EC Number   |
Natural Substrates |
|---|
   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 | more |
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 |
