Analysis of cyanobacterial toxins by hydrophilic interaction liquid chromatography–mass spectrometry

Dell’Aversano, Carmela; Eaglesham, G.; Quilliam, Michael A.

doi:10.1016/j.chroma.2003.11.083

Cited by 159 publications

(109 citation statements)

References 36 publications

Supporting

Mentioning

103

Contrasting

Unclassified

Order By: Relevance

“…To be consistent with previous research [25,26], we considered that analogs with the sulfate group located at C-11 in α-position were the first to elute, and those with the sulfate group in β-position eluted later, as shown in the tables, but we did not confirm this elution pattern. Table 5: GC toxins identified in F2 (20% MeOH) by HILIC-MS/MS analysis.…”

Section: Resultsmentioning

confidence: 35%

“…These analogs contain the same substituent (hydroxyl or sulfate group, or both), but at different sites, e.g., hydroxyl group on N-1 or on the benzoyl ring and sulfate groups on C-11 or on the benzoyl ring. Nevertheless, we considered that the molecules with the sulfate group in α-position were the first to elute, as mentioned by Diener [25] and Dell' Aversano [26]. In such cases, structural identification must be supported by NMR, or at least by analysis of the molecular fragments obtained by tandem mass spectrometry, such as those reported by Vale [20].…”

Section: Polarity Of Gc Toxins and Chromatographic Aspects Of Retentimentioning

confidence: 99%

See 1 more Smart Citation

Characterization of Benzoyl Saxitoxin Analogs from the Toxigenic Marine Dinoflagellate Gymnodinium catenatum by Hydrophilic Interaction Liquid Ion-Chromatography-Tandem Mass Spectrometry

Duran¹,

Krock²,

Cembella³

et al. 2017

Nat Prod Chem Res

View full text Add to dashboard Cite

The chain-forming marine dinoflagellate Gymnodinium catenatum Graham has a remarkable capacity to produce a wide array of neurotoxic alkaloids associated with Paralytic Shellfish Poisoning (PSP). More than a decade ago, a completely new group of benzoyl saxitoxin analogs produced exclusively by this species was discovered, but the exact structural assignments and diversity among global population has remained elusive and unconfirmed in most cases. In the current study, fifteen among eighteen hypothetical benzoyl analogs were partially purified and identified from cultured isolates of G. catenatum from the Pacific coast of Mexico. Combined serial application of flash chromatography, preparative liquid chromatography and tandem mass spectrometry (LC-MS/MS) in multiple steps yielded a richness of benzoyl analogs that has not been reported nor confirmed before. Two sub-fractions were analyzed by 1 H-NMR; results from one fraction showed a probable AMX pattern for three protons, consistent with the presence of a 3,4-dihydroxylated benzoyl ring. These findings could be interpreted to correct the 2,4-dihydroxylated structure previously proposed for the GCa benzoyl analog series. The revised and enhanced structural information on proposed benzoyl derivatives is necessary to provide further insights into biogeographical diversity of these potentially potent toxins produced by marine dinoflagellates and their role in seafood safety.

show abstract

Section: Resultsmentioning

confidence: 35%

Section: Polarity Of Gc Toxins and Chromatographic Aspects Of Retentimentioning

confidence: 99%

Characterization of Benzoyl Saxitoxin Analogs from the Toxigenic Marine Dinoflagellate Gymnodinium catenatum by Hydrophilic Interaction Liquid Ion-Chromatography-Tandem Mass Spectrometry

Duran¹,

Krock²,

Cembella³

et al. 2017

Nat Prod Chem Res

View full text Add to dashboard Cite

show abstract

“…1) was carried out using a Waters Acquity HILIC (1.7 µm particle size, 2.1 × 50 mm) column kept at 30°C. The injection volume was 7 µl and the linear gradient scheme was: t0 80% A, t5 20% A, t6 = 80% A, t7 = 80% A; A and B were 0.05 M ammonium formate in water and pure methanol, respectively (Dell'Aversano et al 2004). The total run time was 7 minutes and the flow rate 0.25 ml min -1 .…”

Section: Cyanotoxins Extraction and Lc-ms Analysismentioning

confidence: 99%

Diversity and distribution of cyanobacterial toxins in the Italian subalpine lacustrine district

Cerasino

Salmaso

2012

Oceanological and Hydrobiological Studies

View full text Add to dashboard Cite

Nine lakes (Garda, Maggiore, Como, Iseo, Lugano, Idro, Pusiano, Ledro, and Levico) located in the Italian subalpine lacustrine district were chosen for a comparative study of the diversity and distribution of cyanobacterial toxins. All nine lakes are known to host different toxic cyanobacteria, mainly Planktothrix rubescens. An analytical protocol has been used, based on LC-MS technique, for determining 20 different toxins (14 microcystins, 2 nodularins, anatoxin-a and 3 cylindrospermopsins). In the investigation, microcystins were found in all lakes on all sampling dates. Anatoxin-a could be detected in 6 lakes, but it was only present in 4 lakes on all sampling dates (lakes Garda, Iseo, Como, and Maggiore). Nodularins and cylindrospermopsins were not detected at all. The number of microcystins detected in the survey was 9, but 4 were the most abundant (dmRR, YR, dmLR, and LR); they were differently distributed among the lakes, thus providing each lake a unique toxic potential. Statistical analysis showed positive * Corresponding Author e-mail: leonardo.cerasino@iasma.it correlations between total microcystin concentrations and eutrophication indicators and also between anatoxin-a concentrations and water temperature, suggesting that anthropic and climate-related stressors can have different impacts on the presence of different cyanotoxins.

show abstract

“…An additional aliquot was analyzed following the use of solid phase extraction (SPE) for clean-up of the lyophilized sample. Samples were eluted using both a normal phase/hydrophilic interactive column (ANTX-A) and a C18 reverse phase column (CYN) coupled with a mobile phase of water, acetonitrile, formic acid, and ammonium acetate (Aversano et al 2004). Run times were 10 and 15 min for ANTX-A and CYN, respectively.…”

Section: Anatoxin-a and Cylindrospermopsinmentioning

confidence: 99%

Identification of cyanobacterial toxins in Florida's freshwater systems

Williams¹,

Aubel²,

Chapman³

et al. 2007

Lake and Reservoir Management

View full text Add to dashboard Cite

Analysis of cyanobacterial toxins by hydrophilic interaction liquid chromatography–mass spectrometry

Cited by 159 publications

References 36 publications

Characterization of Benzoyl Saxitoxin Analogs from the Toxigenic Marine Dinoflagellate Gymnodinium catenatum by Hydrophilic Interaction Liquid Ion-Chromatography-Tandem Mass Spectrometry

Characterization of Benzoyl Saxitoxin Analogs from the Toxigenic Marine Dinoflagellate Gymnodinium catenatum by Hydrophilic Interaction Liquid Ion-Chromatography-Tandem Mass Spectrometry

Diversity and distribution of cyanobacterial toxins in the Italian subalpine lacustrine district

Identification of cyanobacterial toxins in Florida's freshwater systems

Contact Info

Product

Resources

About