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EC 1.14.13.221 Details
EC number
1.14.13.221
Accepted name
cholest-4-en-3-one 26-monooxygenase [(25R)-3-oxocholest-4-en-26-oate forming]
Reaction
cholest-4-en-3-one + 3 NADPH + 3 H+ + 3 O2 = (25R)-3-oxocholest-4-en-26-oate + 3 NADP+ + 4 H2O (overall reaction);;(1a) cholest-4-en-3-one + NADPH + H+ + O2 = (25R)-26-hydroxycholest-4-en-3-one + NADP+ + H2O;;(1b) (25R)-26-hydroxycholest-4-en-3-one + NADPH + H+ + O2 = (25R)-26-oxocholest-4-en-3-one + NADP+ + 2 H2O;;(1c) (25R)-26-oxocholest-4-en-3-one + NADPH + H+ + O2 = (25R)-3-oxocholest-4-en-26-oate + NADP+ + H2O
Other name(s)
CYP142
Systematic name
cholest-4-en-3-one,NADPH:oxygen oxidoreductase [(25R)-3-oxocholest-4-en-26-oate forming]
Comment
This enzyme, found in several bacterial pathogens, is involved in degradation of the host 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. The products are exclusively in the (25R) conformation. The enzyme also accepts cholesterol as a substrate. cf. EC 1.14.13.141, cholest-4-en-3-one 26-monooxygenase. The enzyme can receive electrons from ferredoxin reductase in vitro, its natural electron donor is not known yet.
History
created 2016, deleted 2018
EC Tree
1.14.13.45 created 1992, deleted 2003
1.14.17.2 created 1972, deleted 1984