Language selection

Government of Canada / Gouvernement du Canada

Search

Biosynthesis of 13-Desmethyl Spirolide C by the dinoflagellate Alexandrium ostenfeldii

From National Research Council Canada

DOIResolve DOI: https://doi.org/10.1021/jo0608873
AuthorSearch for: 1; Search for: 2; Search for: 1; Search for: 3; Search for: 3; Search for: 3
Name affiliation
  1. National Research Council of Canada. Aquatic and Crop Resource Development
  2. National Research Council of Canada. NRC Institute for Marine Biosciences
  3. National Research Council of Canada. Measurement Science and Standards
FormatText, Article
Abstract
Biosynthetic origins of the cyclic imine toxin 13-desmethyl spirolide C were determined by supplementing cultures of the toxigenic dinoflagellate Alexandrium ostenfeldii with stable isotope-labeled precursors [1,2-13C2]acetate, [1-13C]acetate, [2-13CD3]acetate, and [1,2-13C2,15N]glycine and measuring the incorporation patterns by 13C NMR spectroscopy. Despite partial scrambling of the acetate labels, the results show that most carbons of the macrocycle are polyketide-derived and that glycine is incorporated as an intact unit into the cyclic imine moiety. This work represents the first conclusive evidence that such cyclic imine toxins are polyketides and provides support for biosynthetic pathways previously defined for other polyether dinoflagellate toxins.
Publication date
Terms of use
  • 2006 American Chemistry Society
In
  • Journal of Organic Chemistry 71, no. 23 (12 October 2006): 8724–8731.
LanguageEnglish
Peer reviewedYes
IdentifierNRC-ACRD-55892
NRC number1560
NPARC number3538225
Export citationExport as RIS
Report a correctionReport a correction (opens in a new tab)
Record identifier6fbbf39a-f5c1-4dda-819d-46864e0c9b80
Record created2009-03-01
Record modified2020-04-22
Report a problem on this page
Date modified: