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14-alpha sterol demethylase
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14alpha-lanosterol demethylase
14alpha-methylsterol 14alpha-demethylase
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14alpha-sterol demethylase
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cytochrome P 450 CYP51
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cytochrome P-450 lanosterol 14alpha-demethylase
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cytochrome P-450-dependent 14alpha-sterol demethylase
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cytochrome P-450-dependent obtusifoliol 14alpha-demethylase
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cytochrome P-450/14DM
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cytochrome P-45014DM
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cytochrome P450 14alpha-demethylase
cytochrome P450 14DM
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cytochrome P450 CYP51
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cytochrome P450 lanosterol 14alpha-demethylase
cytochrome P450 sterol 14alpha-demethylase
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cytochrome-P450 14alpha-demethylase
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demethylase, methylsterol 14alpha-
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eburicol 14 alpha-demethylase
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eburicol 14alpha-demethylase
EC 1.14.13.70
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formerly
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lanosterol 14 alpha-demethylase
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lanosterol 14-alpha demethylase
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lanosterol 14-demethylase
lanosterol 14alpha-demethylase
lanosterol 14alpha-methyldemethylase
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lanosterol C-14 demethylase
lanosterol-14alpha-demethylase
methylsterol 14alpha-demethylase (P 450 CYP51)
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Obtusifoliol 14-alpha demethylase
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obtusifoliol 14-demethylase
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obtusifoliol 14alpha-demethylase
obtusifoliol-metabolizing 14alpha-demethylase
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obtusufoliol 14-demethylase
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P 450 lanosterol C-14 demethylase
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P-450 lanosterol demethylase
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P-45014DM-containing monooxygenase system
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P450 14alpha-lanosterol demethylases A
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P450 14alpha-lanosterol demethylases B
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rLDM
rat lanosterol 14alpha-demethylase
sterol 14-alpha demethylase
sterol 14-demethylase
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sterol 14-demethylase P450
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sterol 14alpha-demethylase
sterol 14alpha-demethylase (CYP51)
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sterol 14alpha-demethylase cytochrome P 450
sterol 14alpha-demethylase P450
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sterol C14 demethylase
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sterol C14-demethylase
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sterol demethylase P450
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sterol-14alpha-demethylase
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14alpha-demethylase

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14alpha-lanosterol demethylase

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14alpha-lanosterol demethylase
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14DM

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CYP51

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Cyp51A

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CYP51A1

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CYP51B

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CYP51F1

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cytochrome P450 14alpha-demethylase

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cytochrome P450 14alpha-demethylase
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cytochrome P450 14alpha-demethylase
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cytochrome P450 14alpha-demethylase
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cytochrome P450 14alpha-demethylase
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cytochrome P450 14alpha-demethylase
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cytochrome P450 14alpha-demethylase
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cytochrome P450 14alpha-demethylase
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cytochrome P450 14alpha-demethylase
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cytochrome P450 14alpha-demethylase
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cytochrome P450 51

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cytochrome P450 lanosterol 14alpha-demethylase

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cytochrome P450 lanosterol 14alpha-demethylase
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eburicol 14alpha-demethylase

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eburicol 14alpha-demethylase
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eburicol 14alpha-demethylase
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ERG11

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Erg11p

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lanosterol 14-demethylase

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lanosterol 14-demethylase
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lanosterol 14alpha-demethylase

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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol 14alpha-demethylase
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lanosterol C-14 demethylase

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lanosterol C-14 demethylase
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lanosterol C-14 demethylase
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lanosterol demethylase

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lanosterol-14alpha-demethylase

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lanosterol-14alpha-demethylase
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LDM

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obtusifoliol 14alpha-demethylase

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obtusifoliol 14alpha-demethylase
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P45014DM

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sterol 14-alpha demethylase

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sterol 14-alpha demethylase
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sterol 14alpha-demethylase

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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase
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sterol 14alpha-demethylase cytochrome P 450

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sterol 14alpha-demethylase cytochrome P 450
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sterol 14alpha-demethylase cytochrome P 450
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sterol 14alpha-demethylase cytochrome P 450
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sterol 14alpha-demethylase cytochrome P 450
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sterol 14alpha-demethylase cytochrome P 450
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sterol 14alpha-demethylase cytochrome P 450
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sterol 14alpha-demethylase cytochrome P 450
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sterol 14alpha-demethylase cytochrome P 450
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sterol 14alpha-demethylase cytochrome P 450
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sterol 14alpha-demethylase cytochrome P 450
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additional information

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CYP51 is a member of the cytochrome P450 superfamily
additional information
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CYP51 is a member of the cytochrome P450 superfamily
additional information
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the enzyme belongs to the CYP51 family
additional information
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CYP51 is a member of the cytochrome P450 superfamily
additional information
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CYP51 is a member of the cytochrome P450 superfamily
additional information
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the enzyme belongs to the CYP51 family
additional information
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the enzyme belongs to the CYP51 family
additional information
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CYP51 is a member of the cytochrome P450 superfamily
additional information
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the enzyme belongs to the CYP51 family
additional information
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the enzyme belongs to the sterol demethylase family
additional information
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the enzyme belongs to the CYP51 family
additional information
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the enzyme belongs to the CYP51 family
additional information
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the enzyme belongs to the CYP51 family
additional information
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the enzyme belongs to the CYP51 family
additional information
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CYP51 is a member of the cytochrome P450 superfamily
additional information
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the enzyme belongs to the CYP51 family
additional information
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the enzyme belongs to the CYP51 family
additional information
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the enzyme belongs to the CYP51 family
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a 14alpha-formylsteroid + [reduced NADPH-hemoprotein reductase] + O2 = a DELTA14-steroid + formate + [oxidized NADPH-hemoprotein reductase] + H2O
(1c)
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a 14alpha-hydroxymethylsteroid + [reduced NADPH-hemoprotein reductase] + O2 = a 14alpha-formylsteroid + [oxidized NADPH-hemoprotein reductase] + 2 H2O
(1b)
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
a 14alpha-methylsteroid + [reduced NADPH-hemoprotein reductase] + O2 = a 14alpha-hydroxymethylsteroid + [oxidized NADPH-hemoprotein reductase] + H2O
(1a)
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O

