Synthesis and identification of proposed biosynthetic intermediates of saxitoxin in the cyanobacterium Anabaena circinalis (TA04) and the dinoflagellate Alexandrium tamarense (Axat-2)

Org Biomol Chem. 2014 May 21;12(19):3016-20. doi: 10.1039/c4ob00071d.

Abstract

Here, we describe the synthesis of the genetically predicted biosynthetic intermediates of the neurotoxin saxitoxin (STX) (1), 2, 6 and 7, and identification of 2 and 6 in toxin-producing microorganisms. This is the first chemical evidence supporting the genetically predicted biosynthetic route toward 1.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anabaena / metabolism*
  • Biosynthetic Pathways*
  • Chromatography, Liquid
  • Dinoflagellida / metabolism*
  • Indicators and Reagents
  • Mass Spectrometry
  • Saxitoxin / biosynthesis*
  • Saxitoxin / chemistry

Substances

  • Indicators and Reagents
  • Saxitoxin