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16,17-dehydropregnenolone + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
16,17-dehydroprogesterone + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
17alpha-hydroxyprogesterone + AH2 + O2
?
2 progesterone + 2 AH2 + 2 O2
17alpha-hydroxyprogesterone + 16alpha-hydroxyprogesterone + 2 A + 2 H2O
-
-
-
-
?
5alpha-pregnan-3,20-dione + NADPH + O2
5alpha-pregnan-17alpha-ol-3,20-dione + NADP+ + H2O
-
-
-
-
?
5alpha-pregnan-3alpha-ol-20-one + NADPH + O2
5alpha-pregnan-3alpha,17alpha-diol-20-one + ?
-
-
-
-
?
7-dehydropregnenolone + [reduced NADPH-hemoprotein reductase] + O2
7-dehydro-17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
a C21-steroid + [reduced NADPH-hemoprotein reductase] + O2
a 17alpha-hydroxy-C21-steroid + [oxidized NADPH-hemoprotein reductase] + H2O
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
pregnenolone + ferrocytochrome b5 + O2
?
-
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
progesterone + 2 AH2 + 2 O2
androstenedione + acetate + 2 A + 2 H2O
via 17alpha-hydroxyprogesterone
-
-
?
progesterone + 2 NADPH + 2 H+ + 2 O2
androstenedione + acetate + 2 NADP+ + 2 H2O
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
progesterone + ferrocytochrome b5 + O2
?
-
-
-
-
?
progesterone + reduced acceptor + O2
17alpha-hydroxyprogesterone + acceptor + H2O
-
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
16alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + 16alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
additional information
?
-
17alpha-hydroxyprogesterone + AH2 + O2
?
-
-
-
-
?
17alpha-hydroxyprogesterone + AH2 + O2
?
-
-
-
-
?
a C21-steroid + [reduced NADPH-hemoprotein reductase] + O2
a 17alpha-hydroxy-C21-steroid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
a C21-steroid + [reduced NADPH-hemoprotein reductase] + O2
a 17alpha-hydroxy-C21-steroid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
a C21-steroid + [reduced NADPH-hemoprotein reductase] + O2
a 17alpha-hydroxy-C21-steroid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
390123, 390131, 390137, 390145, 657657, 680978, 685308, 686511, 688979, 691232, 704824, 716053 -
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
product eliminates at C20,21 acetate to yield dehydroepiandrosterone
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
product eliminates at C20,21 acetate to yield dehydroepiandrosterone
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
product eliminates at C20,21 acetate to yield dehydroepiandrosterone
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
product eliminates at C20,21 acetate to yield dehydroepiandrosterone
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
product eliminates at C20,21 acetate to yield dehydroepiandrosterone
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
cytochrome b5 also as cofactor
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
17,20-lyase activity
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
product eliminates at C20,21 acetate to yield dehydroepiandrosterone
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
product eliminates at C20,21 acetate to yield dehydroepiandrosterone
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
product eliminates at C20,21 acetate to yield dehydroepiandrosterone
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
product eliminates at C20,21 acetate to yield dehydroepiandrosterone
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
product eliminates at C20,21 acetate to yield dehydroepiandrosterone
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
via Compound I intermediate
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
via the catalytic cycle involving an iron(IV) oxo intermediate
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
progesterone + 2 NADPH + 2 H+ + 2 O2
androstenedione + acetate + 2 NADP+ + 2 H2O
-
-
-
?
progesterone + 2 NADPH + 2 H+ + 2 O2
androstenedione + acetate + 2 NADP+ + 2 H2O
-
reaction via 17alpha-hydroxyprogesterone
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + 16alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + 16alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
product ratio is 3:1
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
isoform P450 17A1 has 3fold higher catalytic efficiency in the 17alpha-hydroxylation of progesterone than pregnenolone
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
17,20-lyase activity
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
via Compound I intermediate
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
product eliminates at C20,21 acetate to yield androstenedione
?
additional information
?
-
-
the enzyme catalyzes the key branch point in the metabolic conversion of cholesterol either to androgens and estrogens, or to glucocorticoids
-
-
?
additional information
?
-
-
the bifunctional enzyme also exhibits 17,20-lyase activity converting 17alpha-hydroxypregnenolone to dehydroepiandrosterone-S, EC 4.1.2.30, overview
-
-
?
additional information
?
