Biosynthesis of domoic acid by the diatom Pseudonitzschia multiseries

Natural ToxinsVolume 6, Issue 3-4 p. 137-146 Research Article Biosynthesis of domoic acid by the diatom Pseudo-nitzschia multiseries Una P. Ramsey, Una P. Ramsey Institute for Marine Biosciences, National Research Council of Canada, Halifax, Nova Scotia, CanadaSearch for more papers by this authorDonald J. Douglas, Donald J. Douglas Institute for Marine Biosciences, National Research Council of Canada, Halifax, Nova Scotia, CanadaSearch for more papers by this authorJohn A. Walter, John A. Walter Institute for Marine Biosciences, National Research Council of Canada, Halifax, Nova Scotia, CanadaSearch for more papers by this authorJeffrey L. C. Wright, Corresponding Author Jeffrey L. C. Wright jeffrey.wright@nrc.ca Institute for Marine Biosciences, National Research Council of Canada, Halifax, Nova Scotia, CanadaInstitute for Marine Bioscences, 1411 Oxford Street, Halifax N.S., Canada B3H 3Z1Search for more papers by this author Una P. Ramsey, Una P. Ramsey Institute for Marine Biosciences, National Research Council of Canada, Halifax, Nova Scotia, CanadaSearch for more papers by this authorDonald J. Douglas, Donald J. Douglas Institute for Marine Biosciences, National Research Council of Canada, Halifax, Nova Scotia, CanadaSearch for more papers by this authorJohn A. Walter, John A. Walter Institute for Marine Biosciences, National Research Council of Canada, Halifax, Nova Scotia, CanadaSearch for more papers by this authorJeffrey L. C. Wright, Corresponding Author Jeffrey L. C. Wright jeffrey.wright@nrc.ca Institute for Marine Biosciences, National Research Council of Canada, Halifax, Nova Scotia, CanadaInstitute for Marine Bioscences, 1411 Oxford Street, Halifax N.S., Canada B3H 3Z1Search for more papers by this author First published: 26 May 1999 https://doi.org/10.1002/(SICI)1522-7189(199805/08)6:3/4<137::AID-NT28>3.0.CO;2-LCitations: 29AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat Abstract The biosynthesis of the neurotoxin domoic acid (DA) in the diatom Pseudo-nitzschia multiseries was investigated using 13C- and 14C-labelled precursors. The labelling pattern determined by NMR spectroscopy following incorporation of [1,2-13C2]-acetate showed enrichment of every carbon of DA. The enrichment levels were consistent with a biosynthetic pathway involving two different intermediate precursor units. Addition of labelled acetate either early or late during exponential growth gave similar patterns and levels of incorporation. Analysis of the labelling pattern indicated that DA is biosynthesised by condensation of an isoprenoid intermediate with another intermediate derived from the tricarboxylic acid (TCA) cycle. The absence of deuterium at C2 in DA following incorporation of [2-13C, 2H3]-acetate is consistent with α-ketoglutarate or a derivative as the TCA cycle-derived intermediate. The different incorporation efficiencies of acetate into the putative precursor intermediates suggest that either each unit is biosynthesized in a different part of the diatom cell, or that the isoprene chain is not assembled by the usual acetate–mevalonate pathway. The latter proposal is supported by the complete absence of deuterium retention in the isoprenoid-derived portion following incorporation of [2-13C, 2H3]-acetate. Copyright © 1998 John Wiley & Sons, Ltd. Citing Literature Volume6, Issue3-4May ‐ August 1998Pages 137-146 RelatedInformation