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Literature summary extracted from

  • McGeady, P.; Croteau, R.
    Isolation and characterization of an active-site peptide from a monoterpene cyclase labeled with a mechanism-based inhibitor (1995), Arch. Biochem. Biophys., 317, 149-155.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.2.3.119 (+)-(1R)-N,N,4-trimethyl-3-cyclohexenamine aza-analogue of terpenyl cation, uncompetitive Salvia officinalis
4.2.3.119 (+)-dimethyl-[(1R)-4-methylcyclohex-3-en-1-yl]sulfonium iodide thia-analogue of terpenyl cation, uncompetitive Salvia officinalis
4.2.3.119 (-)-(1S)-N,N,4-trimethyl-3-cyclohexenamine aza-analogue of terpenyl cation, uncompetitive Salvia officinalis
4.2.3.119 (-)-dimethyl-[(1S)-4-methylcyclohex-3-en-1-yl]sulfonium iodide thia-analogue of terpenyl cation, uncompetitive Salvia officinalis
4.2.3.121 (+)-(1R)-N,N,4-trimethyl-3-cyclohexenamine aza-analogue of terpenyl cation, uncompetitive Salvia officinalis
4.2.3.121 (+)-dimethyl-[(1R)-4-methylcyclohex-3-en-1-yl]sulfonium iodide thia-analogue of terpenyl cation, uncompetitive/noncompetitive Salvia officinalis
4.2.3.121 (-)-(1S)-N,N,4-trimethyl-3-cyclohexenamine aza-analogue of terpenyl cation, uncompetitive Salvia officinalis
4.2.3.121 (-)-dimethyl-[(1S)-4-methylcyclohex-3-en-1-yl]sulfonium iodide thia-analogue of terpenyl cation, uncompetitive/noncompetitve Salvia officinalis
4.2.3.122 (+)-(1R)-N,N,4-trimethyl-3-cyclohexenamine aza-analogue of terpenyl cation, uncompetitive Salvia officinalis
4.2.3.122 (+)-dimethyl-[(1R)-4-methylcyclohex-3-en-1-yl]sulfonium iodide thia-analogue of terpenyl cation, uncompetitive Salvia officinalis
4.2.3.122 (-)-(1S)-N,N,4-trimethyl-3-cyclohexenamine aza-analogue of terpenyl cation, uncompetitive Salvia officinalis
4.2.3.122 (-)-dimethyl-[(1S)-4-methylcyclohex-3-en-1-yl]sulfonium iodide thia-analogue of terpenyl cation, uncompetitive Salvia officinalis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.2.3.119 0.0016
-
 geranyl diphosphate pH 6.8, 31°C Salvia officinalis
4.2.3.119 0.009
-
 (RS)-alpha-terpinyl diphosphate pH 6.8, 31°C Salvia officinalis
4.2.3.121 0.001
-
 geranyl diphosphate pH 5.8, 31°C Salvia officinalis
4.2.3.121 0.0025
-
 (RS)-alpha-terpinyl diphosphate pH 5.8, 31°C Salvia officinalis
4.2.3.122 0.0016
-
 geranyl diphosphate pH 6.8, 31°C Salvia officinalis
4.2.3.122 0.009
-
 (RS)-alpha-terpinyl diphosphate pH 6.8, 31°C Salvia officinalis

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
4.2.3.119 Mg2+ preferred divalent cation, Km value about 3 mM Salvia officinalis
4.2.3.121 Mg2+ preferred divalent cation, Km value about 3 mM Salvia officinalis
4.2.3.122 Mg2+ preferred divalent cation, Km value about 3 mM Salvia officinalis

Organism

EC Number Organism UniProt Comment Textmining
4.2.3.119 Salvia officinalis
-
-
-
4.2.3.121 Salvia officinalis
-
-
-
4.2.3.122 Salvia officinalis
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.2.3.122 partial Salvia officinalis

