BRENDA - Enzyme Database
show all sequences of 1.14.15.28

Substrate analog studies of the omega-regiospecificity of Mycobacterium tuberculosis cholesterol metabolizing cytochrome P450 enzymes CYP124A1, CYP125A1 and CYP142A1

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.; Bioorg. Med. Chem. 20, 4064-4081 (2012)

Data extracted from this reference:

Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Mycobacterium tuberculosis
P9WPL5
-
-
Mycobacterium tuberculosis H37Rv
P9WPL5
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(25R)-25-bromo-27-norcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis
(25R)-25-bromo-27-norcholesterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
(25R)-25-bromo-27-norcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis H37Rv
(25R)-25-bromo-27-norcholesterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
26-methylcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis
(25R)-3beta-hydroxycholest-5-en-27-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
26-methylcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis H37Rv
(25R)-3beta-hydroxycholest-5-en-27-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
cholest-5-en-3-beta-ol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis
(25R)-3beta-hydroxycholest-5-en-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
cholest-5-en-3-beta-ol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis H37Rv
(25R)-3beta-hydroxycholest-5-en-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
lanosterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis
lanosterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
lanosterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis H37Rv
lanosterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
additional information
no substrates: 25-thia-27-norcholesterol, 24-bromochol-5-enol, 26-methylcholesta-5,25(26)-dienol
744481
Mycobacterium tuberculosis
?
-
-
-
-
additional information
no substrates: 25-thia-27-norcholesterol, 24-bromochol-5-enol, 26-methylcholesta-5,25(26)-dienol
744481
Mycobacterium tuberculosis H37Rv
?
-
-
-
-
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.163
-
26-methylcholesterol
pH 7.5, 25°C
Mycobacterium tuberculosis
0.278
-
cholest-5-en-3-beta-ol
pH 7.5, 25°C
Mycobacterium tuberculosis
0.299
-
(25R)-25-bromo-27-norcholesterol
pH 7.5, 25°C
Mycobacterium tuberculosis
0.368
-
(25R)-25-bromo-27-norcholesterol
pH 7.5, 25°C
Mycobacterium tuberculosis
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(25R)-25-bromo-27-norcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis
(25R)-25-bromo-27-norcholesterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
(25R)-25-bromo-27-norcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis H37Rv
(25R)-25-bromo-27-norcholesterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
26-methylcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis
(25R)-3beta-hydroxycholest-5-en-27-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
26-methylcholesterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis H37Rv
(25R)-3beta-hydroxycholest-5-en-27-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
cholest-5-en-3-beta-ol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis
(25R)-3beta-hydroxycholest-5-en-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
cholest-5-en-3-beta-ol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis H37Rv
(25R)-3beta-hydroxycholest-5-en-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
lanosterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis
lanosterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
lanosterol + 6 reduced [2Fe-2S] ferredoxin + 3 O2
-
744481
Mycobacterium tuberculosis H37Rv
lanosterol-26-oate + 6 oxidized [2Fe-2S] ferredoxin + 4 H2O
-
-
-
?
additional information
no substrates: 25-thia-27-norcholesterol, 24-bromochol-5-enol, 26-methylcholesta-5,25(26)-dienol
744481
Mycobacterium tuberculosis
?
-
-
-
-
additional information
no substrates: 25-thia-27-norcholesterol, 24-bromochol-5-enol, 26-methylcholesta-5,25(26)-dienol
744481
Mycobacterium tuberculosis H37Rv
?
-
-
-
-
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.163
-
26-methylcholesterol
pH 7.5, 25°C
Mycobacterium tuberculosis
0.278
-
cholest-5-en-3-beta-ol
pH 7.5, 25°C
Mycobacterium tuberculosis
0.299
-
(25R)-25-bromo-27-norcholesterol
pH 7.5, 25°C
Mycobacterium tuberculosis
0.368
-
(25R)-25-bromo-27-norcholesterol
pH 7.5, 25°C
Mycobacterium tuberculosis
Other publictions for EC 1.14.15.28
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
738629
Frank
Cholesterol ester oxidation by ...
Mycolicibacterium smegmatis
J. Biol. Chem.
289
30417-30425
2014
-
-
-
1
-
-
-
1
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-
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1
-
2
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1
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1
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1
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1
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1
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1
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1
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-
-
-
738114
Garcia-Fernandez
A highly conserved mycobacteri ...
Mycolicibacterium smegmatis, Mycolicibacterium smegmatis mc(2)155
Environ. Microbiol.
15
2342-2359
2013
-
-
1
-
-
-
-
1
-
-
-
2
-
11
-
-
1
-
-
-
-
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2
-
-
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-
-
-
1
-
-
-
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-
1
1
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1
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2
-
-
-
1
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
744481
Johnston
Substrate analog studies of t ...
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
Bioorg. Med. Chem.
20
4064-4081
2012
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
10
-
-
-
-
4
-
-
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-
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-
-
-
-
-
-
-
-
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-
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-
-
-
-
-
-
10
-
-
-
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4
-
-
-
-
-
-
-
-
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-
717811
Johnston
Functional redundancy of stero ...
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
J. Biol. Chem.
285
36352-36360
2010
-
-
1
-
-
-
-
2
-
-
-
6
-
161
-
-
1
-
-
-
-
-
12
-
1
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2
-
-
-
1
-
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1
1
-
-
-
-
-
-
2
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6
-
-
-
1
-
-
-
-
12
-
1
-
-
2
-
-
-
-
-
-
-
-
2
2
736407
Driscoll
Structural and biochemical cha ...
Mycobacterium tuberculosis, Mycobacterium tuberculosis ATCC 25618
J. Biol. Chem.
285
38270-38282
2010
-
-
1
1
-
2
-
-
-
-
-
2
-
6
-
-
1
4
-
-
-
-
6
-
-
-
-
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-
-
3
-
-
-
-
-
-
1
-
1
-
2
-
-
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2
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1
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6
-
-
-
-
-
-
-
3
-
-
1
1
-
-
-
717241
Ouellet
Reaction of Mycobacterium tube ...
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
Biochemistry
48
863-872
2009
-
-
1
-
-
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1
-
-
-
-
-
-
161
-
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1
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1
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1
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1
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