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1.14.13.54: ketosteroid monooxygenase

This is an abbreviated version!
For detailed information about ketosteroid monooxygenase, go to the full flat file.

Word Map on EC 1.14.13.54

Reaction

17alpha-hydroxyprogesterone
+
NADPH
+
H+
+
O2
=
androstenedione
+
acetate
+
NADP+
+
H2O

Synonyms

17alpha-Hydroxyprogesterone, NADPH2:oxygen oxidoreductase (20-hydroxylating, side-chain cleaving), Androgen hydroxylase, Androstenedione, NADPH2:oxygen oxidoreductase (17-hydroxylating, lactonizing), Baeyer-Villiger monooxygenase, BVMO, CYP106A2, Hydroxylase, steroid, NADPH-dependent steroid Baeyer-Villiger monooxygenase, Oxygenase, steroid mono-, Progesterone, NADPH2:oxygen oxidoreductase (20-hydroxylating, ester-producing), Steroid hormone hydroxylase, Steroid hydroxylase, steroid hydroxylating cytochrome, Steroid monooxygenase, Steroid-ketone monooxygenase, STMO

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.13.54 ketosteroid monooxygenase

Systematic Name

Systematic Name on EC 1.14.13.54 - ketosteroid monooxygenase

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SYSTEMATIC NAME
IUBMB Comments
ketosteroid,NADPH:oxygen oxidoreductase (20-hydroxylating, ester-producing/20-hydroxylating, side-chain cleaving/17-hydroxylating, lactonizing)
A single FAD-containing enzyme catalyses three types of monooxygenase (Baeyer-Villiger oxidation) reaction. The oxidative esterification of a number of derivatives of progesterone to produce the corresponding 17alpha-hydroxysteroid 17-acetate ester, such as testosterone acetate, is shown in Reaction (1). The oxidative lactonization of a number of derivatives of androstenedione to produce the 13,17-secoandrosteno-17,13alpha-lactone, such as testololactone, is shown in Reaction (2). The oxidative cleavage of the 17beta-side-chain of 17alpha-hydroxyprogesterone to produce androstenedione and acetate is shown in Reaction (3). Reaction (1) is also catalysed by EC 1.14.99.4 (progesterone monooxygenase), and Reactions (2) and (3) correspond to that catalysed by EC 1.14.99.12 (androst-4-ene-3,17-dione monooxygenase). 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.