title: Product identification of non-reducing polyketide synthases with C-terminus methyltransferase domain from Talaromyces stipitatus using Aspergillus oryzae heterologous expression.
abstract: Talaromyces stipitatus ATCC 10500 possesses 17 non-reducing polyketide synthase (NR-PKS) genes. During the course of our functional analysis of PKS genes with a C-terminus methyltransferase domain from T. stipitatus, we expressed tspks2, tspks3 and tspks4 genes in the heterologous host Aspergillus oryzae, respectively. Although the tspks4 transformant gave no apparent product in HPLC analysis, a novel azaphilone pentaketide (3) was identified along with two known related products from the tspks2 transformant. Of four hexaketide products from the tspks3 transformant, two new compounds were identified to be 2-acetyl-7-methyl-3,6,8-trihydroxynaphthalene (4) and its derivative fused with α-methyl-α,β-unsaturated γ-lactone (7).
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.affiliation: National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501, Japan.
authors.forename: Daigo
authors.initials: D
authors.lastname: Wakana
authors.affiliation: School of Pharmacy, Iwate Medical University, 2-1-1 Nishitokuta, Yahaba, Iwate 028-3694, Japan.
authors.forename: Miki
authors.initials: M
authors.lastname: Ueda
authors.affiliation: School of Pharmacy, Iwate Medical University, 2-1-1 Nishitokuta, Yahaba, Iwate 028-3694, Japan.
authors.forename: Daisuke
authors.initials: D
authors.lastname: Kobayashi
authors.affiliation: National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501, Japan.
authors.forename: Yukihiro
authors.initials: Y
authors.lastname: Goda
authors.affiliation: School of Pharmacy, Iwate Medical University, 2-1-1 Nishitokuta, Yahaba, Iwate 028-3694, Japan. Electronic address: ifujii@iwate-med.ac.jp.
authors.forename: Isao
authors.initials: I
authors.lastname: Fujii
mesh_terms: D001236:Aspergillus oryzae / Q000235:genetics*; D001578:Benzopyrans / Q000032:analysis; D015971:Gene Expression Regulation, Enzymologic / Q000235:genetics*; D008780:Methyltransferases / Q000378:metabolism*; D015394:Molecular Structure; D010860:Pigments, Biological / Q000032:analysis; D048630:Polyketide Synthases / Q000235:genetics / Q000378:metabolism*; D032901:Talaromyces / Q000201:enzymology*
chemical_list: D001578:Benzopyrans; D010860:Pigments, Biological; C494154:azaphilone; D048630:Polyketide Synthases; D008780:Methyltransferases
keywords: Biosynthesis; C-Methyltransferase domain; Fungi; Non-reducing polyketide synthase; Polyketide