title: Aspergillus oryzae type III polyketide synthase CsyB uses a fatty acyl starter for the biosynthesis of csypyrone B compounds.
abstract: Csypyrones B1, B2 and B3 are α-pyrones that can be obtained from Aspergillus oryzae expressing CsyB, which is a type III polyketide synthase. We investigated the biosynthesis of the csypyrone B compounds using [1-(13)C] and [2-(13)C] acetate feeding experiments. (13)C NMR analyses of the methyl esters of the csypyrone B compounds fed with the (13)C-labeled acetates showed that the carboxyl carbons of the csypyrone B side-chains were derived from the C-2 methyl carbon of the acetate. These results indicated that fatty acyl starters are involved in the CsyB reaction and that the csypyrone B compounds are formed by the oxidation of side-chains by the host fungus.
authors.affiliation: School of Pharmacy, Iwate Medical University, 2-1-1 Nishitokuta, Yahaba, Iwate 028-3694, Japan.
authors.forename: Makoto
authors.initials: M
authors.lastname: Hashimoto
authors.forename: Satomi
authors.initials: S
authors.lastname: Ishida
authors.forename: Yasuyo
authors.initials: Y
authors.lastname: Seshime
authors.forename: Katsuhiko
authors.initials: K
authors.lastname: Kitamoto
authors.forename: Isao
authors.initials: I
authors.lastname: Fujii
mesh_terms: D000214:Acyl Coenzyme A / Q000378:metabolism; D001236:Aspergillus oryzae / Q000201:enzymology*; D002087:Butyrates / Q000737:chemistry / Q000378:metabolism*; D002247:Carbon Isotopes / Q000737:chemistry; D004952:Esters; D010084:Oxidation-Reduction; D010421:Pentanoic Acids / Q000737:chemistry / Q000378:metabolism*; D048630:Polyketide Synthases / Q000378:metabolism*; D011422:Propionates / Q000737:chemistry / Q000378:metabolism*; D011753:Pyrones / Q000737:chemistry / Q000378:metabolism*
chemical_list: D000214:Acyl Coenzyme A; D002087:Butyrates; D002247:Carbon Isotopes; D004952:Esters; D010421:Pentanoic Acids; D011422:Propionates; D011753:Pyrones; C552777:csypyrone B1; D048630:Polyketide Synthases
keywords: Aspergillus oryzae; CsyB; Csypyrone B; Type III polyketide synthase