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Literature summary extracted from

  • Wang, J.; Liu, J.; Song, Z.; Nes, W.D.
    Sterol C24-methyltransferase: Mechanistic studies of the C-methylation reaction with 24-fluorocycloartenol (2008), Bioorg. Med. Chem. Lett., 18, 232-235.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.1.1.142 expressed in Escherichia coli Glycine max
2.1.1.142 expressed in Escherichia coli, critical 24H replaced by a fluorine atome Glycine max

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.1.1.142 24-bromocycloartenol competitive; competitive inhibitor relative to cycloartenol; time-dependent inhibition kinetics Glycine max
2.1.1.142 24-fluorocycloartenol allylic substrate analog, time-dependent inhibition kinetics, consistent with the action of a suicide substrate that irreversibly inactivates the enzyme; competitive, the electron-withdrawing alpha-fluorine substituent suppresses the rate of the C-methylation reaction Glycine max
2.1.1.142 24-thiacycloartenol
-
 Glycine max
2.1.1.142 26,27-dehydrocycloartenol
-
 Glycine max

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.1.1.142 0.03
-
 24-fluorocycloartenol pH 7.5, 35°C Glycine max
2.1.1.142 0.033
-
 24-fluorocycloartenol
-
 Glycine max
2.1.1.142 0.033
-
 24-fluorocycloartenol kinetic mechanism shown Glycine max

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
2.1.1.142 microsome
-
 Glycine max
-
-

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.1.1.142 Mg2+
-
 Glycine max

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.1.1.142 cycloartenol + S-adenosyl-L-methionine Glycine max
-
 (24S)-24-methylcycloart-25-en-3beta-ol + S-adenosyl-L-homocysteine
-
 ?
2.1.1.142 S-adenosyl-L-methionine + cycloartenol Glycine max
-
 S-adenosyl-L-homocysteine + 24-methylenecycloartanol
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.1.1.142 Glycine max
-
-
-
2.1.1.142 Glycine max
-
 isozyme SMT1
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.1.1.142 partially purified Glycine max
2.1.1.142 SDS-PAGE Glycine max

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.1.1.142 culture supernatant heterologously expressed in Escherichia coli Glycine max
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
2.1.1.142 additional information
-
 synthesis and kinetic analysis of the fluorinated substrate analog 24-fluorocycloartenol, electron-withdrawing alpha-fluorine substituent suppresses the rate of the C-methylation reaction by one order of magnitude, critical hydride shift of H24 to C25 to afford time-dependent enzyme inactivation prevented by analyzed substrate analog Glycine max

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.1.1.142 24-fluorocycloartenol + S-adenosyl-L-methionine allylic substrate analog Glycine max (24R)-24-methyl-24-fluoro-cycloart-25-en-3beta-ol + S-adenosyl-L-homocysteine
-
 ?
2.1.1.142 cycloartenol + S-adenosyl-L-methionine
-
 Glycine max (24S)-24-methylcycloart-25-en-3beta-ol + S-adenosyl-L-homocysteine
-
 ?
2.1.1.142 S-adenosyl-L-methionine + 24-fluorocycloartenol
-
 Glycine max S-adenosyl-L-homocysteine + ?
-
 ?
2.1.1.142 S-adenosyl-L-methionine + cycloartenol
-
 Glycine max S-adenosyl-L-homocysteine + 24-methylenecycloartanol
-
 ?
2.1.1.142 S-adenosyl-L-methionine + cycloartenol fluorine-modified sterol side chains designed to examine the electrophilic nature of the common C-methylation reaction affecting C1 and C2-activities, might retard C-methylation reaction to afford protein alkylation Glycine max S-adenosyl-L-homocysteine + 24-methylenecycloartanol
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.1.1.142 SMT
-
 Glycine max
2.1.1.142 SMT protein
-
 Glycine max
2.1.1.142 SMT1
-
 Glycine max
2.1.1.142 sterol 24-C methyltransferase
-
 Glycine max
2.1.1.142 sterol C-24 methyltransferase
-
 Glycine max

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.1.1.142 35
-
 assay at Glycine max
2.1.1.142 35
-
 inhibition assay at Glycine max

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.1.1.142 0.0003
-
 24-fluorocycloartenol pH 7.5, 35°C Glycine max
2.1.1.142 0.00033
-
 24-fluorocycloartenol
-
 Glycine max
2.1.1.142 0.01
-
 Cycloartenol pH 7.5, 35°C Glycine max

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.1.1.142 7.5
-
 assay at Glycine max

Cofactor

EC Number Cofactor Comment Organism Structure
2.1.1.142 S-adenosyl-L-methionine
-
 Glycine max

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.1.1.142 additional information
-
 additional information inhibition kinetics, overview Glycine max
2.1.1.142 0.032
-
 24-fluorocycloartenol competitive inhibition, concentration of substrate analogs varied at 5, 15, 25, and 50 microM Glycine max
2.1.1.142 0.032
-
 24-fluorocycloartenol pH 7.5, 35°C, versus cycloartenol Glycine max
2.1.1.142 0.036
-
 24-bromocycloartenol
-
 Glycine max
2.1.1.142 0.036
-
 24-bromocycloartenol competitive inhibition, concentration of substrate analogs varied at 5, 15, 25, and 50 microM Glycine max
2.1.1.142 0.036
-
 24-bromocycloartenol pH 7.5, 35°C, versus cycloartenol Glycine max