Identification and quantification of TBBPA and its metabolites in adult zebrafish by high resolution liquid chromatography tandem mass spectrometry

Tan, Fang; Lü, Bin; Liu, Zengze; Chen, Guangyu; Yan-qun, Liu; Cheng, Feifei; Zhou, Yikai

doi:10.1016/j.microc.2019.104566

Cited by 10 publications

(3 citation statements)

References 40 publications

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“…The single-ring TPs (TP8–TP10) could be formed by skeletal cleavage via type II ipso -substitution reactions (Figure S2) and were 29.4% present in the soil (Figure and Figure S1). The TPs might be toxic, e.g., polar 2,6-dibromo-4-nitrophenol (TP8) was toxic to many aquatic organisms at 0.13 μg/L–5 mg/L, including the polychaete Platynereis dumerilii, alga Gobiocypris rarus, and fishes Danio rerio and Poecilia reticulata. ,, It is noteworthy that the significant amount of TBBPA and its TPs (67.5% of the 14 C-EBRs, Figure ) released during the incubation might pose a risk to the peripheral environment of earthworms after their death and decomposition. Moreover, 26.6% of the detected TPs (TP7–TP11) are more hydrophilic than the parent TBBPA (Figure and Table S4), suggesting that those TPs might be more bioaccessible to soil organisms.…”

Section: Resultsmentioning

confidence: 99%

Composition, Release, and Transformation of Earthworm Tissue-Bound Residues of Tetrabromobisphenol A in Soil

Yun,

Zhang,

Wang

et al. 2024

Environ. Sci. Technol.

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Earthworms accumulate organic pollutants to form earthworm tissue-bound residues (EBRs); however, the composition and fate of EBRs in soil remain largely unknown. Here, we investigated the fate of tetrabromobisphenol A (TBBPA)-derived EBRs in soil for 250 days using a 14 C-radioactive isotope tracer and the geophagous earthworm Metaphire guillelmi. The EBRs of TBBPA in soil were rapidly transformed into nonextractable residues (NERs), mainly in the form of sequestered and esterlinked residues. After 250 days of incubation, 4.9% of the initially applied EBRs were mineralized and 69.3% were released to extractable residues containing TBBPA and its transformation products (TPs, generated mainly via debromination, O-methylation, and skeletal cleavage). Soil microbial activity and autolytic enzymes of earthworms jointly contributed to the release process. In their full-life period, the earthworms overall retained 24.1% TBBPA and its TPs in soil and thus prolonged the persistence of these pollutants. Our study explored, for the first time, the composition and fate of organic pollutant-derived EBRs in soil and indicated that the decomposition of earthworms may release pollutants and cause potential environmental risks of concern, which should be included in both environmental risk assessment and soil remediation using earthworms.

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Section: Resultsmentioning

confidence: 99%

Composition, Release, and Transformation of Earthworm Tissue-Bound Residues of Tetrabromobisphenol A in Soil

Yun,

Zhang,

Wang

et al. 2024

Environ. Sci. Technol.

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“…This method (Zalko et al, 2006) has been widely used to analyze metabolites with similar ionization efficiency in mass-spectrometry. Therefore, we established and validated the method by adding TML standard solutions to blank samples, which can be used to quantify TML and assess its metabolite conversion via the semi-quantitative relative abundance (Tan et al, 2020).…”

Section: Methods Validationmentioning

confidence: 99%

A UPLC-MS/MS method for simultaneous determination of tiamulin and its metabolites in Crucian carp (Carassius carassius): an in vivo metabolism and tissue distribution study

Wang,

Fan,

Zhang

et al. 2024

Front. Mar. Sci.

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Tiamulin (TML) has been studied and analyzed in pigs, cattle, chickens, ducks, and other domestic animals, however, its metabolic state in fish has not been well explored. This study investigated TML metabolism in Crucian carp (Carassius carassius). After intraperitoneal injection of TML into Crucian carp, ultra-high performance liquid chromatography with quadrupole and time-of-flight mass spectrometry (UPLC/Q-TOF MS) analysis, was conducted to identify TML metabolites. The UPLC/Q-TOF MS analysis and the relative molecular mass of the metabolites obtained from related literature identified five metabolites in Crucian carp. These metabolites were M1 (510.2908, C28H48NO5S+), M2 (510.2908, C28H48NO5S+), M3 (466.2750, C26H44NO4S+), M4 (482.2663, C26H44NO5S+), and M5 (482.2663, C26H44NO5S+). The enrichment and metabolism of TML and its metabolites in Crucian carp were investigated using the drug bath method combined with ultra-high performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS). TML exhibited an overall trend of an initial increase followed by a decrease. Moreover, the drug enrichment rate was fast and reached saturation after two days. The bioconcentration factor of TML in Crucian carp was 3.01. However, the drug had a slow elimination rate, with its complete metabolism occurring after 20 days.

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“…Liquid chromatography [ 6 , 7 , 8 , 9 ] and gas chromatography [ 10 , 11 ] are the main detection methods of TBBPA at the present time. They can realize the accurate qualitative and quantitative detection of TBBPA, with the advantages of high sensitivity and reproducibility.…”

Section: Introductionmentioning

confidence: 99%

Quantitative SERS Detection of TBBPA in Electronic Plastic Based on Hydrophobic Cu-Ag Chips

et al. 2022

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Tetrabromobisphenol A (TBBPA) was one of the most widely used brominated flame retardants. However, it easily contaminates nature and harms the environment and human health during its production and use. Therefore, it is necessary to strictly control the content of TBBPA in electronics. Surface-enhanced Raman spectroscopy has the advantages of being fast and sensitive, but it is difficult to obtain the SERS spectra of TBBPA because the hydrophobic TBBPA molecule is difficult to approach with the hydrophilic surface of common noble metal SERS substrates. In the present work, a hydrophobic Cu-Ag chip was developed for the SERS detection of TBBPA. The integration of the hydrophobic interaction and the Ag-Br bonding promoted the adsorption of TBBPA on the Cu-Ag chip, allowing for SERS detection. It was observed that both the hydrophobicity and bimetallic composition of the Cu-Ag chip played important roles in the SERS detection of TBBPA. Under the optimized conditions, the low limit of detection of the established SERS method for TBBPA was 0.01 mg L−1, within a linear range of 0.1–10 mg L−1. Combined with ultrasonic-assisted extraction, the substrate could be used for the quantitative determination of TBBPA in electronic products. Compared with the HPLC-UV method used as a national standard, the relative error of the SERS method for quantifying the TBBPA content in a mouse cable and shell was ±3% and ±7.7%, respectively. According to the SERS results, the recovery of TBBPA in the spiked mouse shell was 95.6%.

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Identification and quantification of TBBPA and its metabolites in adult zebrafish by high resolution liquid chromatography tandem mass spectrometry

Cited by 10 publications

References 40 publications

Composition, Release, and Transformation of Earthworm Tissue-Bound Residues of Tetrabromobisphenol A in Soil

Composition, Release, and Transformation of Earthworm Tissue-Bound Residues of Tetrabromobisphenol A in Soil

A UPLC-MS/MS method for simultaneous determination of tiamulin and its metabolites in Crucian carp (Carassius carassius): an in vivo metabolism and tissue distribution study

Quantitative SERS Detection of TBBPA in Electronic Plastic Based on Hydrophobic Cu-Ag Chips

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