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Literature summary for 4.2.3.108 extracted from

  • Croteau, R.; Alonso, W.R.; Koepp, A.E.; Johnson, M.A.
    Biosynthesis of monoterpenes: partial purification, characterization, and mechanism of action of 1,8-cineole synthase (1994), Arch. Biochem. Biophys., 309, 184-192.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
2-Fluorogeranyl diphosphate competitive Salvia officinalis
2-fluorolinalyl diphosphate competitive Salvia officinalis
4-hydroxymercuribenzoate inhibition is reversed by presence of cysteine Salvia officinalis
benzyl bromide
-
Salvia officinalis
diethyl dicarbonate inhibition is reversed by presence of hydroxylamine Salvia officinalis

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0011
-
geranyl diphosphate pH 6.3, 30°C Salvia officinalis
0.002
-
(3R)-linalyl diphosphate pH 6.3, 30°C Salvia officinalis
0.0042
-
(3S)-linalyl diphosphate pH 6.3, 30°C Salvia officinalis
0.0045
-
neryl diphosphate pH 6.3, 30°C Salvia officinalis

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ or Mn2+, absolutely required. Km value 5 mM Salvia officinalis
Mn2+ or Mg2+, absolutely required. Km value 0.3 mM Salvia officinalis

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
60000
-
gel filtration Salvia officinalis

Organic Solvent Stability

Organic Solvent Comment Organism
Glycerol 10%, improves stability during the assay Salvia officinalis

Organism

Organism UniProt Comment Textmining
Salvia officinalis O81191
-
-

Purification (Commentary)

Purification (Comment) Organism
partial Salvia officinalis

Reaction

Reaction Comment Organism Reaction ID
geranyl diphosphate + H2O = 1,8-cineole + diphosphate substrate in left-hynded screw-sense orientation isomerizes to (3R)-linalyl diphosphate which in anti,endo-conformation cyclizes to the (4R)-alpha-terpinyl intermediate and thence to cineole following the addition of water Salvia officinalis

Source Tissue

Source Tissue Comment Organism Textmining
secretory cell
-
Salvia officinalis
-
trichome glandular trichome Salvia officinalis
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(3R)-linalyl diphosphate + H2O
-
Salvia officinalis ? + diphosphate
-
?
(3S)-linalyl diphosphate + H2O
-
Salvia officinalis ? + diphosphate
-
?
geranyl diphosphate + H2O
-
Salvia officinalis 1,8-cineole + diphosphate water is the sole source of the ether oxygen atom of 1,8-cineole ?
neryl diphosphate + H2O
-
Salvia officinalis ? + diphosphate
-
?

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.3
-
-
Salvia officinalis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0032
-
2-Fluorogeranyl diphosphate pH 6.3, 30°C Salvia officinalis
0.0048
-
2-fluorolinalyl diphosphate pH 6.3, 30°C Salvia officinalis
0.005
-
4-hydroxymercuribenzoate pH 6.3, 30°C Salvia officinalis
0.3
-
diethyl dicarbonate pH 6.3, 30°C Salvia officinalis
0.85
-
benzyl bromide pH 6.3, 30°C Salvia officinalis

pI Value

Organism Comment pI Value Maximum pI Value
Salvia officinalis isoelectric focusing
-
4.6