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Biosynthesis of nogalamycin (left panel). The conversion of NAME into nogalaviketone is an intramolecular aldol condensation catalysed by SnoaL. The step indicated by the broken arrow, elimination of water, occurs slowly non-enzymatically. Tautomerisation at the C7 carbonyl oxygen in the dehydrated compound leads to aromatisation of the fourth ring. The structures of daunorubicin and doxorubicin are shown in the upper right part of the figure.