-
enzyme effectively catalyzes hydroxylation reaction for both progesterone and pregnenolone, with 17alpha-hydroxyprogesterone, also 17,20-lyase activity is realized
-
-
?
additional information
?
-
-
the enzyme catalyzes the key branch point in the metabolic conversion of cholesterol either to androgens and estrogens, or to glucocorticoids
-
-
?
additional information
?
-
-
the bifunctional enzyme also exhibits 17,20-lyase activity converting 17alpha-hydroxypregnenolone to dehydroepiandrosterone-S, EC 4.1.2.30, overview
-
-
?
additional information
?
-
P450c17 is an enzyme type that lacks lyase activity
-
-
?
additional information
?
-
-
P450c17 is an enzyme type that lacks lyase activity
-
-
?
additional information
?
-
isoform P450 17A1 also exhibits 17alpha,20-lyase activity
-
-
?
additional information
?
-
isoform P450 17A1 also exhibits 17alpha,20-lyase activity
-
-
?
additional information
?
-
-
isoform P450 17A1 also exhibits 17alpha,20-lyase activity
-
-
?
additional information
?
-
both the lyase and hydroxylase activities proceed from a common steroid-binding geometry by an iron oxene mechanism
-
-
?
additional information
?
-
-
both the lyase and hydroxylase activities proceed from a common steroid-binding geometry by an iron oxene mechanism
-
-
?
additional information
?
-
-
it catalyzes steroid 17alpha-hydroxylase and 17,20-lyase activities in the biosynthesis of androgens, estrogens and cortisol
-
-
?
additional information
?
-
-
it catalyzes steroid 17alpha-hydroxylase and 17,20-lyase activities in the biosynthesis of androgens, estrogens and cortisol
-
-
?
additional information
?
-
it catalyzes steroid 17alpha-hydroxylase and 17,20-lyase activities in the biosynthesis of androgens, estrogens and cortisol
-
-
?
additional information
?
-
-
it catalyzes steroid 17alpha-hydroxylase and 17,20-lyase activities in the biosynthesis of androgens, estrogens and cortisol
-
-
?
additional information
?
-
-
catalyzes the last step of androgen biosynthesis in both testes and adrenals
-
-
?
additional information
?
-
-
enzyme also catalyzes 17,20-lyase reaction, EC4.1.2.30
-
-
?
additional information
?
-
-
CYP17 is a key enzyme in steroid hormone biosynthesis
-
-
?
additional information
?
-
-
the enzyme is is essential for the maintenance of normal male and female sexual characteristics, as well as the stress response and mineral balance in all mammals
-
-
?
additional information
?
-
-
the enzyme is required for androgen production, genetic regulation, overview
-
-
?
additional information
?
-
-
the bifunctional enzyme also exhibits 17,20-lyase activity converting 17alpha-hydroxypregnenolone to dehydroepiandrosterone-S, EC 4.1.2.30, overview
-
-
?
additional information
?
-
-
the bifunctional enzyme also exhibits 17,20-lyase activity converting 17alpha-hydroxypregnenolone to dehydroepiandrosterone-S, EC 4.1.2.30, overview
-
-
?
additional information
?
-
-
the enzyme catalyzes both the 17alpha-hydroxylation of C21-steroids, pregnenolone and progesterone, and the subsequent 17,20-lyase reaction, EC 4.1.2.30, cleaving the C17-C20 bond of 17alpha-hydroxylated intermediates, 17alpha-hydroxyprenenolone and 17alpha-hydroxyprogesterone to yield C19 androgens, dehydroepiandrosterone and androstenedione, respectively, overview
-
-
?
additional information
?
-
-
CYP17 is the cytochrome b5 modulated key enzyme for the biosynthesis of androgens, catalyzing the 17alpha-hydroxylation of pregnenolone and progesterone and the subsequent cleavage of the C 20,21-acetyl group to yield the corresponding androgens dehydroepiandrosterone and androstendione
-
-
?
additional information
?
-
-
CYP17 does not perform side-chain cleavage of cortisol and its metabolites, e.g. 11-oxo-etiocholanolone and 11beta-hydroxyetiocholanolone
-
-
?
additional information
?
