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Published on: February 24, 2015
Biosynthesis of pyrrolylpolyenes in Auxarthron umbrinum
Benjamin R Clark1, Cormac D Murphy
1School of Biomolecular and Biomedical Sciences, Centre for Synthesis and Chemical Biology, Ardmore House, University College Dublin, Belfield, Dublin 4, Republic of Ireland.
Abstract:
The biosynthesis of the pyrrolylpolyene rumbrin (1) in the fungus Auxarthron umbrinum was elucidated using feeding studies with labelled precursors. Incorporation of stable isotopes from [(15)N]-proline, [(13)C]-methionine and [(13)C]-acetate confirmed that these were the precursors of the pyrrole moiety, methyl groups, and backbone of rumbrin, respectively. Label-dilution experiments with pyrrole-2-carboxylate confirmed it was a direct precursor in the biosynthesis of rumbrin. Both 3- and 4-chloropyrrolecarboxylates were also accepted as precursors in polyene production.
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