Sulfated carbon-13 nuclear magnetic resonance

The main structural features of yessotoxin (YTX, 1) (Figure 13.1) consist of a ladder-shaped polycyclic ether skeleton, an unsaturated terminal side chain of nine carbons, and two sulfate groups. It was first isolated from scallops, Patinopecten yessoensis, that were implicated in a DSP episode in Japan. The planar structure of YTX was elucidated by means of 2D nuclear magnetic resonance (NMR) techniques, and confirmed by fast atom bombardment mass spectrometry/mass spectrometry (FAB MS/MS) experiments " the stereochemical details were successively determined by assigning the relative and then the absolute stereochemistry. YTX has subsequently been isolated from shellfish collected along the coasts of several different countries such as Norway, Chile, New Zealand, Italy, suggesting the spread of this toxin worldwide. 

---