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Literature summary for 4.2.3.108 extracted from

  • Wise, M.L.; Urbansky, M.; Helms, G.L.; Coates, R.M.; Croteau, R.
    Syn stereochemistry of cyclic ether formation in 1,8-cineole biosynthesis catalyzed by recombinant synthase from Salvia officinalis (2002), J. Am. Chem. Soc., 124, 8546-8547.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
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Salvia officinalis

Organism

Organism UniProt Comment Textmining
Salvia officinalis O81191
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Reaction

Reaction Comment Organism Reaction ID
geranyl diphosphate + H2O = 1,8-cineole + diphosphate syn-stereochemistry for both C-O-bond-forming steps. Reaction starts with allylic rearrangement of geranyl diphosphate to (R)-linalyl diphosphate, followed by SN' cyclization to alpha-terpineol and proton-induced cyclization of the C=C-double bond and the tertiary hydroxyl groups Salvia officinalis