Reaction: (2E,6E)-farnesyl diphosphate = β-cubebene + diphosphate
For diagram of reaction click here.
Other name(s): cop4; Mg25
Systematic name: (2E,6E)-farnesyl-diphosphate diphosphate-lyase (cyclizing, β-cubebene-forming)
Comments: Isolated from the fungus Coprinus cinereus. The enzyme also forms (+)-δ-cadinene, β-copaene, (+)-sativene and traces of several other sequiterpenoids [2-4]. It is found in many higher plants such as Magnolia grandiflora (Southern Magnolia) together with germacrene A [1]. See EC 4.2.3.13, (+)-δ-cadinene synthase, EC 4.2.3.127, β-copaene synthase, EC 4.2.3.129, (+)-sativene synthase, and EC 4.2.3.23, germacrene A synthase.
Links to other databases: BRENDA, EXPASY, KEGG, Metacyc, CAS registry number:
References:
1. Lee, S. and Chappell, J. Biochemical and genomic characterization of terpene synthases in Magnolia grandiflora. Plant Physiol. 147 (2008) 1017-1033. [PMID: 18467455]
2. Agger, S., Lopez-Gallego, F. and Schmidt-Dannert, C. Diversity of sesquiterpene synthases in the basidiomycete Coprinus cinereus. Mol. Microbiol. 72 (2009) 1181-1195. [PMID: 19400802]
3. Lopez-Gallego, F., Agger, S.A., Abate-Pella, D., Distefano, M.D. and Schmidt-Dannert, C. Sesquiterpene synthases Cop4 and Cop6 from Coprinus cinereus: catalytic promiscuity and cyclization of farnesyl pyrophosphate geometric isomers. Chembiochem. 11 (2010) 1093-1106. [PMID: 20419721]
4. Lopez-Gallego, F., Wawrzyn, G.T. and Schmidt-Dannert, C. Selectivity of fungal sesquiterpene synthases: role of the active site's H-1α loop in catalysis. Appl. Environ. Microbiol. 76 (2010) 7723-7733. [PMID: 20889795]