Source Tissue

EC Number Source Tissue Comment Organism Textmining
4.2.3.122 leaf
-
 Salvia officinalis
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.3.119 (RS)-alpha-terpinyl diphosphate
-
 Salvia officinalis limonene + diphosphate about 90% limonene, 10% terpinolene ?
4.2.3.119 geranyl diphosphate
-
 Salvia officinalis (-)-alpha-pinene + diphosphate reaction proceeds via (3S)-linalyl diphosphate and the (4S)-alpha-terpinyl cation. Products are (-)-alpha-pinene, (-)-beta-pinene and lesser amounts of related olefins ?
4.2.3.121 (RS)-alpha-terpinyl diphosphate
-
 Salvia officinalis limonene + diphosphate about 90% limonene, 10% terpinolene ?
4.2.3.121 geranyl diphosphate
-
 Salvia officinalis (+)-alpha-pinene + diphosphate reaction proceeds via (3R)-linalyl diphosphate and the (4R)-alpha-terpinyl cation. Products are (+)-alpha-pinene, and lesser amounts of related olefins ?
4.2.3.122 (RS)-alpha-terpinyl diphosphate
-
 Salvia officinalis limonene + diphosphate about 90% limonene, 10% terpinolene. Enzyme is unable to discriminate between enantiomers of alpha-terpinyl diphosphate ?
4.2.3.122 geranyl diphosphate
-
 Salvia officinalis (+)-alpha-pinene + diphosphate reaction proceeds via (3R)-linalyl diphosphate and the (4R)-alpha-terpinyl cation. Products are (+)-alpha-pinene, and lesser amounts of related olefins ?

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
4.2.3.119 0.0016
-
 (-)-(1S)-N,N,4-trimethyl-3-cyclohexenamine pH 6.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.119 0.0031
-
 (+)-dimethyl-[(1R)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 6.8, 31°C Salvia officinalis
4.2.3.119 0.0046
-
 (+)-(1R)-N,N,4-trimethyl-3-cyclohexenamine pH 6.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.119 0.0063
-
 (-)-dimethyl-[(1S)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 6.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.119 0.007
-
 (+)-dimethyl-[(1R)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 6.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.119 0.0087
-
 (-)-dimethyl-[(1S)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 6.8, 31°C Salvia officinalis
4.2.3.121 0.0007
-
 (-)-(1S)-N,N,4-trimethyl-3-cyclohexenamine pH 5.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.121 0.001
-
 (+)-(1R)-N,N,4-trimethyl-3-cyclohexenamine pH 5.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.121 0.0011
-
 (-)-(1S)-N,N,4-trimethyl-3-cyclohexenamine pH 5.8, 31°C Salvia officinalis
4.2.3.121 0.002
-
 (+)-(1R)-N,N,4-trimethyl-3-cyclohexenamine pH 5.8, 31°C Salvia officinalis
4.2.3.121 0.004
-
 (-)-dimethyl-[(1S)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 5.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.121 0.0058
-
 (+)-dimethyl-[(1R)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 5.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.121 0.0071
-
 (-)-dimethyl-[(1S)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 5.8, 31°C Salvia officinalis
4.2.3.121 0.0092
-
 (+)-dimethyl-[(1R)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 5.8, 31°C Salvia officinalis
4.2.3.122 0.0007
-
 (-)-(1S)-N,N,4-trimethyl-3-cyclohexenamine pH 6.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.122 0.001
-
 (+)-(1R)-N,N,4-trimethyl-3-cyclohexenamine pH 6.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.122 0.0011
-
 (-)-(1S)-N,N,4-trimethyl-3-cyclohexenamine pH 6.8, 31°C Salvia officinalis
4.2.3.122 0.002
-
 (+)-(1R)-N,N,4-trimethyl-3-cyclohexenamine pH 6.8, 31°C Salvia officinalis
4.2.3.122 0.004
-
 (-)-dimethyl-[(1S)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 6.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.122 0.0058
-
 (+)-dimethyl-[(1R)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 6.8, 31°C, presence of diphosphate Salvia officinalis
4.2.3.122 0.0071
-
 (-)-dimethyl-[(1S)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 6.8, 31°C Salvia officinalis
4.2.3.122 0.0092
-
 (+)-dimethyl-[(1R)-4-methylcyclohex-3-en-1-yl]sulfonium iodide pH 6.8, 31°C Salvia officinalis