Biosynthesis of pyrrolylpolyenes in Auxarthron umbrinum.
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.
Clark
Benjamin R
BR
School of Biomolecular and Biomedical Sciences, Centre for Synthesis and Chemical Biology, Ardmore House, University College Dublin, Belfield, Dublin 4, Republic of Ireland.
Murphy
Cormac D
CD
D002264:Carboxylic Acids / Q000737:chemistry; D002626:Chemistry, Pharmaceutical / Q000379:methods; D002713:Chlorine / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D005658:Fungi / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D008715:Methionine / Q000737:chemistry; D008956:Models, Chemical; D011090:Polyenes / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D013997:Time Factors
D002264:Carboxylic Acids; D011090:Polyenes; D011758:Pyrroles; D002713:Chlorine; D008715:Methionine