Studies of the Biosynthesis of DTX-5a and DTX-5b by the Dinoflagellate Prorocentrum maculosum: Regiospecificity of the Putative Baeyer−Villigerase and Insertion of a Single Amino Acid in a Polyketide Chain
- 19 December 2002
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 68 (5) , 1659-1664
- https://doi.org/10.1021/jo0204754
Abstract
The biosynthetic origins of the diarrhetic shellfish poisoning toxins DTX-5a and DTX-5b have been elucidated by supplementing cultures of the producing organism Prorocentrum maculosum with stable isotope labeled precursors and determining the incorporation patterns by 13C NMR spectroscopy. The amino acid residue in the sulfated side chain is found to originate from glycine, and oxygen insertion in the chain is shown to occur after polyketide formation.Keywords
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