4.2.3.6: trichodiene synthase
This is an abbreviated version!
For detailed information about trichodiene synthase, go to the full flat file.
Word Map on EC 4.2.3.6
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4.2.3.6
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trichothecene
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mycotoxin
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graminearum
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sesquiterpene
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sporotrichioides
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deoxynivalenol
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trichothecene-producing
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culmorum
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gibberella
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trichodermin
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carbocation
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stachybotrys
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chartarum
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pulicaris
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5-epi-aristolochene
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bisabolyl
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biotechnology
- 4.2.3.6
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trichothecene
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mycotoxin
- graminearum
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sesquiterpene
- sporotrichioides
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deoxynivalenol
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trichothecene-producing
- culmorum
- gibberella
-
trichodermin
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carbocation
- stachybotrys
- chartarum
- pulicaris
- 5-epi-aristolochene
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bisabolyl
- biotechnology
Reaction
Synonyms
EC 4.1.99.6, sesquiterpene cyclase, synthase, trichodiene, TDN synthase, trans,trans-farnesyl-diphosphate sesquiterpenoid-lyase, tri5, trichodiene synthase, trichodiene synthetase
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Substrates Products
Substrates Products on EC 4.2.3.6 - trichodiene synthase
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REACTION DIAGRAM
(7S)-6,7-dihydrofarnesyl diphosphate
dihydrofarnesene isomers + (E)-6,7-dihydrofarnesol + (3S,7S)-6,7-dihydronerolidol
(2E,6E)-farnesyl diphosphate
trichodiene + diphosphate
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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
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?
(2E,6E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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
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?
trichodiene + diphosphate + isochamigrene
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?
(2E,6E)-farnesyl diphosphate
trichodiene + diphosphate + isochamigrene
Fusarium sporotrichioides DSM 62425
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-
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?
dihydrofarnesene isomers + (E)-6,7-dihydrofarnesol + (3S,7S)-6,7-dihydronerolidol
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-
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?
(7S)-6,7-dihydrofarnesyl diphosphate
dihydrofarnesene isomers + (E)-6,7-dihydrofarnesol + (3S,7S)-6,7-dihydronerolidol
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-
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?
(7S)-6,7-dihydrofarnesyl diphosphate
dihydrofarnesene isomers + (E)-6,7-dihydrofarnesol + (3S,7S)-6,7-dihydronerolidol
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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formation of trichodiene involves initial generation of (3R)-nerolidyl diphosphate
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
-
formation of trichodiene involves initial generation of (3R)-nerolidyl diphosphate
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
-
formation of trichodiene involves initial generation of (3R)-nerolidyl diphosphate
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
-
formation of trichodiene involves initial generation of (3R)-nerolidyl diphosphate
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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formation of trichodiene involves initial generation of (3R)-nerolidyl diphosphate
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?
(E,E)-farnesyl diphosphate
trichodiene + diphosphate
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which cyclizes via the anti-boat conformation
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?
trichodiene + diphosphate
the initial committing step into the trichothecene biosynthetic pathway, enzyme controls mycotoxin biosynthesis
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?
trans,trans-farnesyl diphosphate
trichodiene + diphosphate
the initial committing step into the trichothecene biosynthetic pathway, enzyme controls mycotoxin biosynthesis
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?
trans,trans-farnesyl diphosphate
trichodiene + diphosphate
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?
trans,trans-farnesyl diphosphate
trichodiene + diphosphate
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-
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?
?
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reaction proceeds via isomerization of farnesyl diphosphate to (3R)-nerolidyl diphosphate and further to trichodiene
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?
additional information
?
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involved in biosynthesis of trichothecene mycotoxins
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additional information
?
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reaction proceeds via isomerization of farnesyl diphosphate to (3R)-nerolidyl diphosphate and further to trichodiene
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?