Extraction and detection of a new arsine sulfide containing arsenosugar in molluscs by IC-ICP-MS and IC-ESI-MS/MS

Fricke, Michael; Creed, Patricia A.; Parks, Amy N.; Shoemaker, Jody A.; Schwegel, Carol A.; Creed, John T.

doi:10.1039/b408416k

Cited by 49 publications

(47 citation statements)

References 25 publications

(30 reference statements)

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“…Furthermore, in a recent study using ES-MS/MS, dimethylarsinoyl acetate (DMAA), dimethylarsinoyl propionate (DMAP) and dimethylarsinoyl ethanol (DMAE), which are postulated intermediates in AB biosynthesis, were found in various marine animals and marine algae (Sloth et al 2005a). Also, thio-arsenosugars containing As=S have been recently identified in mussels and marine algae using this method (Fricke et al 2004;Schmeisser et al 2004;) and HPLC-ICP-MS (Meier et al 2005). It is noteworthy that these newly identified arsenicals have also been quantified for certified reference materials (CRMs) from marine animals (tuna fish, BCR-627; dogfish muscle, DORM-2; mussel tissue, CRM278R and oyster, 1566b) (Nischwitz and Pergantis 2005b) (Phillips 1990) Geometric means (Neff 1997) Means (Kubota et al 2001) Range of means (Saeki et al 2000) Range of means (Kubota et al 2003b) Marine algae 1.…”

Section: Arsenic Speciesmentioning

confidence: 99%

Arsenic in Marine Mammals, Seabirds, and Sea Turtles

Kunito

Kubota

Fujihara

et al. 2008

Reviews of Environmental Contamination and Toxicology

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Section: Arsenic Speciesmentioning

confidence: 99%

Arsenic in Marine Mammals, Seabirds, and Sea Turtles

Kunito

Kubota

Fujihara

et al. 2008

Reviews of Environmental Contamination and Toxicology

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“…), and as the major As species (> 80% total As) (Tukai et al 2002, Feldmann and Krupp 2011). Molluscs (Li et al 2003, Fricke et al 2004, Khokiattiwong et al 2009, Whaley-Martin et al 2012) and crustaceans (Terol et al 2012) that are predominantly filter feeders or grazers, can also contain AsSugars from consuming algae or phytoplankton, though concentrations are generally much lower (Li et al 2003). …”

Section: Sources and Distribution Of Organic As Species In Marine mentioning

confidence: 99%

Human exposure to organic arsenic species from seafood

Taylor

Goodale

Raab

et al. 2017

Science of The Total Environment

386

256

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Seafood, including finfish, shellfish, and seaweed, is the largest contributor to arsenic (As) exposure in many human populations. In contrast to the predominance of inorganic As in water and many terrestrial foods, As in marine-derived foods is present primarily in the form of organic compounds. To date, human exposure and toxicological assessments have focused on inorganic As, while organic As has generally been considered to be non-toxic. However, the high concentrations of organic As in seafood, as well as the often complex As speciation, can lead to complications in assessing As exposure from diet. In this report, we evaluate the presence and distribution of organic As species in seafood, and combined with consumption data, address the current capabilities and needs for determining human exposure to these compounds. The analytical approaches and shortcomings for assessing these compounds are reviewed, with a focus on the best practices for characterization and quantitation. Metabolic pathways and toxicology of two important classes of organic arsenicals, arsenolipids and arsenosugars, are examined, as well as individual variability in absorption of these compounds. Although determining health outcomes or assessing a need for regulatory policies for organic As exposure is premature, the extensive consumption of seafood globally, along with the preliminary toxicological profiles of these compounds and their confounding effect on assessing exposure to inorganic As, suggests further investigations and process-level studies on organic As are needed to fill the current gaps in knowledge.

