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Literature summary extracted from

  • Croteau, R.; Miyazaki, J.H.; Wheeler, C.J.
    Monoterpene biosynthesis: mechanistic evaluation of the geranyl pyrophosphate:(-)-endo-fenchol cyclase from fennel (Foeniculum vulgare) (1989), Arch. Biochem. Biophys., 269, 507-516.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.2.3.10 2,3-cyclopropylgeranyl diphosphate competitive inhibitor Anethum foeniculum
4.2.3.10 2-Fluorogeranyl diphosphate effective competitive inhibitor Anethum foeniculum
4.2.3.10 2-fluorolinalyl diphosphate effective competitive inhibitor Anethum foeniculum
4.2.3.10 6,7-dihydrogeranyl diphosphate competitive inhibitor Anethum foeniculum
4.2.3.10 additional information synergistic effect of sulfonium analog inorganic diphosphate combinations in the inhibition of fenchol cyclase Anethum foeniculum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.2.3.10 0.006
-
 geranyl diphosphate
-
 Anethum foeniculum
4.2.3.10 0.02
-
 2,3-cyclopropylgeranyl diphosphate pH 6.5, 30°C Anethum foeniculum
4.2.3.10 0.025
-
 6,7-dihydrogeranyl diphosphate pH 6.5, 30°C Anethum foeniculum

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
4.2.3.10 Mn2+ Mn2+-dependent formation of ether-soluble products from 6,7-dihydrogeranyl diphosphate Anethum foeniculum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.2.3.10 geranyl diphosphate Anethum foeniculum
-
 (-)-endo-fenchol + diphosphate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
4.2.3.10 Anethum foeniculum
-
 M. var. vulgare
-

Reaction

EC Number Reaction Comment Organism Reaction ID
4.2.3.10 geranyl diphosphate + H2O = (-)-endo-fenchol + diphosphate reaction mechanism Anethum foeniculum
a
4.2.3.10 geranyl diphosphate + H2O = (-)-endo-fenchol + diphosphate (3R)-linalyl diphosphate is an intermediate in the reaction Anethum foeniculum
a

Source Tissue

EC Number Source Tissue Comment Organism Textmining
4.2.3.10 leaf young emerging leaves from 30-day-old plants Anethum foeniculum
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.3.10 2,3-cyclopropylgeranyl diphosphate at 53% of the rate of conversion of geranyl diphosphate, formation of ether-soluble products Anethum foeniculum ?
-
 ?
4.2.3.10 6,7-dihydrogeranyl diphosphate at 35% of the rate of conversion of geranyl diphosphate, formation of ether-soluble products Anethum foeniculum ?
-
 ?
4.2.3.10 dimethylallyl diphosphate at the same rate as the cyclization of geranyl diphosphate Anethum foeniculum dimethylallyl alcohol + diphosphate
-
 ?
4.2.3.10 farnesyl diphosphate at 25% of the rate of conversion of geranyl diphosphate, formation of ether-soluble products Anethum foeniculum ?
-
 ?
4.2.3.10 geranyl diphosphate
-
 Anethum foeniculum (-)-endo-fenchol + diphosphate
-
 ?
4.2.3.10 geranyl diphosphate mechanism of the isomerization-cyclization reaction Anethum foeniculum (-)-endo-fenchol + diphosphate
-
 ?
4.2.3.10 geranyl diphosphate (3R)-linalyl diphosphate is an intermediate in the reaction Anethum foeniculum (-)-endo-fenchol + diphosphate
-
 ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.2.3.10 30
-
 assay at Anethum foeniculum

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.2.3.10 6.5
-
 assay at Anethum foeniculum

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
4.2.3.10 additional information
-
 additional information
-
 Anethum foeniculum
4.2.3.10 0.01
-
 2-Fluorogeranyl diphosphate pH 6.5, 30°C Anethum foeniculum
4.2.3.10 0.013
-
 2-fluorolinalyl diphosphate pH 6.5, 30°C Anethum foeniculum
4.2.3.10 0.035
-
 2,3-cyclopropylgeranyl diphosphate pH 6.5, 30°C Anethum foeniculum
4.2.3.10 0.04
-
 6,7-dihydrogeranyl diphosphate pH 6.5, 30°C Anethum foeniculum