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Literature summary extracted from

  • Rinkel, J.; Rabe, P.; Garbeva, P.; Dickschat, J.S.
    Lessons from 1,3-hydride shifts in sesquiterpene cyclizations (2016), Angew. Chem. Int. Ed. Engl., 55, 13593-13596.
    View publication on PubMed

Organism

EC Number Organism UniProt Comment Textmining
4.2.3.162 Streptomyces viridochromogenes
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 UniParc: UPI0001B4D949
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4.2.3.162 Streptomyces viridochromogenes DSM 40736
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 UniParc: UPI0001B4D949
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4.2.3.163 Kitasatospora setae E4N7E5
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4.2.3.163 Kitasatospora setae DSM 43861 E4N7E5
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4.2.3.171 Kitasatospora setae E4N7E5
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4.2.3.171 Kitasatospora setae DSM 43861 E4N7E5
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-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.3.162 (2E,6E)-farnesyl diphosphate (-)-alpha-amorphene i.e. (1S,4aR,8aS)-4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,6,8a-hexahydronaphthalene. Initial 1,6-cyclisation. Incubations with geranyl diphosphate and geranylgeranyl diphosphate gives no products Streptomyces viridochromogenes (-)-alpha-amorphene + diphosphate
-
 ?
4.2.3.162 (2E,6E)-farnesyl diphosphate (-)-alpha-amorphene i.e. (1S,4aR,8aS)-4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,6,8a-hexahydronaphthalene. Initial 1,6-cyclisation. Incubations with geranyl diphosphate and geranylgeranyl diphosphate gives no products Streptomyces viridochromogenes DSM 40736 (-)-alpha-amorphene + diphosphate
-
 ?
4.2.3.163 (2E,6E)-farnesyl diphosphate + H2O (+)-corvol ether B i.e. (1S*,3R*,5aR*,6S*,8aR*)-3,6-dimethyl-1-(propan-2-yl)hexahydro-1H,3H-3,8a-methanocyclopenta[c]oxepine, corvol ether is formed through reprotonation of the neutral intermediate Kitasatospora setae (+)-corvol ether B + diphosphate
-
 ?
4.2.3.163 (2E,6E)-farnesyl diphosphate + H2O (+)-corvol ether B i.e. (1S*,3R*,5aR*,6S*,8aR*)-3,6-dimethyl-1-(propan-2-yl)hexahydro-1H,3H-3,8a-methanocyclopenta[c]oxepine, corvol ether is formed through reprotonation of the neutral intermediate Kitasatospora setae DSM 43861 (+)-corvol ether B + diphosphate
-
 ?
4.2.3.171 (2E,6E)-farnesyl diphosphate + H2O (+)-corvol ether A i.e. (1R*,4S*,4aR*,7R*,8aR*)-4,7-dimethyl-1-(propan-2-yl)decahydro-1,7-epoxynaphthalene. The corvol ether is formed through reprotonation of the neutral intermediate Kitasatospora setae (+)-corvol ether A + diphosphate
-
 ?
4.2.3.171 (2E,6E)-farnesyl diphosphate + H2O (+)-corvol ether A i.e. (1R*,4S*,4aR*,7R*,8aR*)-4,7-dimethyl-1-(propan-2-yl)decahydro-1,7-epoxynaphthalene. The corvol ether is formed through reprotonation of the neutral intermediate Kitasatospora setae DSM 43861 (+)-corvol ether A + diphosphate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
4.2.3.163 KSE_12950
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 Kitasatospora setae
4.2.3.171 KSE_12950
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 Kitasatospora setae