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Literature summary for 5.5.1.8 extracted from

  • Weitman, M.; Major, D.T.
    Challenges posed to bornyl diphosphate synthase: diverging reaction mechanisms in monoterpenes (2010), J. Am. Chem. Soc., 132, 6349-6360.
    View publication on PubMed

Organism

Organism UniProt Comment Textmining
Salvia officinalis O81192
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
geranyl diphosphate
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Salvia officinalis (+)-bornyl diphosphate
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additional information the reaction mechanism in BPPS involves the following steps: binding of geranyl diphospahte, metal-activated ionization to yield an allylic transoid carbocation, formation of (3R)-linalyl diphosphate, rotation around the C2-C3 bond and ionization to generate a cisoid allylic cation in the reactive conformation, cyclization to form a (4R)-R-terpinyl cation, further cyclization to yield (+)-2-bornyl cation, and reincorporation of the diphosphate by the (+)-2-bornyl carbocation, to yield the final product (+)-bornyl diphosphate in ca. 75% yield Salvia officinalis ?
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Synonyms

Synonyms Comment Organism
(+)-bornyl diphosphate synthase
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Salvia officinalis
BPPS
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Salvia officinalis