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Literature summary for 1.14.14.154 extracted from
- The 4beta-methyl group of substrate does not affect the activity of lanosterol 14alpha-demethylase (P-45014DM) of yeast: Difference between the substrate recognition by yeast and plant sterol 14alpha-demethylases (1992), Biochem. Biophys. Res. Commun., 183, 1266-1272.
Activating Compound
| Activating Compound | Comment | Organism | Structure |
|---|---|---|---|
| Cycloartenol | activation of enzymatic reaction | Saccharomyces cerevisiae |  |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 24,25-dihydrolanosterol | 16.4% inhibition of obtusifoliol 14alpha-demethylation | Saccharomyces cerevisiae | |
| 24-methylene-24,25-dihydrolanosterol | 47.4% inhibition of obtusifoliol 14alpha-demethylation | Saccharomyces cerevisiae | |
| lanosterol | 53.1% inhibition of obtusifoliol 14alpha-demethylation | Saccharomyces cerevisiae | |
| additional information | no inhibition by 24,28-dihydroobtusifoliol | Saccharomyces cerevisiae | |
| obtusifoliol | 24.4% inhibition of 24,25-dihydrolanosterol, DHL, demethylation, no inhibition of lanosterol and 24-methylene-24,25-dihydrolanosterol demethylation | Saccharomyces cerevisiae | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| additional information | - |
additional information | kinetic parameters | Saccharomyces cerevisiae | |
| 0.005 | - |
lanosterol | - |
Saccharomyces cerevisiae | |
| 0.0077 | - |
24-methylene-24,25-dihydrolanosterol | - |
Saccharomyces cerevisiae | |
| 0.012 | - |
obtusifoliol | - |
Saccharomyces cerevisiae | |
| 0.017 | - |
24,25-dihydrolanosterol | - |
Saccharomyces cerevisiae | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| lanosterol + [reduced NADPH-hemoprotein reductase] + O2 | Saccharomyces cerevisiae | natural substrate | 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| lanosterol + [reduced NADPH-hemoprotein reductase] + O2 | Saccharomyces cerevisiae | lanosta-8,24-dien-3beta-ol | 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| lanosterol + [reduced NADPH-hemoprotein reductase] + O2 | Saccharomyces cerevisiae | 4,4,14alpha-trimethyl-5alpha-cholesta-8,24-dien-3beta-ol | 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| additional information | Saccharomyces cerevisiae | enzyme of sterol biosynthetic pathway | ? | - |
? | |
| additional information | Embryophyta | enzyme of sterol biosynthetic pathway | ? | - |
? | |
| additional information | Saccharomyces cerevisiae | 14alpha-demethylation is a key step of sterol biosynthesis in eukaryotes | ? | - |
? | |
| additional information | Embryophyta | 14alpha-demethylation is a key step of sterol biosynthesis in eukaryotes | ? | - |
? | |
| additional information | Embryophyta | enzyme of plant sterol, phytosterol, biosynthesis | ? | - |
? | |
| obtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | Embryophyta | 4alpha,14alpha-dimethyl-24-methylene-5alpha-cholesta-8-en-3beta-ol | 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| obtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | Embryophyta | 4alpha,14alpha-dimethyl-5alpha-ergosta-8,24(28)-dien-3beta-ol | 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Embryophyta | - |
higher plants | - |
| Saccharomyces cerevisiae | - |
- |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
- |
Saccharomyces cerevisiae |
Specific Activity [micromol/min/mg]
| Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
|---|---|---|---|
| additional information | - |
- |
Saccharomyces cerevisiae |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2 | 8-lanosta-3beta-ol | Saccharomyces cerevisiae | 4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2 | DHL | Saccharomyces cerevisiae | 4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2 | 8-lanosten-3beta-ol | Saccharomyces cerevisiae | 4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2 | 4,4,14alpha-trimethyl-5alpha-cholesta-8-en-3beta-ol | Saccharomyces cerevisiae | 4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24,28-dihydroobtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | good substrate, 75% of activity to obtusifoliol | Embryophyta | 4alpha-methyl-5alpha-ergosta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24,28-dihydroobtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | very poor substrate, about 10% of obtusifoliol demethylation, activity disappears in the presence of same concentration of lanosterol, 24-methylene-24,25-dihydrolanosterol, obtusifoliol or 24,25-dihydrolanosterol | Saccharomyces cerevisiae | 4alpha-methyl-5alpha-ergosta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24,28-dihydroobtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | DHO | Saccharomyces cerevisiae | 4alpha-methyl-5alpha-ergosta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24,28-dihydroobtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | DHO | Embryophyta | 4alpha-methyl-5alpha-ergosta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24,28-dihydroobtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | 4alpha,14alpha-dimethyl-5alpha-ergosta-8-en-3beta-ol | Saccharomyces cerevisiae | 4alpha-methyl-5alpha-ergosta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24,28-dihydroobtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | 