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Literature summary for 4.2.3.159 extracted from

  • 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 (2017), Angew. Chem. Int. Ed. Engl., 56, 2776-2779.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Streptomyces tsukubensis

Organism

Organism UniProt Comment Textmining
Streptomyces tsukubensis I2N045
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Streptomyces tsukubensis NRRL 18488 I2N045
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Purification (Commentary)

Purification (Comment) Organism
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Streptomyces tsukubensis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
geranylgeranyl 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 Streptomyces tsukubensis tsukubadiene + diphosphate
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?
geranylgeranyl 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 Streptomyces tsukubensis NRRL 18488 tsukubadiene + diphosphate
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?

Synonyms

Synonyms Comment Organism
TdS
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Streptomyces tsukubensis