Detection of arsenic-containing hydrocarbons in canned cod liver tissue

Arroyo‐Abad, Uriel; Mattusch, Jürgen; Mothes, Sibylle; Möder, Monika; Wennrich, Rainer; Elizalde-González, Marı́a P.; Matysik, Frank‐Michael

doi:10.1016/j.talanta.2010.03.054

Cited by 69 publications

(65 citation statements)

References 23 publications

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“…In addition to identifying six AsFAs, up to 15 unidentified arseniccontaining peaks were reported detected in the methanol phase of the canned cod liver [16]. The three identified AsHCs: C 17 H 39 AsO, C 19 H 41 AsO and C 23 H 37 AsO have previously also been identified in liver of Atlantic cod [29]. Recently, up to 20 AsHCs and AsFAs were identified in a sample of Atlantic cod liver [19] and in an oil of Atlantic cod liver [18].…”

Section: Discussionmentioning

confidence: 94%

“…The AsHCs, first identified in capelin oil, were subsequently also linked to fatty acids [14]. A range of AsFAs and AsHCs have been identified in oil of both canned and fresh cod liver [16,19,[29][30][31]. Large variations in the proportion of arsenolipids were reported for cod liver, ranging from 25 to 77% of the total arsenic present [19,30].…”

Section: Acronymsmentioning

confidence: 99%

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A study of lipid- and water-soluble arsenic species in liver of Northeast Arctic cod (Gadus morhua) containing high levels of total arsenic

Sele

Sloth

Julshamn³

et al. 2015

Journal of Trace Elements in Medicine and Biology

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Section: Discussionmentioning

confidence: 94%

Section: Acronymsmentioning

confidence: 99%

A study of lipid- and water-soluble arsenic species in liver of Northeast Arctic cod (Gadus morhua) containing high levels of total arsenic

Sele

Sloth

Julshamn³

et al. 2015

Journal of Trace Elements in Medicine and Biology

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“…Although the presence of arsenic in lipid fractions of fish (cod liver oil and herring oil) was first reported in 1968, [6] the structures of these lipids have mostly been elucidated only over the last 6 years. Thus, arsenic-containing fatty acids were identified in cod liver oil [7] and capelin fish meal, [8] and the closely related arsenic-containing hydrocarbons were found in capelin oil, [9] cod liver [10] and sashimi tuna. [11] A third class of arsenolipid, namely arsenosugar phospholipid, has been identified in marine algae.…”

Section: Introductionmentioning

confidence: 96%

Biosynthesis of arsenolipids by the cyanobacterium Synechocystis sp. PCC 6803

et al. 2014

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Environmental context. Arsenic biotransformation processes play a key role in the cycling of arsenic in aquatic systems. We show that a freshwater cyanobacterium can convert inorganic arsenic into arsenolipids, and the conversion efficiency depends on the arsenic concentration. The role of these novel arsenic compounds remains to be elucidated.Abstract. Although methylated arsenic and arsenosugars have been verified in various freshwater organisms, lipidsoluble arsenic compounds have not been identified. Here, we report investigations with the model organism cyanobacterium Synechocystis sp. PCC 6803 wild type and DarsM (arsenic(III) S-adenosylmethionine methyltransferase) mutant strain, which lacks the enzymes for arsenic methylation cultured in various concentrations of arsenate (As V ). Although Synechocystis accumulated higher arsenic concentrations at the higher exposure levels, the bioaccumulation factor decreased with increasing As V . The accumulated arsenic in the cells was partitioned into water-soluble and lipidsoluble fractions; lipid-soluble arsenic was found in Synechocystis wild type cells (3-35 % of the total depending on the level of arsenic exposure), but was not detected in Synechocystis DarsM mutant strain showing that ArsM was required for arsenolipid biosynthesis. The arsenolipids present in Synechocystis sp. PCC 6803 were analysed by high performance liquid chromatography-inductively coupled plasma-mass spectrometry, high performance liquid chromatographyelectrospray mass spectrometry, and high resolution tandem mass spectrometry. The two major arsenolipids were characterised as arsenosugar phospholipids based on their assigned molecular formulas C 47 H 88 O 14 AsP and C 47 H 90 O 14 AsP, and tandem mass spectrometric data demonstrated the presence of the phosphate arsenosugar and acylated glycerol groups.Additional keyword: arsenic.

