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Literature summary for 4.2.3.160 extracted from

  • Rabe, P.; Rinkel, J.; Nubbemeyer, B.; Kollner, T.G.; Chen, F.; Dickschat, J.S.
    Terpene cyclases from social amoebae (2016), Angew. Chem. Int. Ed. Engl., 55, 15420-15423.
    View publication on PubMed

Organism

Organism UniProt Comment Textmining
Dictyostelium discoideum Q54P86
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate no activity with geranyl diphosphate and geranylgeranyl diphosphate. The biosynthesis of (2S,3R,6S,9S)-(-)-protoillud-7-ene starts by 1,11-cyclization of (2E,6E)-farnesyl diphosphate to the humulyl cation. A 1,2-hydride shift and cyclization furnishes the protoilludyl cation that yields (2S,3R,6S,9S)-(-)-protoillud-7-ene upon deprotonation, while pentalenene is formed by dyotropic rearrangement and deprotonation Dictyostelium discoideum (2S,3R,6S,9S)-(-)-protoillud-7-ene + diphosphate the major product is the sequiterpene (2S,3R,6S,9S)-(–)-protoillud-7-ene. Traces of pentalenene are also formed. (2S,3R,6S,9S)-(–)-protoillud-7-ene i.e. (2aS,4aS,7aS,7bR)-3,6,6,7b-tetramethyl-2,2a,4a,5,6,7,7a,7b-octahydro-1H-cyclobuta[e]indene ?

Synonyms

Synonyms Comment Organism
TPS6
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Dictyostelium discoideum