Arsenolipids in the green alga Coccomyxa (Trebouxiophyceae, Chlorophyta)

Lipid-like compounds containing a dimethylarsinoyl group, i.e. Me2As(O)-, have been identified by liquid chromatography/inductively coupled plasma mass spectrometry (LC/ICP-MS) and non-aqueous reversed-phase high-performance liquid chromatography (positive and/or negative high-resolution tandem elec...

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Bibliographic Details
Published in:Phytochemistry (Oxford) 2019-08, Vol.164, p.243-251
Main Authors: Řezanka, Tomáš, Nedbalová, Linda, Barcytė, Dovilė, Vítová, Milada, Sigler, Karel
Format: Article
Language:English
Subjects:
Arsenolipids
Coccomyxa elongata
Coccomyxa onubensis
Dimethylarsinoyl long chains
Green alga
Inductively coupled plasma mass spectrometry (ICP-MS)
Non-aqueous reversed-phase high-performance liquid chromatography (NARP-HPLC)
Positive/negative high-resolution tandem electrospray ionization mass spectrometry (HR-ESI-MS/MS)
Trebouxiophyceae
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Summary:Lipid-like compounds containing a dimethylarsinoyl group, i.e. Me2As(O)-, have been identified by liquid chromatography/inductively coupled plasma mass spectrometry (LC/ICP-MS) and non-aqueous reversed-phase high-performance liquid chromatography (positive and/or negative high-resolution tandem electrospray ionization mass spectrometry (NARP-HPLC/HR-ESI+(−)-MS/MS) from three strains of green algae of the genus Coccomyxa (Trebouxiophyceae, Chlorophyta). The algae were cultivated in a medium containing 10 g arsenic/L, i.e. 133.5 mmol/L of Na2HAsO4.7H2O. After extraction by methyl-tert-butyl ether (MTBE), total lipids were analyzed by ICP-MS or ESI-MS without any further separation or fractionation. A total of 39 molecular species of arsenic triacylglycerols (AsTAG), 15 arsenic phosphatidylcholines (AsPC), 8 arsenic phosphatidylethanolamines (AsPE), 6 arsenic phosphatidylinositols (AsPI), 2 arsenic phosphatidylglycerols (AsPG) and 5 unknown lipids (probably ceramides) were identified. The structures of all molecular species were confirmed by tandem MS. Dry matter of the individual strains contained different amounts of total arsenolipids, i.e. C. elongata CCALA 427 (0.32 mg/g), C. onubensis (1.48 mg/g), C. elongata S3 (2.13 mg/g). On the other hand, there were only slight differences between strains in the relative abundances of individual molecular species. Possible biosynthesis of long-chain lipids with the end group Me2As(O) has also been suggested. Lipidic compounds containing a dimethylarsinoyl group have been identified by LC/ICP-MS and NARP-HPLC/HR-ESI+(−)-MS/MS from three strains of green algae of the genus Coccomyxa (Trebouxiophyceae, Chlorophyta) cultivated at high concentration of disodium hydrogen arsenate. [Display omitted] •Dimethylarsoryl fatty acids (Me2As(O)-FA) were identified in the green alga Coccomyxa spp.•Me2As(O)-FA were present in arsenic triacylglycerols and arsenic phospholipids.•Nearly 100 molecular species of arsenolipids were identified by ICP- and ESI-MS.•Biosynthesis pathway of Me2As(O)-FA has been suggested.
ISSN:0031-9422
1873-3700
DOI:10.1016/j.phytochem.2019.05.002