ENZYME entry: EC 1.14.13.54

Accepted Name
Ketosteroid monooxygenase.
Alternative Name(s)
Steroid-ketone monooxygenase.
Reaction catalysed
  • Ketosteroid + NADPH + O(2) <=> steroid ester/lactone + NADP(+) + H(2)O
  • Progesterone + NADPH + O(2) <=> testosterone acetate + NADP(+) + H(2)O
  • Androstenedione + NADPH + O(2) <=> testololactone + NADP(+) + H(2)O
  • 17-alpha-hydroxyprogesterone + NADPH + O(2) <=> androstenedione + NADP(+) + H(2)O + acetate
Cofactor(s)
FAD.
Comment(s)
  • A single FAD-containing enzyme catalyzes three types of monooxygenase (Baeyer-Villiger oxidation) reaction.
  • The oxidative esterification of a number of derivatives of progesterone to produce the corresponding 17-alpha-hydroxysteroid 17-acetate ester, such as testosterone acetate, is shown in reaction (2).
  • The oxidative lactonization of a number of derivatives of androstenedione to produce the 13,17-secoandrosteno-17,13-alpha- lactone, such as testololactone, is shown in reaction (3).
  • The oxidative cleavage of the 17-beta-side-chain of 17-alpha- hydroxyprogesterone to produce androstenedione and acetate is shown in reaction (4).
  • reaction (2) is also catalyzed by EC 1.14.99.4 and reactions (3) and (4) correspond to that catalyzed by EC 1.14.99.12.
  • The possibility that a single enzyme is responsible for the reactions ascribed to EC 1.14.99.4 and EC 1.14.99.12 in other tissues cannot be excluded.
Cross-references
BRENDA1.14.13.54
EC2PDB1.14.13.54
ExplorEnz1.14.13.54
PRIAM enzyme-specific profiles1.14.13.54
KEGG Ligand Database for Enzyme Nomenclature1.14.13.54
IUBMB Enzyme Nomenclature1.14.13.54
IntEnz1.14.13.54
MEDLINEFind literature relating to 1.14.13.54
MetaCyc1.14.13.54

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