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J Am Chem Soc. 2007 May 9;129(18):5976-80. Epub 2007 Apr 17.

Structure-based engineering of a plant type III polyketide synthase: formation of an unnatural nonaketide naphthopyrone.

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  • 1School of Pharmaceutical Sciences, University of Shizuoka, Shizuoka 422-8526, Japan.


Pentaketide chromone synthase (PCS) from Aloe arborescens is a novel plant-specific type III polyketide synthase (PKS) that produces 5,7-dihydroxy-2-methylchromone from five molecules of malonyl-CoA. On the basis of the crystal structures of wild-type and M207G mutant PCS, the F80A/Y82A/M207G triple mutant was constructed and shown to produce an unnatural novel nonaketide naphthopyrone by sequential condensations of nine molecules of malonyl-CoA. This is the first demonstration of the formation of a nonaketide by the structurally simple type III PKS. A homology model predicted that the active-site cavity volume of the triple mutant is increased to 4 times that of the wild-type PCS.

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