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Literature summary for 5.5.1.8 extracted from

  • Croteau, R.; Felton, N.M.; Wheeler, C.J.
    Stereochemistry at C-1 of geranyl pyrophosphate and neryl pyrophosphate in the cyclization to (+)- and (-)-bornyl pyrophosphate (1985), J. Biol. Chem., 260, 5956-5962.
    View publication on PubMed

Organism

Organism UniProt Comment Textmining
Salvia officinalis
-
-
-
Tanacetum vulgare
-
-
-

Reaction

Reaction Comment Organism Reaction ID
geranyl diphosphate = (+)-bornyl diphosphate mechanism Salvia officinalis
geranyl diphosphate = (+)-bornyl diphosphate mechanism Tanacetum vulgare
geranyl diphosphate = (+)-bornyl diphosphate geranyl diphosphate is first stereospecifically isomerized to linalyl diphosphate which, following rotation about C-2-B-3 to the cisoid conformer, cyclizes from the anti-endo configuration. Neryl diphosphate cyclizes either directly or via the linalyl intermediate without the attendant rotation Salvia officinalis
geranyl diphosphate = (+)-bornyl diphosphate geranyl diphosphate is first stereospecifically isomerized to linalyl diphosphate which, following rotation about C-2-B-3 to the cisoid conformer, cyclizes from the anti-endo configuration. Neryl diphosphate cyclizes either directly or via the linalyl intermediate without the attendant rotation Tanacetum vulgare

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
Geranyl diphosphate
-
Salvia officinalis (+)-Bornyl-diphosphate
-
?
Geranyl diphosphate
-
Tanacetum vulgare (-)-Bornyl-diphosphate
-
?