title: Reconstitution of biosynthetic machinery of fungal polyketides: unexpected oxidations of biosynthetic intermediates by expression host.
abstract: Reconstitution of whole biosynthetic genes in Aspergillus oryzae has successfully applied for total biosynthesis of various fungal natural products. Heterologous production of fungal metabolites sometimes suffers unexpected side reactions by host enzymes. In the studies on fungal polyketides solanapyrone and cytochalasin, unexpected oxidations of terminal olefin of biosynthetic intermediates were found to give one and four by-products by host enzymes of the transformants harboring biosynthetic genes. In this paper, we reported structure determination of by-products and described a simple solution to avoid the undesired reaction by introducing the downstream gene in the heterologous production of solanapyrone C.
authors.affiliation: a Division of Chemistry , Graduate School of Science, Hokkaido University , Sapporo , Japan.
authors.forename: Ryuya
authors.initials: R
authors.lastname: Fujii
authors.affiliation: a Division of Chemistry , Graduate School of Science, Hokkaido University , Sapporo , Japan.
authors.forename: Takahiro
authors.initials: T
authors.lastname: Ugai
authors.affiliation: b Faculty of Agriculture , Kyushu University , Fukuoka , Japan.
authors.forename: Hirofumi
authors.initials: H
authors.lastname: Ichinose
authors.affiliation: b Faculty of Agriculture , Kyushu University , Fukuoka , Japan.
authors.forename: Mayumi
authors.initials: M
authors.lastname: Hatakeyama
authors.affiliation: a Division of Chemistry , Graduate School of Science, Hokkaido University , Sapporo , Japan.
authors.forename: Takuto
authors.initials: T
authors.lastname: Kosaki
authors.affiliation: c Graduate School of Agricultural Science, Tohoku University , Sendai , Japan.
authors.forename: Katsuya
authors.initials: K
authors.lastname: Gomi
authors.affiliation: d School of Pharmacy , Iwate Medical University , Yahaba , Japan.
authors.forename: Isao
authors.initials: I
authors.lastname: Fujii
authors.affiliation: a Division of Chemistry , Graduate School of Science, Hokkaido University , Sapporo , Japan.
authors.forename: Atsushi
authors.initials: A
authors.lastname: Minami
authors.affiliation: a Division of Chemistry , Graduate School of Science, Hokkaido University , Sapporo , Japan.
authors.forename: Hideaki
authors.initials: H
authors.lastname: Oikawa
mesh_terms: D001236:Aspergillus oryzae / Q000235:genetics / Q000378:metabolism*; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D002851:Chromatography, High Pressure Liquid; D005800:Genes, Fungal; D010084:Oxidation-Reduction; D061065:Polyketides / Q000378:metabolism*; D066244:Proton Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D061065:Polyketides
keywords: Aspergillus oryzae; biosynthesis; cytochalasin; heterologous expression; solanapyrone