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Literature summary for 4.2.3.6 extracted from

  • Dickschat, J.S.; Brock, N.L.; Citron, C.A.; Tudzynski, B.
    Biosynthesis of sesquiterpenes by the fungus Fusarium verticillioides (2011), ChemBioChem, 12, 2088-2095.
    View publication on PubMed

Organism

Organism UniProt Comment Textmining
Fusarium verticillioides
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Fusarium verticillioides NRRL 20956
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate
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Fusarium verticillioides trichodiene + diphosphate biosynthesis occurs via the (R)-bisabolyl cation to the (S)-cuprenyl cation by a 1,5-proton transfer. This conversion proceeds via a 7Si,11Re cyclisation and without exchange of the migrating proton. Side products (-)-alpha-cedrene, (+)-beta-cedrene, and (+)-alpha-funebrene found in Fusarium verticillioides can originate via the (R)-bisabolyl cation ?
(2E,6E)-farnesyl diphosphate
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Fusarium verticillioides NRRL 20956 trichodiene + diphosphate biosynthesis occurs via the (R)-bisabolyl cation to the (S)-cuprenyl cation by a 1,5-proton transfer. This conversion proceeds via a 7Si,11Re cyclisation and without exchange of the migrating proton. Side products (-)-alpha-cedrene, (+)-beta-cedrene, and (+)-alpha-funebrene found in Fusarium verticillioides can originate via the (R)-bisabolyl cation ?