  4.2.3.72 | (2E,6E)-farnesyl diphosphate |
initial step is the formation of a germacrenyl cation after abstraction of the diphosphate group. Internal shifts of electron pairs lead to the patchoulenyl cation, which then undergoes a double 1,2-hydride shift. Rearrangement leads to the aromadendrenyl cation, which then undergoes a 1,2-hydride shift. Abstraction of a proton by the enzyme yields isoledene, which is reprotonated at the active site of the enzyme. At this junction two proton abstractions are possible, one leading to (-)-alpha-gurjunene and the other to (+)-gamma-gurjunene |
Solidago canadensis |
(-)-alpha-gurjunene + diphosphate |
product ratio 91% (-)-alpha-gurjunene and 9% (+)-gamma-gurjunene |
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