Three previously unrecognised classes of biosynthetic enzymes revealed during the production of xenovulene A

Nature Communications
Raissa SchorRussell J Cox

Abstract

Xenovulene A is a complex fungal meroterpenoid, produced by the organism hitherto known as Acremonium strictum IMI 501407, for which limited biosynthetic evidence exists. Here, we generate a draft genome and show that the producing organism is previously unknown and should be renamed as Sarocladium schorii. A biosynthetic gene cluster is discovered which bears resemblance to those involved in the biosynthesis of fungal tropolones, with additional genes of unknown function. Heterologous reconstruction of the entire pathway in Aspergillus oryzae allows the chemical steps of biosynthesis to be dissected. The pathway shows very limited similarity to the biosynthesis of other fungal meroterpenoids. The pathway features: the initial formation of tropolone intermediates; the likely involvement of a hetero Diels-Alder enzyme; a terpene cyclase with no significant sequence homology to any known terpene cyclase and two enzymes catalysing oxidative-ring contractions.

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Citations

Dec 18, 2018·Natural Product Reports·Huijuan GuoChristine Beemelmanns
Apr 30, 2019·Angewandte Chemie·Jan RinkelJeroen Sidney Dickschat
Jun 12, 2019·Angewandte Chemie·Jeroen S Dickschat
Oct 28, 2019·Natural Product Reports·Jeffrey D Rudolf, Chin-Yuan Chang
Oct 2, 2020·Natural Product Reports·Lena Barra, Ikuro Abe
Sep 28, 2018·Nature Communications·Risa NofianiRussell J Cox
Sep 16, 2020·Angewandte Chemie·Carsten SchotteRussell J Cox
Jan 7, 2021·Natural Product Reports·Jiawang LiuYoucai Hu
Dec 31, 2019·Journal of the American Chemical Society·Danielle A YeeYi Tang
Apr 10, 2021·International Journal of Biological Macromolecules·Gangming Xu, Suiqun Yang
May 4, 2021·Applied Microbiology and Biotechnology·Jianying HanYunjiang Feng
Jun 8, 2021·Chemical Science·Kate M J de Mattos-ShipleyChristine L Willis
Jun 12, 2021·Chemistry : a European Journal·Lukas KahlertRussell J Cox
Jun 15, 2021·Chemical Science·Dong-Song TianRussell J Cox
May 24, 2019·Journal of Natural Products·Jinyu ZhangYongsheng Che
Aug 29, 2019·Journal of the American Chemical Society·Qibin ChenYoucai Hu
Jun 29, 2021·Angewandte Chemie·Carsten SchotteRussell J Cox
Sep 18, 2021·Organic & Biomolecular Chemistry·Houchao XuJeroen S Dickschat

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Datasets Mentioned

BETA
MG736817

Methods Mentioned

BETA
nuclear magnetic resonance
NMR
density-gradient centrifugation
targeted knockout
light-scattering

Software Mentioned

ReadXplorer
gsAssembler
Augustus
DESeq
Basic Local Alignment Search Tool ( BLAST )
GenDBE
AntiSMASH

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