The Enzyme Database

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EC 4.2.3.158     
Accepted name: (–)-spiroviolene synthase
Reaction: geranylgeranyl diphosphate = (–)-spiroviolene + diphosphate
For diagram of biosynthesis of fusicoccane diterpenoids, click here
Glossary: (–)-spiroviolene = (2R,3a′S,3b′R,5S,6a′R)-2,4′,4′,5,6a′-pentamethyl-2′,3′,3a′,3b′,4′,5′,6′,6a′-octahydrospiro[cyclopentane-1,1′-cyclopenta[a]pentalene]
Systematic name: geranylgeranyl-diphosphate diphosphate-lyase [cyclizing, (–)-spiroviolene-forming]
Comments: The enzyme, which forms the diterpene (–)-spiroviolene, has been characterized from the bacterium Streptomyces violens.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, PDB
References:
1.  Rabe, P., Rinkel, J., Dolja, E., Schmitz, T., Nubbemeyer, B., Luu, T.H. and Dickschat, J.S. Mechanistic investigations of two bacterial diterpene cyclases: spiroviolene synthase and tsukubadiene synthase. Angew. Chem. Int. Ed. Engl. 56 (2017) 2776–2779. [DOI] [PMID: 28146322]
2.  Xu, H. and Dickschat, J.S. Revision of the cyclisation mechanism for the diterpene spiroviolene and investigations of Its mass spectrometric fragmentation. Chembiochem 22 (2021) 850–854. [DOI] [PMID: 33084237]
[EC 4.2.3.158 created 2017]
 
 
EC 4.2.3.159     
Accepted name: tsukubadiene synthase
Reaction: geranylgeranyl diphosphate = tsukubadiene + diphosphate
For diagram of biosynthesis of fusicoccane diterpenoids, click here
Glossary: tsukubadiene = (1S,3aS,5Z,7aS,10aR,11Z)-1,5,8,8,10a-pentamethyl-2,3,3a,4,7,7a,8,9,10,10a-decahydro-1H-dicyclopenta[a,d][9]annulene
Systematic name: geranylgeranyl-diphosphate diphosphate-lyase (cyclizing, tsukubadiene-forming)
Comments: The synthesis of the diterpene tsukubadiene has been shown to occur in the Actinobacterium Streptomyces tsukubaensis.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc
References:
1.  Yamada, Y., Arima, S., Nagamitsu, T., Johmoto, K., Uekusa, H., Eguchi, T., Shin-ya, K., Cane, D.E. and Ikeda, H. Novel terpenes generated by heterologous expression of bacterial terpene synthase genes in an engineered Streptomyces host. J. Antibiot. (Tokyo) 68 (2015) 385–394. [DOI] [PMID: 25605043]
2.  Rabe, P., Rinkel, J., Dolja, E., Schmitz, T., Nubbemeyer, B., Luu, T.H. and Dickschat, J.S. Mechanistic investigations of two bacterial diterpene cyclases: spiroviolene synthase and tsukubadiene synthase. Angew. Chem. Int. Ed. Engl. 56 (2017) 2776–2779. [DOI] [PMID: 28146322]
[EC 4.2.3.159 created 2017]
 
 


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