| EC |
4.2.3.97 |
| Accepted name: |
(-)-δ-cadinene synthase |
| Reaction: |
(2E,6E)-farnesyl diphosphate = (-)-δ-cadinene + diphosphate |
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For diagram of ent-cadinane sesquiterpenoid biosynthesis, click here |
| Glossary: |
(-)-δ-cadinene = (1R,8aS)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene |
| Systematic name: |
(2E,6E)-farnesyl-diphosphate diphosphate-lyase (cyclizing, (-)-δ-cadinene-forming) |
| Comments: |
The cyclization mechanism involves an intermediate nerolidyl diphosphate leading to a helminthogermacradienyl cation. Following a 1,3-hydride shift of the original 1-pro-S hydrogen of (2E,6E)-farnesyl diphosphate, cyclization and deprotonation gives (-)-δ-cadinene. |
| Links to other databases: |
BRENDA, EXPASY, Gene, KEGG, MetaCyc |
| References: |
| 1. |
Hu, Y., Chou, W.K., Hopson, R. and Cane, D.E. Genome mining in Streptomyces clavuligerus: expression and biochemical characterization of two new cryptic sesquiterpene synthases. Chem. Biol. 18 (2011) 32–37. [DOI] [PMID: 21276937] |
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| [EC 4.2.3.97 created 2012] |
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