Lipid-soluble arsenic species identified in the brain of the marine fish skipjack tuna (<i>Katsuwonus pelamis</i>) using a sequential extraction and HPLC/mass spectrometry

Stiboller, Michael; Freitas, Fabiana; Francesconi, Kevin A.; Schwerdtle, Tanja; Nogueira, António J.A.; Raber, Georg

doi:10.1039/c9ja00249a

Cited by 23 publications

(7 citation statements)

References 39 publications

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“…We found AsHC332 as the predominant arsenolipid. Our results are consistent with the findings of Stiboller et al who reported AsHC332 as the major species and AsFA362 as a minor constituent of the total arsenic in the muscle of tuna.…”

Section: Resultssupporting

confidence: 94%

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Discovery and Identification of Arsenolipids Using a Precursor-Finder Strategy and Data-Independent Mass Spectrometry

Liu

Huang

et al. 2021

Environ. Sci. Technol.

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Arsenolipids are a class of lipid-soluble arsenic species. They are present in seafoods and show high potentials of cytotoxicity and neurotoxicity. Hindered by traditional low-throughput analytical techniques, the characterization of arsenolipids is far from complete. Here, we report on a sensitive and high-throughput screening method for arsenolipids in krill oil, tuna fillets, hairtail heads, and kelp. We demonstrate the detection and identification of 23 arsenolipids, including novel arsenic-containing fatty acids (AsFAs), hydroxylated AsFAs, arsenic-containing hydrocarbons (AsHCs), hydroxylated AsHCs, thiolated trimethylarsinic acids, and arsenic-containing lysophosphatidylcholines not previously reported. The new method incorporated precursor ion scan (PIS) into data-independent acquisition. High-performance liquid chromatography (HPLC) electrospray ionization quadrupole time-of-flight mass spectrometry (ESI–qToF–MS) was used to perform the sequential window acquisition of all theoretical spectra (SWATH). Comprehensive HPLC–MS and MS/MS data were further processed using a fragment-guided chromatographic computational program Precursorfinder developed here. Precursorfinder achieved efficient peak-picking, retention time comparison, hierarchical clustering, and wavelet coherence calculations to assemble fragment features with their target precursors. The identification of arsenolipids was supported by coeluting the HPLC–MS peaks detected with the characteristic fragments of arsenolipids. Method validation using available arsenic standards and the successful identification of previously unknown arsenolipids in seafood samples demonstrated the applicability of the method for environmental research.

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Section: Resultssupporting

confidence: 94%

“…Stiboller et al 28 found that the intensity of the molecular ion of AsFA362 was below the threshold for being selected in a DDA MS/MS experiment. This highlights the usefulness of our method for a better analysis of some arsenolipids with low intensity.…”

Section: Resultsmentioning

confidence: 99%

Discovery and Identification of Arsenolipids Using a Precursor-Finder Strategy and Data-Independent Mass Spectrometry

Liu

Huang

et al. 2021

Environ. Sci. Technol.

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“…However, an earlier study using pyridine found similar results, demonstrating that As-HC 444 and As-FA 362 underwent no transformation or degradation over a week at room temperature. 20 In summary, we have developed a new and improved approach to the preparation of organoarsenicals which are vital compounds for the analysis and quantification of arsenic content in a variety of sources which lead to human exposure.…”

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confidence: 99%

“…However, an earlier study using pyridine found similar results, demonstrating that As-HC 444 and As-FA 362 underwent no transformation or degradation over a week at room temperature. 20…”

mentioning

confidence: 99%

Improved Syntheses of an Arseno-Fatty Acid (As-FA 362) and an Arseno-Hydrocarbon (As-HC 444)

et al. 2023

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Robust and reliable synthetic methods have been developed for the preparation of an arseno-fatty acid (As-FA362) and an arseno-hydrocarbon (As-HC444). An improved route to access the starting materials necessary for the new synthetic routes is also disclosed. With these improvements, we anticipate increased accessibility to arsenic-containing compounds which may be deployed as standards required for the development of quantitative methods in biological matrices. We also report, for the first time, stability data for these compounds. With these results in hand, we plan to build data on the elimination profile, bioaccumulation potential and patho– behavioral and physiological consequences of these organoarsenicals.

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“…For instance, emerging evidence supports an association between AsHC exposure and the development of neurodegenerative disorders (Niehoff et al , 2016 ; Müller et al , 2017 , 2018a; Witt et al , 2017a ; Zheng et al , 2021 ). AsHCs are able to cross and disrupt the blood–brain barrier in mammals (Müller et al , 2017 , 2018a ) and to accumulate in the brain tissue of Drosophila melanogaster and tuna fish (Niehoff et al , 2016 ; Stiboller et al , 2019 ) (Fig. 2.5).…”

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confidence: 99%

The Need to Unravel Arsenolipid Transformations in Humans

Chávez-Capilla

2022

DNA and Cell Biology

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The main source of arsenic exposure to humans worldwide is the diet, in particular, drinking water, rice, and seafood. Although arsenic is often considered toxic, it can exist in food as more than 300 chemical species with different toxicities. This diversity makes it difficult for food safety and health authorities to regulate arsenic levels in food, which are currently based on a few arsenic species. Of particular interest are arsenolipids, a type of arsenic species widely found in seafood. Emerging evidence indicates that there are risks associated with human exposure to arsenolipids (e.g., accumulation in breast milk, ability to cross the blood–brain barrier and accumulate in the brain, and potential development of neurodegenerative disorders). Still, more research is needed to fully understand the impact of arsenolipid exposure, which requires establishing interdisciplinary collaborations.

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Lipid-soluble arsenic species identified in the brain of the marine fish skipjack tuna (Katsuwonus pelamis) using a sequential extraction and HPLC/mass spectrometry

Abstract: Arsenolipids detected in the brain of the marine fish skipjack tuna (Katsuwonus pelamis) using HPLC/mass spectrometry.

Cited by 23 publications

References 39 publications

Discovery and Identification of Arsenolipids Using a Precursor-Finder Strategy and Data-Independent Mass Spectrometry

Discovery and Identification of Arsenolipids Using a Precursor-Finder Strategy and Data-Independent Mass Spectrometry

Improved Syntheses of an Arseno-Fatty Acid (As-FA 362) and an Arseno-Hydrocarbon (As-HC 444)

The Need to Unravel Arsenolipid Transformations in Humans

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