4alpha,14alpha-dimethyl-5alpha-ergosta-8-en-3beta-ol | Embryophyta | 4alpha-methyl-5alpha-ergosta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24-methylene-24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2 | good substrate | Saccharomyces cerevisiae | 4,4-dimethyl-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24-methylene-24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2 | 4,4,14alpha-trimethylergosta-8,24(28)-dien-3beta-ol | Saccharomyces cerevisiae | 4,4-dimethyl-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 24-methylene-24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2 | 24-methylenelanost-8-en-3beta-ol, 24-methylene-DHL | Saccharomyces cerevisiae | 4,4-dimethyl-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| lanosterol + [reduced NADPH-hemoprotein reductase] + O2 | best substrate | Saccharomyces cerevisiae | 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| lanosterol + [reduced NADPH-hemoprotein reductase] + O2 | natural substrate | Saccharomyces cerevisiae | 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| lanosterol + [reduced NADPH-hemoprotein reductase] + O2 | lanosta-8,24-dien-3beta-ol | Saccharomyces cerevisiae | 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| lanosterol + [reduced NADPH-hemoprotein reductase] + O2 | 4,4,14alpha-trimethyl-5alpha-cholesta-8,24-dien-3beta-ol | Saccharomyces cerevisiae | 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| additional information | substrate specificity | Saccharomyces cerevisiae | ? | - |
? | |
| additional information | substrate specificity | Embryophyta | ? | - |
? | |
| additional information | 4beta-methyl group, C31, does not affect the activity of yeast P-45014DM, although removal reduces affinity for enzyme in some extent | Saccharomyces cerevisiae | ? | - |
? | |
| additional information | can not catalyze demethylation of sterols having 4beta-methyl group, favorably interacts with sterols having saturated side chain | Embryophyta | ? | - |
? | |
| additional information | yeast enzyme poorly metabolizes sterols having saturated side chain, plant enzyme shows considerable activity for such sterols | Saccharomyces cerevisiae | ? | - |
? | |
| additional information | yeast enzyme poorly metabolizes sterols having saturated side chain, plant enzyme shows considerable activity for such sterols | Embryophyta | ? | - |
? | |
| additional information | cycloartenol: not or very poor substrate | Saccharomyces cerevisiae | ? | - |
? | |
| additional information | 3-hydroxy group, the 8-lanostene conformation of sterol ring and the side-chain terminal, C25, C26, C27, are the essential structures of substrates for interacting with the yeast enzyme | Saccharomyces cerevisiae | ? | - |
? | |
| additional information | narrow substrate selectivity | Saccharomyces cerevisiae | ? | - |
? | |
| additional information | narrow substrate selectivity | Embryophyta | ? | - |
? | |
| additional information | substrate recognition | Saccharomyces cerevisiae | ? | - |
? | |
| additional information | substrate recognition | Embryophyta | ? | - |
? | |
| additional information | enzyme of sterol biosynthetic pathway | Saccharomyces cerevisiae | ? | - |
? | |
| additional information | enzyme of sterol biosynthetic pathway | Embryophyta | ? | - |
? | |
| additional information | 14alpha-demethylation is a key step of sterol biosynthesis in eukaryotes | Saccharomyces cerevisiae | ? | - |
? | |
| additional information | 14alpha-demethylation is a key step of sterol biosynthesis in eukaryotes | Embryophyta | ? | - |
? | |
| additional information | enzyme of plant sterol, phytosterol, biosynthesis | Embryophyta | ? | - |
? | |
| obtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | 4alpha,14alpha-dimethyl-24-methylene-5alpha-cholesta-8-en-3beta-ol | Saccharomyces cerevisiae | 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| obtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | 4alpha,14alpha-dimethyl-24-methylene-5alpha-cholesta-8-en-3beta-ol | Embryophyta | 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| obtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | catalyzes 14alpha-demethylation of obtusifoliol | Saccharomyces cerevisiae | 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| obtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | catalyzes 14alpha-demethylation of obtusifoliol | Embryophyta | 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| obtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | 4alpha,14alpha-dimethyl-5alpha-ergosta-8,24(28)-dien-3beta-ol | Saccharomyces cerevisiae | 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| obtusifoliol + [reduced NADPH-hemoprotein reductase] + O2 | 4alpha,14alpha-dimethyl-5alpha-ergosta-8,24(28)-dien-3beta-ol | Embryophyta | 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 30 | - |
assay at | Saccharomyces cerevisiae |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| cytochrome P450 | - |
Saccharomyces cerevisiae | |
| cytochrome P450 | - |
Embryophyta | |
| heme | heme-thiolate enzyme | Saccharomyces cerevisiae | |
| heme | heme-thiolate enzyme | Embryophyta | |
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