-
-
cytochrome P-450 17alpha-hydroxylase-17,20-lyase, CYP17, is a multifunctional enzyme. CYP17 catalyzes at the same active site not only the hydroxylation process but also an acyl-carbon bond cleavage reaction which involves the nucleophilic attack of the ferric-peroxyanion, Fe(III)-O-O-, on the acyl-carbon to furnish a tetrahedral intermediate which fragments, leading to acyl-carbon cleavage
-
-
?
additional information
?
-
-
for the formation of the 16,17-ene steroid, the Fe(III)-O-O- species is trapped by the progestogen, prior to hydroxylation, and the resulting peroxy adduct decomposes to generate a C-17 radical, which is neutralized by a disproportionation reaction involving the loss of C-16-hydrogen atom, mechanism of the acyl-carbon bond cleavage reactions catalysed by CYP17, pathways for the formation of three cleavage products from peroxy adducts, overview
-
-
?
additional information
?
-
CYP17 is unique due to its ability to catalyze two independent reactions in the same active center, the 17alpha-hydroxylase and 17,20-lyase reactions
-
-
?
additional information
?
-
the multifunctional enzyme catalyzes the 17alpha-hydroxylation of DELTA4- and DELTA5-steroids progesterone and pregnenolone to form the corresponding 17alpha-hydroxy products through its hydroxylase activity, and a subsequent 17,20-carbon-carbon scission of pregnene-side chain produce the androgens androstenedione and dehydroepiandrosterone
-
-
?
additional information
?
-
21-trifluorosteroids mht by a substrates for CYP17A1, substrate specificity analysis of CP17A1 with diverse halogenated steroid substrates, e.g. introducing one or more halogen atom to the 17- and 21-positions of progesterone and pregnenolone, 21,21,21-tribromoprogesterone and 21,21,21-trichloroprogesterone, overview. No activity of the recombinant enzyme with 17-fluoroprogesterone and 17-fluoropregnenolone
-
-
?
additional information
?
-
cytochrome P450 17A1 is bifunctional and steroidogenic, it performs both steroid hydroxylation, which is unaffected by cytochrome b5, and an androgen-forming lyase reaction, a 17,20-lyase activity, which occurs via a different catalytic mechanism that is facilitated 10fold by cytochrome b5
-
-
?
additional information
?
-
human CYP17A1 also has progesterone 21-hydroxylase activity, EC 1.14.99.10. Product analysis by LC-MS/MS
-
-
?
additional information
?
-
a minor conformation may yield the minor 16alpha-hydroxyprogesterone metabolite from progesterone
-
-
?
additional information
?
-
-
a minor conformation may yield the minor 16alpha-hydroxyprogesterone metabolite from progesterone
-
-
?
additional information
?
-
the enzyme also shows 17,20-lyase activity which is stimulated by cytochrome b5
-
-
?
additional information
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P450 17A1 is an inherently distributive enzyme but some processivity is present, i.e. some of the 17alpha-hydroxypregnenolone formed from pregnenolone does not dissociate from P450 17A1 before conversion to dehydroepiandrosterone
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CYP17A1 wild-type and mutation A105L do not hydroxylate pregnenolone in 21- or 16alpha-position
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CYP17A1 wild-type and mutation A105L do not hydroxylate pregnenolone in 21- or 16alpha-position
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the bifunctional enzyme catalyzes two types of reactions, namely, a 17alpha-hydroxylation reaction and a 17,20-lyase reaction
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it catalyzes steroid 17alpha-hydroxylase and 17,20-lyase activities in the biosynthesis of androgens, estrogens and cortisol
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it catalyzes steroid 17alpha-hydroxylase and 17,20-lyase activities in the biosynthesis of androgens, estrogens and cortisol
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CYP17 existence coincide with that of insulin and demarcated those of glucagon and somatostatin
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the enzyme is involved in androstenedione production
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both hydroxylation and C-C-bond cleavage steps require NADPH and oxygen
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the enzyme catalyzes the key branch point in the metabolic conversion of cholesterol either to androgens and estrogens, or to glucocorticoids
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the bifunctional enzyme also exhibits 17,20-lyase activity converting 17alpha-hydroxypregnenolone to dehydroepiandrosterone-S, EC 4.1.2.30, overview
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