Combined LC–MS/MS and Molecular Networking Approach Reveals New Cyanotoxins from the 2014 Cyanobacterial Bloom in Green Lake, Seattle

Teta, Roberta; Sala, Gerardo Della; Glukhov, Evgenia; Gerwick, Lena; Gerwick, William H.; Mangoni, Alfonso; Costantino, Valeria

doi:10.1021/acs.est.5b04415

Cited by 63 publications

(72 citation statements)

References 45 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Consequently, ADDA–ELISA and MMPB–LC/MS/MS can now be compared directly for total microcystins analysis in water. Also, high‐resolution LC/MS/MS combined with mass spectral molecular networking was recently used to quantify both known and unknown microcystin variants in a cyanobacterial bloom (Teta et al 2015). The previously undescribed variant, MC‐MhtyR, accounted for 51% of microcystins in the bloom.…”

Section: Resultsmentioning

confidence: 99%

Analysis of Microcystins in Drinking Water by ELISA and LC/MS/MS

Guo¹,

Lee²,

Yates³

et al. 2017

Journal AWWA

View full text Add to dashboard Cite

Enzyme‐linked immunosorbent assay (ELISA) and liquid chromatography/tandem mass spectrometry (LC/MS/MS) were compared for analyzing microcystins in water. ELISA results of microcystin‐LR spiked into raw water samples were close to the spike concentrations, but method variability was ±25%. However, ELISA‐derived microcystin‐LA concentrations were two to three times higher than the spike concentrations obtained using the kit‐provided microcystin‐LR standards, indicating the need for variant‐appropriate ELISA standards. LC/MS/MS results agreed with spike concentrations for all variants in reagent water, but matrix suppression was observed in some raw waters. In bench‐scale studies, ozonated microcystins generated low‐level positive responses by ELISA and a protein phosphatase inhibition assay, even though microcystins were not detected by LC/MS/MS. These findings indicate that ELISA results—particularly in treated water—should be interpreted with caution because of the possibility of false‐positives, relatively high variability, and differential detection of some variants.

show abstract

Section: Resultsmentioning

confidence: 99%

Analysis of Microcystins in Drinking Water by ELISA and LC/MS/MS

Guo¹,

Lee²,

Yates³

et al. 2017

Journal AWWA

View full text Add to dashboard Cite

show abstract

“…Compared to other Amphidomataceae species, for which only a few azaspiracids have been reported, the diversity of AZAs in the Mediterranean A. dexteroporum strain seems to be exceptional. However, a high diversity of AZAs is now also known from A. spinosum [17,29] and future studies using the multi-platform approach or computational approaches such as molecular networking [31] might show this for other species/strains as well. The presence of so many AZAs is even more surprising if compared to the complete absence of AZAs in the Arctic strain of the same species [27], although cases of intraspecific differences in toxin profiles are widespread [14,32].…”

Section: Discussionmentioning

confidence: 99%

Mediterranean Azadinium dexteroporum (Dinophyceae) produces six novel azaspiracids and azaspiracid-35: a structural study by a multi-platform mass spectrometry approach

et al. 2016

View full text Add to dashboard Cite

Azadinium dexteroporum is the first species of the genus described from the Mediterranean Sea and it produces different azaspiracids (AZA). The aims of this work were to characterize the toxin profile of the species and gain structural information on azaspiracids produced by the A. dexteroporum strain SZN-B848 isolated from the Gulf of Naples. Liquid chromatography-mass spectrometry (LC-MS) analyses were carried out on three MS systems having different ion source geometries (ESI, TurboIonSpray®, ESI ION MAX) and different MS analyzers operating either at unit resolution or at high resolution, namely a hybrid triple quadrupole-linear ion trap (Q-trap MS), a time of flight (TOF MS), and a hybrid linear ion trap Orbitrap XL fourier transform mass spectrometer (LTQ Orbitrap XL FTMS). As a combined result of these different analyses, A. dexteroporum showed to produce AZA-35, previously reported from A. spinosum, and six compounds that represent new additions to the AZA-group of toxins, including AZA-54 to AZA-58 and 3-epiAZA-7, a stereoisomer of the shellfish metabolite AZA-7. Based on the interpretation of fragmentation patterns, we propose that all these molecules, except AZA-55, have the same A to I ring system as AZA-1, with structural modifications all located in the carboxylic side chain. Considering that none of the azaspiracids being produced by the Mediterranean strain of A. dexteroporum is currently regulated by European food safety authorities, monitoring programmes of marine biotoxins in the Mediterranean area should take into account the occurrence of the new analogues to avoid an underestimation of the AZA-related risk for seafood consumers

show abstract

“…LC with sequential multi-stage MS dissociation (LC-MS n ), while usually offering only unit mass resolution, provides a great deal of information for the determination of structure and connectivity and has been widely used for MC identification [33,75,77,90,92,93]. Alternatively, LC with high resolution MS/MS (LC-HRMS/MS) provides accurate mass data on precursor and product ions suitable for determining their molecular formulae [81,82,[94][95][96][97].…”

Section: Mass Spectrometry For Structural Elucidationmentioning

confidence: 99%

Structural Diversity, Characterization and Toxicology of Microcystins

Bouaı̈cha

Miles

Beach

et al. 2019

Toxins

271

192

View full text Add to dashboard Cite

Hepatotoxic microcystins (MCs) are the most widespread class of cyanotoxins and the one that has most often been implicated in cyanobacterial toxicosis. One of the main challenges in studying and monitoring MCs is the great structural diversity within the class. The full chemical structure of the first MC was elucidated in the early 1980s and since then, the number of reported structural analogues has grown steadily and continues to do so, thanks largely to advances in analytical methodology. The structures of some of these analogues have been definitively elucidated after chemical isolation using a combination of techniques including nuclear magnetic resonance, amino acid analysis, and tandem mass spectrometry (MS/MS). Others have only been tentatively identified using liquid chromatography-MS/MS without chemical isolation. An understanding of the structural diversity of MCs, the genetic and environmental controls for this diversity and the impact of structure on toxicity are all essential to the ongoing study of MCs across several scientific disciplines. However, because of the diversity of MCs and the range of approaches that have been taken for characterizing them, comprehensive information on the state of knowledge in each of these areas can be challenging to gather. We have conducted an in-depth review of the literature surrounding the identification and toxicity of known MCs and present here a concise review of these topics. At present, at least 279 MCs have been reported and are tabulated here. Among these, about 20% (55 of 279) appear to be the result of chemical or biochemical transformations of MCs that can occur in the environment or during sample handling and extraction of cyanobacteria, including oxidation products, methyl esters, or post-biosynthetic metabolites. The toxicity of many MCs has also been studied using a range of different approaches and a great deal of variability can be observed between reported toxicities, even for the same congener. This review will help clarify the current state of knowledge on the structural diversity of MCs as a class and the impacts of structure on toxicity, as well as to identify gaps in knowledge that should be addressed in future research.

show abstract

Combined LC–MS/MS and Molecular Networking Approach Reveals New Cyanotoxins from the 2014 Cyanobacterial Bloom in Green Lake, Seattle

Cited by 63 publications

References 45 publications

Analysis of Microcystins in Drinking Water by ELISA and LC/MS/MS

Analysis of Microcystins in Drinking Water by ELISA and LC/MS/MS

Mediterranean Azadinium dexteroporum (Dinophyceae) produces six novel azaspiracids and azaspiracid-35: a structural study by a multi-platform mass spectrometry approach

Structural Diversity, Characterization and Toxicology of Microcystins

Contact Info

Product

Resources

About