title: Enzymatic formation of unnatural novel chalcone, stilbene, and benzophenone scaffolds by plant type III polyketide synthase.
abstract: A C(19) hexaketide stilbene and a C(21) heptaketide chalcone were synthesized by Aloe arborescens octaketide synthase (OKS), a plant-specific type III polyketide synthase (PKS). Remarkably, the C(21) chalcone-forming activity was dramatically increased in a structure-guided OKS N222G mutant that produces a C(20) decaketide SEK15 from 10 molecules of malonyl-CoA. The findings suggested further strategies for production of unnatural polyketides by combination of the precursor-directed biosynthesis and the structure-guided engineering of type III PKS.
authors.affiliation: School of Pharmaceutical Sciences, University of Shizuoka, Shizuoka 422-8526, Japan.
authors.forename: She-Po
authors.initials: SP
authors.lastname: Shi
authors.forename: Kiyofumi
authors.initials: K
authors.lastname: Wanibuchi
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Morita
authors.forename: Kohei
authors.initials: K
authors.lastname: Endo
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Noguchi
authors.forename: Ikuro
authors.initials: I
authors.lastname: Abe
mesh_terms: D000217:Acyltransferases / Q000378:metabolism*; D000504:Aloe / Q000201:enzymology* / Q000235:genetics; D001577:Benzophenones / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002599:Chalcone / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001577:Benzophenones; D013267:Stilbenes; D002599:Chalcone; C047723:benzophenone; D000217:Acyltransferases; C020141:flavanone synthetase