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geranylgeranyl diphosphate
tsukubadiene + diphosphate
geranylgeranyl diphosphate
tsukubadiene + diphosphate
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-
-
?
geranylgeranyl diphosphate
tsukubadiene + diphosphate
tsukubadiene i.e. (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
-
-
?
geranylgeranyl diphosphate
tsukubadiene + diphosphate
tsukubadiene i.e. (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. No activity with geranyl diphosphate and farnesyl diphosphate. Cyclization mechanism: The first elementary reaction proceeds by 1,11-Si-cyclization of geranylgeranyl diphosphate. In this step, the same absolute configuration at C11 is installed and is not changed during the further process
-
-
?
geranylgeranyl diphosphate
tsukubadiene + diphosphate
tsukubadiene i.e. (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. No activity with geranyl diphosphate and farnesyl diphosphate. Cyclization mechanism: The first elementary reaction proceeds by 1,11-Si-cyclization of geranylgeranyl diphosphate. In this step, the same absolute configuration at C11 is installed and is not changed during the further process
-
-
?
geranylgeranyl diphosphate
tsukubadiene + diphosphate
-
-
-
?
geranylgeranyl diphosphate
tsukubadiene + diphosphate
tsukubadiene i.e. (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
-
-
?
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Rabe, P.; Rinkel, J.; Dolja, E.; Schmitz, T.; Nubbemeyer, B.; Luu, T.H.; Dickschat, J.S.
Mechanistic investigations of two bacterial diterpene cyclases: spiroviolene synthase and tsukubadiene synthase
Angew. Chem. Int. Ed. Engl.
56
2776-2779
2017
Streptomyces tsukubensis (I2N045), Streptomyces tsukubensis NRRL 18488 (I2N045)
brenda
Yamada, Y.; Arima, S.; Nagamitsu, T.; Johmoto, K.; Uekusa, H.; Eguchi, T.; Shin-ya, K.; Cane, D.E.; Ikeda, H.
Novel terpenes generated by heterologous expression of bacterial terpene synthase genes in an engineered Streptomyces host
J. Antibiot.
68
385-394
2015
Streptomyces tsukubensis (I2N045), Streptomyces tsukubensis NRRL 18488 (I2N045)
brenda
Enzyme Nomenclature
4.2.3.159 tsukubadiene synthase
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