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EC 1.14.13.141 Details
show Brenda entryEC number
1.14.13.141
Accepted name
cholest-4-en-3-one 26-monooxygenase [(25S)-3-oxocholest-4-en-26-oate forming]
Reaction
cholest-4-en-3-one + 3 NADH + 3 H+ + 3 O2 = (25S)-3-oxocholest-4-en-26-oate + 3 NAD+ + 4 H2O (overall reaction);;(1a) cholest-4-en-3-one + NADH + H+ + O2 = (25S)-26-hydroxycholest-4-en-3-one + NAD+ + H2O;;(1b) (25S)-26-hydroxycholest-4-en-3-one + NADH + H+ + O2 = (25S)-26-oxocholest-4-en-3-one + NAD+ + 2 H2O;;(1c) (25S)-26-oxocholest-4-en-3-one + NADH + H+ + O2 = (25S)-3-oxocholest-4-en-26-oate + NAD+ + H2O;;
Other name(s)
CYP125,
CYP125A1,
cholest-4-en-3-one 27-monooxygenase (misleading),
cholest-4-en-3-one,NADH:oxygen oxidoreductase (26-hydroxylating),
cholest-4-en-3-one 26-monooxygenase (ambiguous)
Systematic name
cholest-4-en-3-one,NADH:oxygen oxidoreductase [(25S)-3-oxocholest-4-en-26-oate forming]
Comment
This enzyme, found in several bacterial pathogens, is involved in degradation of the host’s cholesterol. It catalyses the hydroxylation of the C-26 carbon, followed by oxidation of the alcohol to the carboxylic acid via the aldehyde intermediate, initiating the degradation of the alkyl side-chain of cholesterol [4]. The products are exclusively in the (25S) configuration. It is a two-component system consisting of a P-450 (heme thiolate) oxygenase (Cyp125) and a ferredoxin reductase (most likely KshB, which is also a part of EC 1.14.13.142, 3-ketosteroid 9α-monooxygenase). The enzyme also accepts cholesterol as a substrate. cf. EC 1.14.15.28, cholest-4-en-3-one 26-monooxygenase [(25R)-3-oxocholest-4-en-26-oate forming].
History
created 2012, modified 2016, deleted 2018
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1 Oxidoreductases
1.1 Acting on the CH-OH group of donors
1.6.4.1 created 1961, deleted 2002 1.6.4.2 created 1961, modified 1989, deleted 2002 1.6.4.3 created 1961, modified 1976, deleted 1983 1.6.4.4 created 1965, deleted 2002 1.6.4.5 created 1972, deleted 2002 1.6.4.6 created 1972, deleted 2002 1.6.4.7 created 1978, deleted 2002 1.6.4.8 created 1989, deleted 2002 1.6.4.9 created 1992, deleted 2002 1.6.4.10 created 1992, deleted 2002 1.14.13.45 created 1992, deleted 2003