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“…[1] Although most of the arsenic compounds identified so far have been water-soluble species, the early work on arsenic marine chemistry focussed on lipidsoluble compounds, so called arsenolipids. [2][3][4] Identification of these arsenolipids proved difficult, however, and it was not until 1988 that an arsenolipid was first rigorously characterised and identified as an arsenosugar-containing phospholipid [5] (see Table 1, compound As-PL958).Subsequently, the range of naturally occurring arsenolipids has been extended with the discovery of arsenic-containing fatty acids in fish oils, [6] and arsenic-containing hydrocarbons in fish oils, [7] fish liver, [8] sashimi tuna [9] and fish meal. [10] The origin of these compounds was presumed to be algae.…”

mentioning

confidence: 99%

“…Subsequently, the range of naturally occurring arsenolipids has been extended with the discovery of arsenic-containing fatty acids in fish oils, [6] and arsenic-containing hydrocarbons in fish oils, [7] fish liver, [8] sashimi tuna [9] and fish meal. [10] The origin of these compounds was presumed to be algae.…”

mentioning

confidence: 99%

Arsenosugar phospholipids and arsenic hydrocarbons in two species of brown macroalgae

et al. 2012

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Environmental context. Although organoarsenic compounds occur in marine organisms at high concentrations, the origin and role of these compounds is unknown. Arsenic-containing lipids (arsenolipids) are newly discovered compounds in fish. We identify a range of arsenolipids in algae and propose that algae are the origin of these unusual arsenic compounds in marine ecosystems.Abstract. Fourteen arsenolipids, including 11 new compounds, were identified and quantified in two species of brown algae, Wakame (Undaria pinnatifida) and Hijiki (Hizikia fusiformis), by high resolution mass spectrometry, high performance liquid chromatography-mass spectrometry and gas chromatography-mass spectrometry. Both algal species contained arsenosugar-phospholipids as the major type of arsenolipid, and arsenic-hydrocarbons were also significant components, particularly in Hijiki. The origin of the various arsenolipids, and the possible significance of their relative quantities, is briefly discussed. Arsenic-containing organic compounds are abundant in marine ecosystems where they are thought to play a pivotal role in the cycling and detoxification of potentially toxic inorganic arsenic (arsenate) present in seawater. [1] Although most of the arsenic compounds identified so far have been water-soluble species, the early work on arsenic marine chemistry focussed on lipidsoluble compounds, so called arsenolipids. [2][3][4] Identification of these arsenolipids proved difficult, however, and it was not until 1988 that an arsenolipid was first rigorously characterised and identified as an arsenosugar-containing phospholipid [5] (see Table 1, compound As-PL958).Subsequently, the range of naturally occurring arsenolipids has been extended with the discovery of arsenic-containing fatty acids in fish oils, [6] and arsenic-containing hydrocarbons in fish oils, [7] fish liver, [8] sashimi tuna [9] and fish meal. [10] The origin of these compounds was presumed to be algae. We report the arsenolipid profiles of two species of brown algae, determined mainly by high performance liquid chromatography-mass spectrometry (HPLC-MS), and we briefly discuss the possible biosynthetic origin of these unusual compounds.Samples of Wakame (Undaria pinnatifida, 40 AE 3 mg As g À1 dry mass) and Hijiki (Hizikia fusiformis, 113 AE 5 mg As g À1 dry mass), A obtained from a Japanese commercial source, were extracted with a mixture of chloroform and methanol using a modification B of the classical procedure of Bligh and Dyer. [11] The lipid fraction containing 6.7 % (Wakame) and 1.6 % (Hijiki)A Determination of arsenic contents. Total arsenic analyses were performed on portions of the dry powders, extracts or combined fractions from the silica columns by ICP-MS (Agilent 7500ce) in helium collision cell mode following a microwave-assisted acid mineralisation step. The method was validated by analysis of reference material NIES No. 9 Sargasso (certified As content 115 AE 5 mg As g À1 ); we obtained 116 AE 2 mg As g À1 (n ¼ 3). BExtraction and purification of arsenolipid...

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Detection of arsenic-containing hydrocarbons in canned cod liver tissue

Cited by 69 publications

References 23 publications

A study of lipid- and water-soluble arsenic species in liver of Northeast Arctic cod (Gadus morhua) containing high levels of total arsenic

A study of lipid- and water-soluble arsenic species in liver of Northeast Arctic cod (Gadus morhua) containing high levels of total arsenic

Biosynthesis of arsenolipids by the cyanobacterium Synechocystis sp. PCC 6803

Arsenosugar phospholipids and arsenic hydrocarbons in two species of brown macroalgae

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