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(2E,6E)-farnesyl-diphosphate diphosphate-lyase (cyclizing, (-)-alpha-amorphene-forming)
The enzyme, found in the bacterium Streptomyces viridochromogenes, is specific for (2E,6E)-farnesyl diphosphate and produces only (-)-alpha-amorphene.
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(2E,6E)-farnesyl diphosphate
(-)-alpha-amorphene + diphosphate
(2E,6E)-farnesyl diphosphate
?-amorphene + diphosphate
Substrates: -
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additional information
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(2E,6E)-farnesyl diphosphate
(-)-alpha-amorphene + diphosphate
Substrates: -
Products: -
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(2E,6E)-farnesyl diphosphate
(-)-alpha-amorphene + diphosphate
-
Substrates: (-)-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
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(2E,6E)-farnesyl diphosphate
(-)-alpha-amorphene + diphosphate
-
Substrates: (-)-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
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(2E,6E)-farnesyl diphosphate
(-)-alpha-amorphene + diphosphate
-
Substrates: (-)-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
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Substrates: no substrate: geranyl diphosphate
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additional information
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Substrates: no substrate: geranyl diphosphate
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additional information
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Substrates: enzyme SCNRRL3882_07041 is an alpha-amorphene synthase producing four side products, of which two are identified as gamma-muurolene and delta-amorphene, and two yet unknown products compound identification by GC-MS analysis
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additional information
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Substrates: enzyme SCNRRL3882_07041 is an alpha-amorphene synthase producing four side products, of which two are identified as gamma-muurolene and delta-amorphene, and two yet unknown products compound identification by GC-MS analysis
Products: -
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(2E,6E)-farnesyl diphosphate
(-)-alpha-amorphene + diphosphate
(2E,6E)-farnesyl diphosphate
(-)-alpha-amorphene + diphosphate
Substrates: -
Products: -
?
(2E,6E)-farnesyl diphosphate
(-)-alpha-amorphene + diphosphate
-
Substrates: (-)-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
Products: -
?
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Rabe, P.; Dickschat, J.S.
Rapid chemical characterization of bacterial terpene synthases
Angew. Chem. Int. Ed. Engl.
52
1810-1812
2013
Streptomyces viridochromogenes (D9XDR8), Streptomyces viridochromogenes DSM 40736 (D9XDR8)
brenda
Rinkel, J.; Rabe, P.; Garbeva, P.; Dickschat, J.S.
Lessons from 1,3-hydride shifts in sesquiterpene cyclizations
Angew. Chem. Int. Ed. Engl.
55
13593-13596
2016
Streptomyces viridochromogenes, Streptomyces viridochromogenes DSM 40736
brenda
Rabe, P.; Schmitz, T.; Dickschat, J.S.
Mechanistic investigations on six bacterial terpene cyclases
Beilstein J. Org. Chem.
12
1839-1850
2016
Streptomyces viridochromogenes
brenda
Kracht, O.N.; Correia Cordeiro, R.S.; Hakansson, M.; Stockmann, J.; Sander, D.; Bandow, J.; Senges, C.H.R.; Logan, D.T.; Kourist, R.
Discovery of three novel sesquiterpene synthases from Streptomyces chartreusis NRRL 3882 and crystal structure of an alpha-eudesmol synthase
J. Biotechnol.
297
71-77
2019
Streptomyces chartreusis, Streptomyces chartreusis (A0A2N9BKY0)
brenda
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