4.2.3.75: (-)-germacrene D synthase
This is an abbreviated version!
For detailed information about (-)-germacrene D synthase, go to the full flat file.
Word Map on EC 4.2.3.75
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4.2.3.75
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cyclization
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sesquiterpene
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cyclases
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carbocation
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geranyl
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epi-isozizaene
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limonene
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chemodiversity
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spearmint
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remold
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4s-limonene
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aristolochene
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oleoresin
- 4.2.3.75
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cyclization
-
sesquiterpene
- cyclases
-
carbocation
-
geranyl
- epi-isozizaene
- limonene
-
chemodiversity
- spearmint
-
remold
-
4s-limonene
- aristolochene
-
oleoresin
Reaction
Synonyms
(-)-germacrene D synthase, Cop4, GDS, GerD, germacrene D synthase, Sc19, terpenoid cyclase, TPS, TPS07, TPS1, VitiM1610, ylangene/germacrene synthase
ECTree
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pH Optimum
pH Optimum on EC 4.2.3.75 - (-)-germacrene D synthase
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10
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at pH 10, the cyclization reaction ends with the hydride shift and deprotonation of the germacradienyl cation to yield (?)-germacrene D, 91% of total sesquiterpene products
5
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at pH 5.0 cyclization can proceed via a 1,6 ring closure to also yield a small amount of delta-cadinene, 12% of total sesquiterpene products, in addition to (?)-germacrene D
additional information
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under both alkaline and acidic conditions Cop4 becomes a very selective enzyme with only one major product (?)-germacrene D compared to three major compounds produced under neutral reaction conditions. At pH 10, the cyclization reaction ends with the hydride shift and deprotonation of the germacradienyl cation to yield (?)-germacrene D, 91% of total sesquiterpene products, while at pH 5.0 cyclization can proceed via a 1,6 ring closure to also yield a small amount of delta-cadinene, 12% of total sesquiterpene products, in addition to (?)-germacrene D