The Enzyme Database

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EC 4.2.3.97     
Accepted name: (-)-δ-cadinene synthase
Reaction: (2E,6E)-farnesyl diphosphate = (-)-δ-cadinene + diphosphate
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, 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]
[EC 4.2.3.97 created 2012]
 
 


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