RRC ID 48228
Author Maeda K, Tanaka A, Sugiura R, Koshino H, Tokai T, Sato M, Nakajima Y, Tanahashi Y, Kanamaru K, Kobayashi T, Nishiuchi T, Fujimura M, Takahashi-Ando N, Kimura M.
Title Hydroxylations of trichothecene rings in the biosynthesis of Fusarium trichothecenes: evolution of alternative pathways in the nivalenol chemotype.
Journal Environ Microbiol
Abstract Fusarium sporotrichioides genes FsTri11, FsTri13, and FsTri1 encode cytochrome P450 monooxygenases (CYPs) responsible for hydroxylations at C-15, C-4, and C-8 of the trichothecene skeleton, respectively. However, the corresponding genes of nivalenol (NIV)-chemotype Fusarium graminearum remain to be functionally elucidated. In this study, we characterized the roles of these CYPs in NIV biosynthesis. Analyses of the metabolites of the F. graminearum Fgtri11- mutant, a disruptant of FgTri11 encoding isotrichodermin (ITD) C-15 hydroxylase, revealed a small amount of NIV-type trichothecenes suggesting that an alternative C-15 hydroxylase partially complemented FgTRI11p. In contrast, the C-7/C-8 hydroxylations depended solely on FgTRI1p, as suggested by the metabolite profiles of the Fgtri11- Fgtri1- double gene disruptant. Disruption of FgTri1 in both the wild-type and Fgtri13- mutant backgrounds revealed that FgTRI13p exhibits marginal activity toward calonectrin (CAL) and that it was the only C-4 hydroxylase. In addition, feeding experiments demonstrated that the C-4 hydroxylation of a 7-hydroxytrichothecene lacking C-8 ketone was extremely limited. The marginal activity of FgTRI13p toward CAL was advantageous for the C-7/C-8 hydroxylation steps in NIV biosynthesis, as transformation of a C-4 oxygenated trichothecene lacking C-7/C-8 modifications into NIV-type trichothecenes was quite inefficient. The significance of hydroxylation steps in the evolution of Fusarium trichothecenes is discussed.
Volume 18(11)
Pages 3798-3811
Published 2016-11-1
DOI 10.1111/1462-2920.13338
PMID 27120196
MeSH Biological Evolution Cytochrome P-450 Enzyme System / genetics Cytochrome P-450 Enzyme System / metabolism Fungal Proteins / genetics Fungal Proteins / metabolism Fusarium / chemistry Fusarium / enzymology Fusarium / genetics Fusarium / metabolism* Hydroxylation Trichothecenes / biosynthesis* Trichothecenes / chemistry Trichothecenes / metabolism
IF 4.933
Times Cited 8
WOS Category MICROBIOLOGY
Resource
General Microbes JCM 9873