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Literature summary 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

EC Number Inhibitors Comment Organism Structure
4.2.3.108 2-Fluorogeranyl diphosphate competitive Salvia officinalis
4.2.3.108 2-fluorolinalyl diphosphate competitive Salvia officinalis
4.2.3.108 4-hydroxymercuribenzoate inhibition is reversed by presence of cysteine Salvia officinalis
4.2.3.108 benzyl bromide
-
 Salvia officinalis
4.2.3.108 diethyl dicarbonate inhibition is reversed by presence of hydroxylamine Salvia officinalis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.2.3.108 0.0011
-
 geranyl diphosphate pH 6.3, 30°C Salvia officinalis
4.2.3.108 0.002
-
 (3R)-linalyl diphosphate pH 6.3, 30°C Salvia officinalis
4.2.3.108 0.0042
-
 (3S)-linalyl diphosphate pH 6.3, 30°C Salvia officinalis
4.2.3.108 0.0045
-
 neryl diphosphate pH 6.3, 30°C Salvia officinalis

Metals/Ions

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

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
4.2.3.108 60000
-
 gel filtration Salvia officinalis

Organic Solvent Stability

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

Organism

EC Number Organism UniProt Comment Textmining
4.2.3.108 Salvia officinalis O81191
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.2.3.108 partial Salvia officinalis

Reaction

EC Number Reaction Comment Organism Reaction ID
4.2.3.108 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
a

Source Tissue

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

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.3.108 (3R)-linalyl diphosphate + H2O
-
 Salvia officinalis ? + diphosphate
-
 ?
4.2.3.108 (3S)-linalyl diphosphate + H2O
-
 Salvia officinalis ? + diphosphate
-
 ?
4.2.3.108 geranyl diphosphate + H2O
-
 Salvia officinalis 1,8-cineole + diphosphate water is the sole source of the ether oxygen atom of 1,8-cineole ?
4.2.3.108 neryl diphosphate + H2O
-
 Salvia officinalis ? + diphosphate
-
 ?

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.2.3.108 6.3
-
-
 Salvia officinalis

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
4.2.3.108 0.0032
-
 2-Fluorogeranyl diphosphate pH 6.3, 30°C Salvia officinalis
4.2.3.108 0.0048
-
 2-fluorolinalyl diphosphate pH 6.3, 30°C Salvia officinalis
4.2.3.108 0.005
-
 4-hydroxymercuribenzoate pH 6.3, 30°C Salvia officinalis
4.2.3.108 0.3
-
 diethyl dicarbonate pH 6.3, 30°C Salvia officinalis
4.2.3.108 0.85
-
 benzyl bromide pH 6.3, 30°C Salvia officinalis

pI Value

EC Number Organism Comment pI Value Maximum pI Value
4.2.3.108 Salvia officinalis isoelectric focusing
-
 4.6