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

for references in articles please use BRENDA:EC1.14.15.6
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EC Tree
IUBMB Comments
A heme-thiolate protein (cytochrome P-450). The reaction proceeds in three stages, with two hydroxylations at C-22 and C-20 preceding scission of the side-chain between carbons 20 and 22. The initial source of the electrons is NADPH, which transfers the electrons to the adrenodoxin via EC 1.18.1.6, adrenodoxin-NADP+ reductase.
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Word Map
The enzyme appears in viruses and cellular organisms
Reaction Schemes
hide(3 overall reactions are displayed. Show all (4)>>)
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6
reduced adrenodoxin
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3
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6
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6
oxidized adrenodoxin
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4
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2
reduced adrenodoxin
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2
=
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2
oxidized adrenodoxin
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Synonyms
p450scc, cyp11a1, cytochrome p-450scc, cytochrome p450scc, cyp11a, cholesterol side-chain cleavage enzyme, p450(scc), cholesterol side chain cleavage enzyme, cholesterol side-chain cleavage cytochrome p450, cytochrome p450 cholesterol side-chain cleavage, more
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
cholesterol + 6 reduced adrenodoxin + 3 O2 + 6 H+ = pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O
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cholesterol + 2 reduced adrenodoxin + O2 + 2 H+ = (22R)-22-hydroxycholesterol + 2 oxidized adrenodoxin + H2O
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(22R)-22-hydroxycholesterol + 2 reduced adrenodoxin + O2 + 2 H+ = (20R,22R)-20,22-dihydroxycholesterol + 2 oxidized adrenodoxin + H2O
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(20R,22R)-20,22-dihydroxy-cholesterol + 2 reduced adrenodoxin + O2 + 2 H+ = pregnenolone + 4-methylpentanal + 2 oxidized adrenodoxin + 2 H2O
show the reaction diagram
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