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Literature summary extracted from

  • Mangla, A.T.; Nes, W.D.
    Sterol C-methyl transferase from Prototheca wickerhamii mechanism, sterol specificity and inhibition (2000), Bioorg. Med. Chem., 8, 925-936.
    View publication on PubMed

Application

EC Number Application Comment Organism
2.1.1.142 synthesis rational drug target design based on structure-function-relation Prototheca wickerhamii

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.1.1.142 24(28)-methylenecycloartenol
-
 Prototheca wickerhamii
2.1.1.142 25-Azacycloartenol
-
 Prototheca wickerhamii
2.1.1.142 cyclolaudanol
-
 Prototheca wickerhamii
2.1.1.142 ergosterol
-
 Prototheca wickerhamii
2.1.1.142 additional information non-competitive inhibitors are ammonium group substituted for carbon at C25, C24, C23 and C22; overview, diverse substrate and transition state analogues Prototheca wickerhamii

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.1.1.142 additional information
-
 additional information overview Prototheca wickerhamii
2.1.1.142 0.028
-
 Cycloartenol
-
 Prototheca wickerhamii
2.1.1.142 0.03
-
 Cycloartenol
-
 Prototheca wickerhamii
2.1.1.142 0.038
-
 Zymosterol
-
 Prototheca wickerhamii
2.1.1.142 0.063
-
 desmosterol
-
 Prototheca wickerhamii
2.1.1.142 0.1
-
 cholesta-5,20(22)E,24-trienol
-
 Prototheca wickerhamii
2.1.1.142 0.112
-
 cholesta-5,7,22E,24-tetraenol
-
 Prototheca wickerhamii
2.1.1.142 0.125
-
 14alpha-methylzymosterol
-
 Prototheca wickerhamii
2.1.1.142 0.176
-
 lanosterol
-
 Prototheca wickerhamii
2.1.1.142 0.276
-
 cholesta-5,20(22)E,24-trienol
-
 Prototheca wickerhamii
2.1.1.142 0.61
-
 31-norcycloartenol
-
 Prototheca wickerhamii
2.1.1.142 0.8
-
 parkeol
-
 Prototheca wickerhamii
2.1.1.142 0.97
-
 30,31-dinorcycloartenol
-
 Prototheca wickerhamii

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
2.1.1.142 membrane
-
 Prototheca wickerhamii 16020
-

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
2.1.1.142 154000
-
 gel filtration Prototheca wickerhamii

Natural Substrates/ Products (Substrates)

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

Organism

EC Number Organism UniProt Comment Textmining
2.1.1.142 Prototheca wickerhamii
-
-
-
2.1.1.142 Prototheca wickerhamii
-
 algae
-

Reaction

EC Number Reaction Comment Organism Reaction ID
2.1.1.142 S-adenosyl-L-methionine + cycloartenol = S-adenosyl-L-homocysteine + cyclolaudenol mechanism Prototheca wickerhamii
a
2.1.1.142 S-adenosyl-L-methionine + cycloartenol = S-adenosyl-L-homocysteine + cyclolaudenol structure-function relationship Prototheca wickerhamii
a
2.1.1.142 S-adenosyl-L-methionine + cycloartenol = S-adenosyl-L-homocysteine + cyclolaudenol mechanism, S-adenosyl-L-methionine mehtylates the Si face of the 24(25)-double bond with elimination of a hydrogen atom from the pro-Z methyl group at C-25 Prototheca wickerhamii
a
2.1.1.142 S-adenosyl-L-methionine + cycloartenol = S-adenosyl-L-homocysteine + cyclolaudenol kinetic and inhibition mechanism Prototheca wickerhamii
a
2.1.1.142 S-adenosyl-L-methionine + cycloartenol = S-adenosyl-L-homocysteine + cyclolaudenol steric substrate preferences: 3beta-hydroxy group, planar nucleus, side chain orientated into right-handed structure Prototheca wickerhamii
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.1.1.142 cycloartenol + S-adenosyl-L-methionine
-
 Prototheca wickerhamii 24-methylenecycloartanol + S-adenosyl-L-homocysteine
-
 ?
2.1.1.142 desmosterol + S-adenosyl-L-methionine
-
 Prototheca wickerhamii ?
-
 ?
2.1.1.142 lanosterol + S-adenosyl-L-methionine regiospecific Prototheca wickerhamii 24-methylene-24,25-dihydrolanosterol + S-adenosyl-L-homocysteine
-
 ?
2.1.1.142 S-adenosyl-L-methionine + 14alpha-methylzymosterol
-
 Prototheca wickerhamii S-adenosyl-L-homocysteine + ?
-
 ?
2.1.1.142 S-adenosyl-L-methionine + 30,31-dinorcycloartenol
-
 Prototheca wickerhamii S-adenosyl-L-homocysteine + ?
-
 ?
2.1.1.142 S-adenosyl-L-methionine + 31-norcycloartenol
-
 Prototheca wickerhamii S-adenosyl-L-homocysteine + ?
-
 ?
2.1.1.142 S-adenosyl-L-methionine + cholesta-5,20(22)E,24-trienol
-
 Prototheca wickerhamii S-adenosyl-L-homocysteine + ?
-
 ?
2.1.1.142 S-adenosyl-L-methionine + cholesta-5,7,22E,24-tetraenol
-
 Prototheca wickerhamii S-adenosyl-L-homocysteine + ?
-
 ?
2.1.1.142 S-adenosyl-L-methionine + cycloartenol
-
 Prototheca wickerhamii S-adenosyl-L-homocysteine + (24R)-24-methylcycloart-25-en-3beta-ol
-
 ?
2.1.1.142 S-adenosyl-L-methionine + cycloartenol
-
 Prototheca wickerhamii S-adenosyl-L-homocysteine + cyclolaudenol
-
 ?
2.1.1.142 S-adenosyl-L-methionine + lanosterol
-
 Prototheca wickerhamii S-adenosyl-L-homocysteine + ?
-
 ?
2.1.1.142 S-adenosyl-L-methionine + parkeol
-
 Prototheca wickerhamii S-adenosyl-L-homocysteine + ?
-
 ?
2.1.1.142 S-adenosyl-L-methionine + zymosterol
-
 Prototheca wickerhamii S-adenosyl-L-homocysteine + ?
-
 ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.1.1.142 35
-
 assay at Prototheca wickerhamii

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.1.1.142 7.5 8 assay at Prototheca wickerhamii

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.1.1.142 additional information
-
 additional information overview, diverse substrate and transition state analogues Prototheca wickerhamii
2.1.1.142 0.000002
-
 25-Azacycloartenol
-
 Prototheca wickerhamii
2.1.1.142 0.023
-
 cyclolaudanol
-
 Prototheca wickerhamii
2.1.1.142 0.08
-
 ergosterol
-
 Prototheca wickerhamii
2.1.1.142 0.085
-
 24(28)-methylenecycloartenol
-
 Prototheca wickerhamii