Characterization of maitotoxin-4 (MTX4) using electrospray positive mode ionization high-resolution mass spectrometry and UV spectroscopy.

Rapid Communications in Mass Spectrometry : RCM
Francesco PisapiaChristine Herrenknecht

Abstract

The dinoflagellate genera Gambierdiscus and Fukuyoa are producers of toxins responsible for Ciguatera Poisoning (CP). Although having very low oral potency, maitotoxins (MTXs) are very toxic following intraperitoneal injection and feeding studies have shown they may accumulate in fish muscle. To date, six MTX congeners have been described but two congeners (MTX2 and MTX4) have not yet been structurally elucidated. The aim of the present study was to further characterize MTX4. Chemical analysis was performed using liquid chromatography coupled to a diode-array detector (DAD) and positive ion mode high-resolution mass spectrometry (LC/HRMS) on partially purified extracts of G. excentricus (strain VGO792). HRMS/MS studies were also carried out to tentatively explain the fragmentation pathways of MTX and MTX4. The comparison of UV and HRMS (ESI+ ) spectra between MTX and MTX4 led us to propose the elemental formula of MTX4 (C157 H241 NO68 S2 , as the unsalted molecule). The comparison of the theoretical and measured m/z values of the doubly charged ions of the isotopic profile in ESI+ were coherent with the proposed elemental formula of MTX4. The study of HRMS/MS spectra on the tri-ammoniated adduct ([M - H + 3NH4 ]2+ ) of both mol...Continue Reading

References

Jan 1, 1990·Toxicon : Official Journal of the International Society on Toxinology·M J HolmesN C Gillespie
Mar 14, 2013·Journal of Chemical Information and Modeling·Luc Patiny, Alain Borel
May 8, 2015·Organic Letters·Inés RodríguezLuis M Botana
Jul 12, 2017·Marine Drugs·Francesco PisapiaPhilipp Hess
Jul 21, 2017·Marine Drugs·Yuri B Shmukler, Denis A Nikishin
Apr 8, 2019·Toxicon : Official Journal of the International Society on Toxinology·Eugene P MazzolaGary E Martin
Jan 14, 2020·Environmental Research·Lucía Soliño, Pedro Reis Costa
Feb 18, 2020·Chirality·Masayuki Satake, Takeshi Yasumoto
Feb 27, 2020·Toxins·Araceli E RossignoliPilar Riobó

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