1. Analysis of total microcystins and nodularins by oxidative cleavage of their ADMAdda, DMAdda, and Adda moieties
- Author
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Christopher O. Miles, Frode Rise, Amanda J. Foss, Alistair L. Wilkins, Mark T. Aubel, Kamil Cieslik, and Kristian Wiedicke Trovik
- Subjects
Nostoc ,microcystin ,MMPB, 2R-methyl-3S-methoxy-4-phenylbutanoic acid ,MAPB, 2R-methyl-3S-acetyloxy-4-phenylbutanoic acid ,lcsh:Analytical chemistry ,02 engineering and technology ,Microcystin ,MHPB, 2R-methyl-3S-hydroxy-4-phenylbutanoic acid ,01 natural sciences ,Biochemistry ,ADMAdda ,Article ,Analytical Chemistry ,Adda, 3S-amino-9S-methoxy-2S,6,8S-trimethyl-10-phenyldeca-4E,6E-dienoic acid ,NOD, Nodularin ,chemistry.chemical_compound ,Phosphatase 2A ,MOMMPH, 2-methyl-3-oxo-4R-methyl-5S-methoxy-6-phenylhexanoic acid ,MOMAPH, 2-methyl-3-oxo-4R-methyl-5S-acetyloxy-6-phenylhexanoic acid ,Environmental Chemistry ,Moiety ,Routine analysis ,Spectroscopy ,chemistry.chemical_classification ,Microcystin, MC ,lcsh:QD71-142 ,biology ,010401 analytical chemistry ,Protein phosphatase 2 ,021001 nanoscience & nanotechnology ,biology.organism_classification ,ADMAdda, 3S-amino-9S-acetyloxy-2S,6,8S-trimethyl-10-phenyldeca-4E,6E-dienoic acid ,Nodularin ,MMPB ,DMAdda, 3S-amino-9S-hydroxy-2S,6,8S-trimethyl-10-phenyldeca-4E,6E-dienoic acid ,DMAdda ,0104 chemical sciences ,chemistry ,nodularin ,MOMHPH, 2-methyl-3-oxo-4R-methyl-5S-hydroxy-6-phenylhexanoic acid ,Adda ,0210 nano-technology ,Oxidative cleavage - Abstract
Microcystins (MCs) and nodularins (NODs) exhibit high structural variability, including modifications of the Adda (3S-amino-9S-methoxy-2S,6,8S-trimethyl-10-phenyldeca-4E,6E-dienoic acid) moiety. Variations include 9-O-desmethylAdda (DMAdda) and 9-O-acetylDMAdda (ADMAdda) which, unless targeted, may go undetected. Therefore, reference standards were prepared of [ADMAdda5]MCs and [DMAdda5]MCs, which were analyzed using multiple approaches. The cross-reactivities of the [DMAdda5]- and [ADMAdda5]MC standards were similar to that of MC-LR when analyzed with a protein phosphatase 2A (PP2A) inhibition assay, but were, Graphical abstract Image 1, Highlights • Toxic ADMAdda/DMAdda microcystins (MCs) exhibit low cross-reactivity with Adda ELISA. • A method for oxidative cleavage was expanded to test for ADMAdda/DMAdda MCs. • Two sites of oxidative cleavage of the Adda/DMAdda/ADMAdda were observed. • Oxidation products were identified and analytically tested to quantitate ‘total MCs’.
- Published
- 2020
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