Efficient isolation of the rare diarrhoeic shellfish toxin, dinophysistoxin-2, from marine phytoplankton

Toxicon. 1999 Feb;37(2):343-57. doi: 10.1016/s0041-0101(98)00184-6.

Abstract

The rare diarrhoeic shellfish poisoning (DSP) toxin, dinophysistoxin-2 (DTX-2), which is an okadaic acid (OA) isomer, has been isolated from a marine phytoplankton biomass that consisted mainly of Dinophysis acuta. Using a large double plankton net (length 5.9 m), bulk phytoplankton samples were collected off the south-west coast of Ireland and extracted with methanol and chloroform. Liquid chromatography coupled with ionspray mass spectrometry and tandem mass spectrometry (LC-MS, LC-MS-MS) showed the sample contained DTX-2 and OA, at a concentration of 80 pg/cell and 60 pg/cell, respectively. Flash chromatography using silica, sephadex LH20 and C18-silica, followed by preparative reversed-phase LC, separated DTX-2 from OA. The efficiency of the separation procedures was substantially improved by the use of a bioscreen to detect DSP toxins in eluate fractions and the application of a new derivatisation procedure for the chromatographic elucidation of toxin profiles with fluorimetric detection (LC-FLD). Thus, 1/1000th aliquots of eluate fractions were assayed using protein phosphatase-2A for the presence of inhibitory compounds. Positive fractions were further analysed for DSP toxins by LC-FLD following derivatisation using the hydrazine reagent, luminarine-3. The identity and purity of the free isolated DTX-2 was confirmed using flow injection analysis (FIA) and liquid chromatography (FIA-MS, LC-MS and LC-MS-MS).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Diarrhea / chemically induced
  • Fluorometry
  • Gas Chromatography-Mass Spectrometry
  • Hydrazines / chemistry
  • Marine Toxins / analysis*
  • Marine Toxins / isolation & purification
  • Okadaic Acid / analogs & derivatives
  • Okadaic Acid / analysis*
  • Phosphoprotein Phosphatases / chemistry
  • Phytoplankton / chemistry*
  • Protein Phosphatase 2
  • Pyrans / analysis*
  • Pyrans / isolation & purification
  • Shellfish
  • Stereoisomerism

Substances

  • Hydrazines
  • Marine Toxins
  • Pyrans
  • Okadaic Acid
  • hydrazine
  • Phosphoprotein Phosphatases
  • Protein Phosphatase 2
  • dinophysistoxin 2