Structural similarity or even the identity of polyketide compounds does not necessarily imply unique biosynthesis. Feeding experiments with a 13C labeled precursor establish that the C3 units in 7-methyl-cyercene-1 (1) are derived from intact propionate in the marine mollusc Ercolania funerea. The same compound in the terrestrial fungus Leptosphaeria maculans/Phoma lingam is synthesized by an acetate/SAM pathway thus proving for the first time metabolic convergence of polyketide biosynthesis in eukaryotes. Traditional 1H13C NMR correlation spectroscopy has been successfully applied to estimate 13C incorporation in biosynthetic experiments.
One Metabolite, Two Pathways: Convergence of Polypropionate Biosynthesis in Fungi and Marine Molluscs / A., Cutignano; G., Villani; Fontana, A. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 14:4(2012), pp. 992-995. [10.1021/ol2032653]
One Metabolite, Two Pathways: Convergence of Polypropionate Biosynthesis in Fungi and Marine Molluscs
Fontana A
2012
Abstract
Structural similarity or even the identity of polyketide compounds does not necessarily imply unique biosynthesis. Feeding experiments with a 13C labeled precursor establish that the C3 units in 7-methyl-cyercene-1 (1) are derived from intact propionate in the marine mollusc Ercolania funerea. The same compound in the terrestrial fungus Leptosphaeria maculans/Phoma lingam is synthesized by an acetate/SAM pathway thus proving for the first time metabolic convergence of polyketide biosynthesis in eukaryotes. Traditional 1H13C NMR correlation spectroscopy has been successfully applied to estimate 13C incorporation in biosynthetic experiments.| File | Dimensione | Formato | |
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2012 Org Lett_Propionate Bios in Molluscs vs Fungi.pdf
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