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Literature summary for 4.2.3.121 extracted from

  • Croteau, R.; Satterwhite, D.M.; Wheeler, C.J.; Felton, N.M.
    Biosynthesis of monoterpenes: Stereochemistry of the enzymatic cyclization of geranyl pyrophosphate to (+)-alpha- and (-)beta-pinene (1989), J. Biol. Chem., 264, 2075-2080.
    View publication on PubMed

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
100000
-
gel filtration Salvia officinalis

Organism

Organism UniProt Comment Textmining
Salvia officinalis
-
-
-

Purification (Commentary)

Purification (Comment) Organism
partial Salvia officinalis

Source Tissue

Source Tissue Comment Organism Textmining
leaf
-
Salvia officinalis
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
geranyl diphosphate
-
Salvia officinalis (+)-alpha-pinene + diphosphate reaction proceeds stereoselectively to (+)-borneol, which is oxidised to (+)-camphor. Configuration at C1 of geranyl pyrophosphate is retained in the enzymatic transformations. The 1-proR-hydrogen of neryl diphosphate gives rise to the exo-alpha-hydrogen of (+)-camphor, and the 1-proS-hydrogen to the endo-alpha-hydrogen, whereas the 1-proS-hydrogen of this precursor gives rise to the exo-alpha-hydrogen of the enantiomeric (-)-camphor, and the 1-proR-hydrogen to the endo-alpha-hydrogen. The configuration at C1 of neryl pyrophosphate is inverted in the cyclizations to alpha- and beta-pinene, and fully consistent with the cyclization model ?