4.2.3.9 (2E,6E)-farnesyl diphosphate - 4.2.3.9 2-trans,6-trans-farnesyl diphosphate - 4.2.3.9 2-trans,6-trans-farnesyl diphosphate terpenoid biosynthesis 4.2.3.9 farnesyl diphosphate biogenetic precursor of more than 300 different sesquiterpene hydrocarbon scaffolds in plants, bacteria and fungi 4.2.3.9 farnesyl diphosphate The universal sesquiterpene precursor farnesyl diphosphate (15-carbon isoprenoid) is cyclized in an Mg2-dependent reaction to form the bicyclic hydrocarbon aristolochene and a diphosphate anion coproduct 4.2.3.9 additional information reaction is a a cyclisation cascade that leads to the generation of two 6-membered rings, three chiral centres, and two double bonds with high regio- and stereospecificity. Concurrent to diphosphate expulsion enzyme facilitates attack of C1 in farnesyl diphosphate by the C10, C11-double bond to produce germacryl cation. Proton loss from C12 leads to the production of (S)-germacrene A which is then postulated to undergo reprotonation of the C6, C7-double bond and a further cyclisation to form the bicyclic eudesmane cation. Successive 1,2-hydride shift and methyl migration followed by loss of H on C8 completes the generation of (+)-aristolochene 4.2.3.9 trans,trans-farnesyl diphosphate the enzyme appeears to be transcriptionally regulated