1.14.15.6: cholesterol monooxygenase (side-chain-cleaving)

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For detailed information about cholesterol monooxygenase (side-chain-cleaving), go to the full flat file.

Reaction

Synonyms

C27-side chain cleavage enzyme, cholesterol 20-22-desmolase, cholesterol C20-22 desmolase, cholesterol C20-C22 lyase, cholesterol desmolase, cholesterol hydroxylase, cholesterol side chain cleavage cytochrome P450, cholesterol side chain cleavage enzyme, cholesterol side-chain cleavage cytochrome P450, cholesterol side-chain cleavage cytochrome P450 enzyme, cholesterol side-chain cleavage enzyme, cholesterol side-chain-cleaving enzyme, cholesterol side-cleaving enzyme, CYP 11A1, Cyp11a, CYP11A1, CYPXIA1, cytochrome P-450scc, cytochrome P450 11A1, cytochrome P450 cholesterol side chain cleavage, cytochrome P450 cholesterol side-chain cleavage, cytochrome P450 side chain cleavage enzyme, cytochrome P450-mediated cholesterol side-chain cleavage enzyme, cytochrome P450-mediated side-chain cleavage enzyme, cytochrome P450scc, desmolase, steroid 20-22, endoenzymes, cholesterol side-chain-cleaving, enzymes, cholesterol side-chain-cleaving, P450 11A1, P450 cholesterol side chain cleaving enzyme, P450 cholesterol side-chain cleavage enzyme, P450(scc), P450scc, steroid 20-22 desmolase, steroid 20-22-lyase

ECTree

     1 Oxidoreductases

         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen

             1.14.15 With reduced iron-sulfur protein as one donor, and incorporation of one atom of oxygen into the other donor

                1.14.15.6 cholesterol monooxygenase (side-chain-cleaving)

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Results	in table
26	Activating Compound
1312	AA Sequence
7	Application
1	CAS Registry Number
21	Cloned(Commentary)
85	Cofactor
2	Crystallization (Commentary)
814	Disease/ Diagnostics
12	Expression
13	General Information
2	General Stability
35	Inhibitors
5	kcat/KM [mM/s]
23	KM Value [mM]
50	Localization
15	Metals/Ions
35	Molecular Weight [Da]
43	Natural Substrates/ Products (Substrates)
1	Organic Solvent Stability
236	Organism
4	Pathway
12	PDB ID
19	pH Optimum
1	pH Range
38	Protein Variants
31	Purification (Commentary)
4	Reaction
3	Reaction Type
70	Reference
104	Source Tissue
11	Storage Stability
121	Substrates and Products (Substrate)
13	Subunits
96	Synonyms
1	Systematic Name
16	Temperature Optimum [°C]
1	Temperature Range [°C]
1	Temperature Stability [°C]
10	Turnover Number [1/s]

Crystallization

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Crystallization on EC 1.14.15.6 - cholesterol monooxygenase (side-chain-cleaving)

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CRYSTALLIZATION (Commentary)

ORGANISM

UNIPROT

LITERATURE

CYP11A1 in complex with (22R)-22-hydroxycholesterol, sitting drop vapour diffusion methdo, mixing of 0.001 ml of 23 mg/ml protein in 50 mM potassium phosphate, pH 7.2, 20% glycerol, 0.1 M NaCl, 0.1% octyl pentaethylene glycol ether, 1 mM EDTA, and 0.05 mM (22R)-22-hydroxycholesterol, with 0.001 ml of precipitant solution containing 14% PEG 1000, 20% glycerol, 12% JEFFAMINE ED-2001, 0.1 M MES, pH 7.0, and 10% isopropyl alcohol, 18°C, overnight, X-ray diffraction structure determination and analysis at 2.8 A resolution, molecular replacement using rat mitochondrial CYP24A1

Bos taurus

P00189

725459

dispersion-corrected density functional theoretical calculations. The hydrogen bond effect of a water molecule within the active site lowers the energy barrier significantly. The adjacent hydrogen bond between the hydroxyl group of the substrate and the oxo group of compound I in the second hydroxylation affects the H-abstraction significantly and also affects the transition state by bending the alignment of the C-H-O moiety. The reactions proceed via a typical two-state reactivity mechanism

synthetic construct

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746528