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“…uoc.gr an altemative mechanism for the methylation of inorganic arsenic in biological systems [6]. According to this methylation mechanism, complexes of arsenic with glutathione (As-GSH) are believed to play an essential role in the metabolism and transport of inorganic arsenic within an organism.Arsenic has a strong affinity for sulfur as indicated by the numerous As-S compounds containing pentavalent arsenic that have been identified in biological samples recently [7][8][9][10]. However, most of these As-S species comprise small molecules that do not contain amino acids.…”

mentioning

confidence: 99%

“…Arsenic has a strong affinity for sulfur as indicated by the numerous As-S compounds containing pentavalent arsenic that have been identified in biological samples recently [7][8][9][10]. However, most of these As-S species comprise small molecules that do not contain amino acids.…”

mentioning

confidence: 99%

Development of mass spectrometric methods for detecting arsenic-glutathione complexes

Kanaki

Pergantis

2008

J. Am. Soc. Mass Spectrom.

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It has been suggested recently that arsenic-glutathione (As-GSH) complexes play an important role in the methylation of arsenic. The present study describes the development of high-performance liquid chromatography (HPLC)-electrospray tandem mass spectrometry (ES-MS/MS), operated in the selected reaction monitoring (SRM) mode, and HPLCinductively coupled plasma mass spectrometry (ICP-MS) methods suitable for the sensitive and selective identification of four As-GSH complexes. Method optimization was carried out using a series of synthetically prepared standards, i.e., three As-GSH species containing trivalent arsenic: tri(glutamyl-cysteinyl-glycinyl)trithio-arsenite (ATG), di(glutamyl-cysteinyl-glycinyl)methy1-dithio-arsonite (MAOC), and (a-glutemyl-cysteinyl-glycinyl) dimethyl-thio-arsinite (DMAG), as well as one As-GSH species containing pentavalent As: dimethylthioarsinic acid-glutathione (DMTAv-GSH). The collision induced dissociation behavior of these compounds was investigated in detail to identify optimum SRM transitions for each complex. Both methods were based on reversed-phase chromatography using gradient elution with methanol, formic acid, and water as solvents. The amount of methanol that was used with this HPLC method (up to 12% vol/vol) was compatible with ICP-MS, without the need of a specially adapted interface. Subsequently, these analytical methods were applied to carry out a preliminary investigation about the role of As-GSH complexes in the methylation of arsenite by methy1cobalamin (CH 3Bu) in the presence of glutathione (GSH). For the first time, the complexes ATG, MADG, and trace amounts of DMAG were detected as products of this reaction. . The predominant forms of arsenic in drinking water are arsenite and arsenate (iAs III and iAs", respectively), the inorganic species which are regarded as human carcinogens [2,3]. Inorganic arsenic compounds are transformed in the body by repetitive reduction and oxidative methylation reactions, leading to the formation of organoarsenic species, the major of which are monomethylarsonic acid (MMAv) and dimethylarsinic acid (DMAV) [3,4].The precise pathway through which inorganic arsenic is metabolized in the organism is not yet known in sufficient detail. The generally accepted methylation mechanism involves the initial conversion of pentavalent arsenic species iAsv to trivalent species iAs IlI through a two-electron reduction, while oxidative addition of a methyl group follows [4,5]. Glutathione (GSH) can act as a reducing agent and 5-adenosylmethionine (SAM) as a methyl donor. The major site for the methylation seems to be the liver. However, Hayakawa et al. recently proposed Address reprint requests to Dr. S. A. Pergantis, Environmental Chemical Processes Laboratory, Department of Chemistry, University of Crete, Voutes, Heraklion 71003, Crete, Greece. E-mail: spergantis@chemistry. uoc.gr an altemative mechanism for the methylation of inorganic arsenic in biological systems [6]. According to this methylation mechanism, complexes of arsenic with gluta...

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Extraction and detection of a new arsine sulfide containing arsenosugar in molluscs by IC-ICP-MS and IC-ESI-MS/MS

Cited by 49 publications

References 25 publications

Arsenic in Marine Mammals, Seabirds, and Sea Turtles

Arsenic in Marine Mammals, Seabirds, and Sea Turtles

Human exposure to organic arsenic species from seafood

Development of mass spectrometric methods for detecting arsenic-glutathione complexes

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