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Literature summary for 1.14.14.19 extracted from

  • Gonzalez, E.; Guengerich, F.P.
    Kinetic processivity of the two-step oxidations of progesterone and pregnenolone to androgens by human cytochrome P450 17A1 (2017), J. Biol. Chem., 292, 13168-13185 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.14.14.19

Inhibitors

Inhibitors Comment Organism Structure
(S)-orteronel three times more inhibitory toward the conversion of 17alpha-hydroxypregnenolone to dehydroepiandrosterone than toward the 17alpha-hydroxylation of pregnenolone. The (S)-enantiomer of orteronel is more inhibitory than the (R) enantiomer Homo sapiens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0005
-
 pregnenolone pH 7.4, 37°C Homo sapiens
0.0011
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
0.0011
-
 pregnenolone pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.0043
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.0053
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.0097
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens P05093
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information 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 Homo sapiens ?
-
 ?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
-
 Homo sapiens 17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
-
 Homo sapiens 17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
-
 Homo sapiens 16alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?

Synonyms

Synonyms Comment Organism
P450 17A1
-
 Homo sapiens

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.0037
-
 pregnenolone pH 7.4, 37°C Homo sapiens
0.0064
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
0.025
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.086
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
0.11
-
 pregnenolone pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.17
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
4.7
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
5.8
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
7.4
-
 pregnenolone 17alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
8.9
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
40
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
100
-
 pregnenolone 17alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens