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Literature summary extracted from

  • Johnston, J.B.; Singh, A.A.; Clary, A.A.; Chen, C.K.; Hayes, P.Y.; Chow, S.; De Voss, J.J.; Ortiz de Montellano, P.R.
    Substrate analog studies of the omega-regiospecificity of Mycobacterium tuberculosis cholesterol metabolizing cytochrome P450 enzymes CYP124A1, CYP125A1 and CYP142A1 (2012), Bioorg. Med. Chem., 20, 4064-4081 .
    View publication on PubMedView publication on EuropePMC

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.15.29 cholest-5-en-3-beta-ol + 6 reduced [2Fe-2S] ferredoxin + 3 O2 Mycobacterium tuberculosis
-
 (25S)-3beta-hydroxycholest-5-en-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.29 cholest-5-en-3-beta-ol + 6 reduced [2Fe-2S] ferredoxin + 3 O2 Mycobacterium tuberculosis H37Rv
-
 (25S)-3beta-hydroxycholest-5-en-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.29 additional information Mycobacterium tuberculosis no substrates: 25-thia-27-norcholesterol, 24-bromochol-5-enol, 26-methylcholesta-5,25(26)-dienol ?
-
 ?
1.14.15.29 additional information Mycobacterium tuberculosis H37Rv no substrates: 25-thia-27-norcholesterol, 24-bromochol-5-enol, 26-methylcholesta-5,25(26)-dienol ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.15.28 Mycobacterium tuberculosis P9WPL5
-
-
1.14.15.28 Mycobacterium tuberculosis H37Rv P9WPL5
-
-
1.14.15.29 Mycobacterium tuberculosis P9WPP1
-
-
1.14.15.29 Mycobacterium tuberculosis H37Rv P9WPP1
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.15.28 (25R)-25-bromo-27-norcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis (25R)-25-bromo-27-norcholesterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.28 (25R)-25-bromo-27-norcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis H37Rv (25R)-25-bromo-27-norcholesterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.28 26-methylcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis (25R)-3beta-hydroxycholest-5-en-27-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.28 26-methylcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis H37Rv (25R)-3beta-hydroxycholest-5-en-27-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.28 cholest-5-en-3-beta-ol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis (25R)-3beta-hydroxycholest-5-en-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.28 cholest-5-en-3-beta-ol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis H37Rv (25R)-3beta-hydroxycholest-5-en-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.28 lanosterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis lanosterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.28 lanosterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis H37Rv lanosterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.28 additional information no substrates: 25-thia-27-norcholesterol, 24-bromochol-5-enol, 26-methylcholesta-5,25(26)-dienol Mycobacterium tuberculosis ?
-
 ?
1.14.15.28 additional information no substrates: 25-thia-27-norcholesterol, 24-bromochol-5-enol, 26-methylcholesta-5,25(26)-dienol Mycobacterium tuberculosis H37Rv ?
-
 ?
1.14.15.29 (25S)-25-bromo-27-norcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis (25S)-25-bromo-27-norcholesterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.29 (25S)-25-bromo-27-norcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis H37Rv (25S)-25-bromo-27-norcholesterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.29 26-methylcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis (25S)-3beta-hydroxycholest-5-en-27-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.29 26-methylcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis H37Rv (25S)-3beta-hydroxycholest-5-en-27-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.29 cholest-5-en-3-beta-ol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis (25S)-3beta-hydroxycholest-5-en-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.29 cholest-5-en-3-beta-ol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
 Mycobacterium tuberculosis H37Rv (25S)-3beta-hydroxycholest-5-en-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
 ?
1.14.15.29 additional information no substrates: 25-thia-27-norcholesterol, 24-bromochol-5-enol, 26-methylcholesta-5,25(26)-dienol Mycobacterium tuberculosis ?
-
 ?
1.14.15.29 additional information no substrates: 25-thia-27-norcholesterol, 24-bromochol-5-enol, 26-methylcholesta-5,25(26)-dienol Mycobacterium tuberculosis H37Rv ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.15.28 CYP142A1
-
 Mycobacterium tuberculosis
1.14.15.29 CYP125A1
-
 Mycobacterium tuberculosis

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.15.28 0.163
-
 26-methylcholesterol pH 7.5, 25°C Mycobacterium tuberculosis
1.14.15.28 0.278
-
 cholest-5-en-3-beta-ol pH 7.5, 25°C Mycobacterium tuberculosis
1.14.15.28 0.299
-
 (25R)-25-bromo-27-norcholesterol pH 7.5, 25°C Mycobacterium tuberculosis
1.14.15.28 0.368
-
 (25R)-25-bromo-27-norcholesterol pH 7.5, 25°C Mycobacterium tuberculosis
1.14.15.29 0.3
-
 (25S)-25-bromo-27-norcholesterol pH 7.5, 25°C Mycobacterium tuberculosis
1.14.15.29 0.317
-
 26-methylcholesterol pH 7.5, 25°C Mycobacterium tuberculosis
1.14.15.29 0.467
-
 cholest-5-en-3-beta-ol pH 7.5, 25°C Mycobacterium tuberculosis