| EC |
4.2.3.54 |
| Accepted name: |
(-)-endo-α-bergamotene synthase [(2Z,6Z)-farnesyl diphosphate cyclizing] |
| Reaction: |
(2Z,6Z)-farnesyl diphosphate = (-)-endo-α-bergamotene + diphosphate |
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For diagram of santalene and bergamotene biosynthesis, click here |
| Other name(s): |
SBS (ambiguous) |
| Systematic name: |
(2Z,6Z)-farnesyl diphosphate lyase [cyclizing; (-)-endo-α-bergamotene-forming] |
| Comments: |
The enzyme synthesizes a mixture of sesquiterpenoids from (2Z,6Z)-farnesyl diphosphate. Following dephosphorylation of (2Z,6Z)-farnesyl diphosphate, the (2Z,6Z)-farnesyl carbocation is converted to either the (6R)- or the (6S)-bisabolyl cations depending on the stereochemistry of the 6,1 closure. The (6R)-bisabolyl cation will then lead to the formation of (+)-α-santalene (see EC 4.2.3.50), while the (6S)-bisabolyl cation will give rise to (+)-endo-β-bergamotene (EC 4.2.3.53) as well as (-)-endo-α-bergamotene. Small amounts of (-)-epi-β-santalene are also formed from the (6R)-bisabolyl cation and small amounts of (-)-exo-α-bergamotene are formed from the (6S)-bisabolyl cation [1]. |
| Links to other databases: |
BRENDA, EXPASY, Gene, KEGG, MetaCyc |
| References: |
| 1. |
Sallaud, C., Rontein, D., Onillon, S., Jabes, F., Duffe, P., Giacalone, C., Thoraval, S., Escoffier, C., Herbette, G., Leonhardt, N., Causse, M. and Tissier, A. A novel pathway for sesquiterpene biosynthesis from Z,Z-farnesyl pyrophosphate in the wild tomato Solanum habrochaites. Plant Cell 21 (2009) 301–317. [DOI] [PMID: 19155349] |
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| [EC 4.2.3.54 created 2010] |
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