Projects per year
Abstract
The aldol reaction is one of the most fundamental stereocontrolled carbon–carbon bond-forming reactions and is mainly catalyzed by aldolases in nature. Despite the fact that the aldol reaction has been widely proposed to be involved in fungal secondary metabolite biosynthesis, a dedicated aldolase that catalyzes stereoselective aldol reactions has only rarely been reported in fungi. Herein, we activated a cryptic polyketide biosynthetic gene cluster that was upregulated in the fungal wheat pathogen Parastagonospora nodorum during plant infection; this resulted in the production of the phytotoxic stemphyloxin II (1). Through heterologous reconstruction of the biosynthetic pathway and in vitro assay by using cell-free lysate from Aspergillus nidulans, we demonstrated that a berberine bridge enzyme (BBE)-like protein SthB catalyzes an intramolecular aldol reaction to establish the bridged tricyclo[6.2.2.02,7]dodecane skeleton in the post-assembly tailoring step. The characterization of SthB as an aldolase enriches the catalytic toolbox of classic reactions and the functional diversities of the BBE superfamily of enzymes.
Original language | English |
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Pages (from-to) | 15062-15066 |
Number of pages | 5 |
Journal | Chemistry - A European Journal |
Volume | 25 |
Issue number | 66 |
Early online date | 25 Sept 2019 |
DOIs | |
Publication status | Published - 27 Nov 2019 |
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Dive into the research topics of 'Biosynthesis of a Tricyclo[6.2.2.02,7]dodecane System by a Berberine Bridge Enzyme-Like Aldolase'. Together they form a unique fingerprint.Projects
- 2 Finished
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Two new phytotoxins in Septoria nodorum blotch: Biosynthesis and functions
Chooi, H. (Investigator 01), Solomon, P. (Investigator 02) & Tang, Y. (Investigator 03)
ARC Australian Research Council
1/01/17 → 31/12/19
Project: Research
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Uncovering the Hidden Secondary Metabolite Biosynthetic Potential of Fungi
Chooi, H. (Investigator 01)
ARC Australian Research Council
1/01/17 → 15/03/21
Project: Research