 · 细胞生物学 · 环境科学 · 药理学
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SOUTH AFRICAN JOURNAL OF BOTANY · 2024 · IF 2.7

Co-exposure to Organophosphate esters (OPEs) and Cadmium alleviated their accumulation in rice (Oryza sativa L.) by inhibiting transports' transcription

Xiaoyu Ren,Haiou Wang,Wenxuan Wang,Wenxiao Zhang,Qian Li

Combined contamination of Organophosphate esters (OPEs) and heavy metal has been concerning on their potential threaten to human health through food chain. In order to estimate effects of OPEs and heavy metal's combined contamination on crop, the growth of rice seedlings, pollutant accumulations and their involved in transcript regulation pathway under OPEs and Cd contamination were investigated. In results, only single OPEs pollution improved the biomass of rice, while single Cd pollution inhibited the growth of plants. Although the combined contaminations of OPEs and Cd also showed negative effect for plant growth, OPEs could alleviate the negative effect of Cd on rice. The Octanol-water partition coefficients (log K ow ) of OPEs were positively correlated with root concentration factor (RCF) values in the trend line and negatively correlated with shoot concentration factor (SCRF) and translocation factor (TF). OPEs and Cd inferred with each other's accumulations in plants through reducing RCF, SCRF and TF. After addition of Cd, the expressions of OsTIL, OsLTP4, OsLTPL1 , and OsMLP423 genes involved in OPEs accumulation were downregulated. Moreover, the presence of Cd also affected the binding sites and binding energy of the four proteins with OPEs. Meanwhile, the expression of OsNramp1, OsNramp5, OsHMA2, OsGS1 , and OsPCS1 genes involved in Cd accumulation and toleration were also downregulated after addition of OPEs. These results suggested that OPEs and Cd directly repressed each other gene transcript involved in accumulation and toleration process.

CAS / MDL: 141-78-6
研究领域: 环境科学 · 植物学 · 分子生物学
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ENVIRONMENT INTERNATIONAL · 2019 · IF 7.943

The environment behavior of organophosphate esters (OPEs) and di-esters in wheat (Triticum aestivum L.): Uptake mechanism, in vivo hydrolysis and subcellular distribution

Xinying Gong,Yu Wang,Jian Pu,Junjie Zhang,Hongwen Sun,Lei Wang

To reveal the metabolic characteristic of organophosphate esters (OPEs) in plants, uptake efficiency, subcellular distribution and hydrolysis of OPEs and their hydrolysis metabolites in wheat ( Triticum aestivum L.) were investigated by hydroponic experiments. Tris(2-chloroethyl) phosphate (TCEP) and bis(2-chloroethyl) phosphate (BCEP) were prone to transporting to shoots by transpiration stream, with the translocation factors of 6.2 and 21 for TCEP and BCEP, respectively, as greater than 40% of TCEP and BECP were distributed in the cell sap due to their hydrophilicity. Hydrophobic OPEs (i.e. tri- n -butyl phosphate [TnBP] and triphenyl phosphate [TPhP]), and their hydrolysis metabolites (di- n -butyl phosphate [DnBP] and diphenyl phosphate [DPhP]) were stored in roots, resulting in low translocation capacity in wheat. As organophosphate diesters with relatively high proportions in cell walls (70–84% of DnBP and 41–43% of DPhP) are difficult to being transmembrane transported due to electrical repulsion of the cytomembrane, it is supposed that cell walls could be a main location for in vivo hydrolysis of OPEs. For DnBP, absorption by roots after in vitro hydrolysis of TnBP in hydroponic media was also an important source in wheat. Inhibition experiments showed that it is usually a non-energy-consuming process for root uptake of OPEs and their hydrolysis metabolites. The uptake of OPEs (i.e. TCEP, TnBP, and TPhP) and DPhP were facilitated diffusion mediated by aquaporins or anion channels, while uptake of BCEP and DnBP were simple diffusion processes. This study illustrated the distribution characteristics and translocation capacity of OPEs and their diester metabolites at the subcellular level.

研究领域: 植物学 · 环境科学
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