mechanism
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
mechanism
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
stoichiometry
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
regulation
a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
The heme-thiolate enzyme, P-450, catalyses successive hydroxylations of the 14alpha-methyl group and C-15, followed by elimination as formate leaving the 14(15) double bond. This enzyme acts on a range of steroids with a 14alpha-methyl group
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
active site structure, structure-function relationship
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
active site structure, structure-function relationship
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
active site structure, structure-function relationship
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
active site structure, structure-function relationship
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
active site structure, structure-function relationship
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
active site structure, structure-function relationship
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
heme iron reduction as a rate-limiting step
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a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
reaction mechanism, phyla-specific residues in CYP51
a 14alpha-methylsteroid + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = a DELTA14-steroid + formate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
mechanism
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(3b,4a,5a)-4,14-dimethylcholest-8-en-3-ol + [reduced NADPH-hemoprotein reductase] + O2
? + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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good substrate, 67% of activity compared to obtusifoliol
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?
(3beta,4alpha,5alpha)-4,14-dimethylcholest-8-en-3-ol + [reduced NADPH-hemoprotein reductase] + O2
?
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r
14alpha-methyl-24,28-dihydrofecosterol + [reduced NADPH-hemoprotein reductase] + O2
? + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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50% of activity compared to obtusifoliol
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?
14alpha-methylzymosterol + [reduced NADPH-hemoprotein reductase] + O2
?
2-phenylimidazole + [reduced NADPH-hemoprotein reductase] + O2
?
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2-phenylimidazole binding causes thermally induced alterations in CYP51 active site structure and/or binding modes for the small ligand
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?
24(28)-methylene-24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethyl-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
(3beta,5alpha)-4,4-dimethylcholesta-8,14-dien-3-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
24,25-dihydro-4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
?
24,28-dihydroobtusifoliol + [reduced NADPH-hemoprotein reductase] + O2
4alpha-methyl-5alpha-ergosta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
24-methylene-24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
14alpha-demethyl-24-methylene-4alpha-methyl-5alpha-ergosta-8,14,24-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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?
24-methylene-24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethyl-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
24-methylenedihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
?
24-methylenedihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
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preferred substrate
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?
7-lanosten-3beta-ol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethylcholesta-7,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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very low activity
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?
7-lanostene-3beta,32-diol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethylcholesta-7,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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very low activity
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?
8-lanostene-3beta,32-diol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethylcholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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?
eburicol + O2 + [reduced NADPH-hemoprotein reductase] + O2
2-(3-hydroxy-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-6-methyl-5-methylene-heptanoic acid + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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?
eburicol + [reduced NADPH-hemoprotein reductase] + O2
?
eburicol + [reduced NADPH-hemoprotein reductase] + O2
? + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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?
estriol + [reduced NADPH-hemoprotein reductase] + O2
?
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?
estriol + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
lanosterol + NADPH + O2
4,4-dimethylcholesta-8,14,24-trien-3-ol + NADP+ + H2O
artificial fused enzymes have comparable activity to the reconstituted system. Reduction of CYP51 both in the fused enzyme and the reconstituted system is biphasic and consisted of an initial fast phase followed by a slow phase
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?
lanosterol + O2 + NADPH + H+
4,4-dimethyl-5alpha-cholesta-8,14,24-triene-3beta-ol + formate + NADP+ + H2O
lanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
lanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethylcholesta-8,14,24-trien-3-ol + [oxidized NADPH-hemoprotein reductase] + H2O
lanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethylcholesta-8,14,24-trienol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
lanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethylzymosterol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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-
-
?
lanosterol + [reduced NADPH-hemoprotein reductase] + O2
?
lanosterol + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
norlanosterol + [reduced NADPH-hemoprotein reductase] + O2
?
obtusifoliol + [reduced NADPH-hemoprotein reductase] + O2
4alpha-methyl-5alpha-ergost-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
obtusifoliol + [reduced NADPH-hemoprotein reductase] + O2
4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
obtusifoliol + [reduced NADPH-hemoprotein reductase] + O2
?
additional information
?
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14alpha-methylzymosterol + [reduced NADPH-hemoprotein reductase] + O2

?
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?
14alpha-methylzymosterol + [reduced NADPH-hemoprotein reductase] + O2
?
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?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2

(3beta,5alpha)-4,4-dimethylcholesta-8,14-dien-3-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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-
-
-
?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
(3beta,5alpha)-4,4-dimethylcholesta-8,14-dien-3-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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-
-
?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
(3beta,5alpha)-4,4-dimethylcholesta-8,14-dien-3-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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-
-
?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2

4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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8-lanosta-3beta-ol
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-
?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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DHL
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-
?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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8-lanosten-3beta-ol
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-
?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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4,4,14alpha-trimethyl-5alpha-cholesta-8-en-3beta-ol
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-
?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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8-lanosta-3beta-ol
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-
?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2
4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
-
DHL
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-
?
24,25-dihydrolanosterol + [reduced NADPH-hemoprotein reductase] + O2