AI Article Synopsis
- Polyketide compounds that appear structurally similar can have different biosynthetic pathways, as shown by studies on 7-methyl-cyercene-1 from two different organisms.
- In the marine mollusc Ercolania funerea, the compound is synthesized from propionate, while in the terrestrial fungus Leptosphaeria maculans/Phoma lingam, it comes from an acetate/SAM pathway.
- This research demonstrates metabolic convergence in eukaryotic polyketide biosynthesis for the first time and highlights the use of (1)H-(13)C NMR correlation spectroscopy to track carbon incorporation in these biosynthetic processes.
Article Abstract
Structural similarity or even the identity of polyketide compounds does not necessarily imply unique biosynthesis. Feeding experiments with a (13)C labeled precursor establish that the C(3) 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 (1)H-(13)C NMR correlation spectroscopy has been successfully applied to estimate (13)C incorporation in biosynthetic experiments.
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| http://dx.doi.org/10.1021/ol2032653 | DOI Listing |
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