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Reaction
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(2E,6E)-farnesyl diphosphate = beta-copaene + diphosphate
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(2E,6E)-farnesyl diphosphate = beta-copaene + diphosphate
cyclization reaction mechanism, overview
(2E,6E)-farnesyl diphosphate = beta-copaene + diphosphate
the reaction mechanism requires first the isomerization of all-trans (E,E)-FPP at the 2,3 double bond to generate a cisoid-farnesyl cation. Cop4 then catalyzes a 1,10 ring closure of this farnesyl cation isomer to form the secondary cis-germacrene-dienyl cation. Cop4 generates a tertiary cadinyl cation which upon deprotonation yields its major cyclization product delta-cadinene. The cadinyl cation reacts further to yield other cyclization products beta-cubebene, cubebol, beta-copaene, and sativene
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