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(2E,6E)-farnesyl-diphosphate diphosphate-lyase [cyclizing, (+)-(1(10)E,4E,6S,7R)-germacradien-6-ol-forming]
The enzyme has been identified in the bacterium Streptomyces pratensis. It is specific for (2E,6E)-farnesyl diphosphate.
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(2E,6E)-farnesyl diphosphate + H2O
(+)-(1(10)E,4E,6S,7R)-germacradien-6-ol + diphosphate
(2E,6E)-farnesyl diphosphate + H2O
(+)-(1(10)E,4E,6S,7R)-germacradien-6-ol + diphosphate
Substrates: -
Products: -
?
(2E,6E)-farnesyl diphosphate + H2O
(+)-(1(10)E,4E,6S,7R)-germacradien-6-ol + diphosphate
Substrates: the enzyme is specific for (2E,6E)-farnesyl diphosphate: No activity with geranyl diphosphate and geranylgeranyl diphosphate
Products: (+)-(1(10)E,4E,6S,7R)-germacradien-6-ol i.e. (1S,2E,6E,10R)-3,7-dimethyl-10-(propan-2-yl)cyclodeca-2,6-dien-1-ol. The product exists in different well-defined conformers that are observable by NMR at low temperatures
?
(2E,6E)-farnesyl diphosphate + H2O
(+)-(1(10)E,4E,6S,7R)-germacradien-6-ol + diphosphate
Substrates: -
Products: -
?
(2E,6E)-farnesyl diphosphate + H2O
(+)-(1(10)E,4E,6S,7R)-germacradien-6-ol + diphosphate
Substrates: the enzyme is specific for (2E,6E)-farnesyl diphosphate: No activity with geranyl diphosphate and geranylgeranyl diphosphate
Products: (+)-(1(10)E,4E,6S,7R)-germacradien-6-ol i.e. (1S,2E,6E,10R)-3,7-dimethyl-10-(propan-2-yl)cyclodeca-2,6-dien-1-ol. The product exists in different well-defined conformers that are observable by NMR at low temperatures
?
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(2E,6E)-farnesyl diphosphate + H2O
(+)-(1(10)E,4E,6S,7R)-germacradien-6-ol + diphosphate
(2E,6E)-farnesyl diphosphate + H2O
(+)-(1(10)E,4E,6S,7R)-germacradien-6-ol + diphosphate
Substrates: -
Products: -
?
(2E,6E)-farnesyl diphosphate + H2O
(+)-(1(10)E,4E,6S,7R)-germacradien-6-ol + diphosphate
Substrates: -
Products: -
?
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Rabe, P.; Barra, L.; Rinkel, J.; Riclea, R.; Citron, C.A.; Klapschinski, T.A.; Janusko, A.; Dickschat, J.S.
Conformational analysis, thermal rearrangement, and EI-MS fragmentation mechanism of (1(10)E,4E,6S,7R)-germacradien-6-ol by 13C-labeling experiments
Angew. Chem. Int. Ed. Engl.
54
13448-13451
2015
Streptomyces pratensis (E8W6C7), Streptomyces pratensis ATCC 33331 (E8W6C7)
brenda
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