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Literature summary for 4.1.99.16 extracted from

  • Jiang, J.; Cane, D.E.
    Geosmin biosynthesis. Mechanism of the fragmentation-rearrangement in the conversion of germacradienol to geosmin (2008), J. Am. Chem. Soc., 130, 428-429.
    View publication on PubMedView publication on EuropePMC

Organism

Organism UniProt Comment Textmining
Streptomyces coelicolor Q9X839 C-terminal domain; germacradienol/germacrene D synthase
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Reaction

Reaction Comment Organism Reaction ID
(1E,4S,5E,7R)-germacra-1(10),5-dien-11-ol + H2O = (-)-geosmin + acetone conversion of germacradienol to geosmin results in the release of the three-carbon side chain as acetone and involves a 1,2-hydride shift of the bridgehead hydrogen exclusively into ring B of geosmin Streptomyces coelicolor

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(1E,4S,5E,7R)-germacra-1(10),5-dien-11-ol + H2O catalysed by the C-terminal domain of the bifunctional enzyme Streptomyces coelicolor (-)-geosmin + acetone
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additional information conversion of germacradienol to geosmin results in the release of the three-carbon side chain as acetone and involves a 1,2-hydride shift of the bridgehead hydrogen exclusively into ring B of geosmin Streptomyces coelicolor ?
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