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Issue 28, 2018
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The absolute configuration of isochamigrene: new insights into the cyclisation mechanism of trichodiene synthase

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Abstract

Isochamigrene, a side product of the trichodiene synthase, which is a key enzyme from the biosynthesis of the trichothecene mycotoxins from Fusarium spp., was enantioselectively synthesised and compared to the natural product from Fusarium sporotrichioides. As a result, its absolute configuration was assigned to (S)-isochamigrene. Implications for the recently extensively discussed cyclisation mechanism towards trichodiene and its side products are discussed.

Graphical abstract: The absolute configuration of isochamigrene: new insights into the cyclisation mechanism of trichodiene synthase

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Article information


Submitted
02 Mar 2018
Accepted
19 Mar 2018
First published
19 Mar 2018

Chem. Commun., 2018,54, 3540-3542
Article type
Communication

The absolute configuration of isochamigrene: new insights into the cyclisation mechanism of trichodiene synthase

I. Burkhardt and J. S. Dickschat, Chem. Commun., 2018, 54, 3540
DOI: 10.1039/C8CC01744A

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