NADPH → Estrone

HRID 1794986Notes

Reaction equation

HRID 1794986 reaction equation
[CH3:1][C@@:2]12[C:18](=[O:19])[CH2:17][CH2:16][C@H:15]1[C@H:14]1[C@@H:5]([C:6]3[CH:7]=[CH:8][C:9]([OH:20])=[CH:10][C:11]=3[CH2:12][CH2:13]1)[CH2:4][CH2:3]2.C1(C=CC(O)=CC=1)O.C1N=C(N)C2N=CN([C@@H]3O[C@H](COP(OP(OC[C@H]4O[C@@H](N5C=C(C(N)=O)CC=C5)[C@H](O)[C@@H]4O)(O)=O)(O)=O)[C@@H](O)[C@H]3OP(O)(O)=O)C=2N=1>P([O-])([O-])([O-])=O>[CH3:1][C@@:2]12[C:18](=[O:19])[CH2:17][CH2:16][C@H:15]1[C@H:14]1[C@@H:5]([C:6]3[CH:7]=[CH:8][C:9]([OH:20])=[CH:10][C:11]=3[CH2:12][CH2:13]1)[CH2:4][CH2:3]2

Participants

4

Reactant 2

HCID 5884NADPHHCID 66970619HCID 66970619, compound

Product 1

HCID 5870Estrone

Reagents, catalysts & solvents 1

HCID 1061PhosphateSolvent

Procedure

Estrone-quinol (100 μM, 286 μg/mL) was incubated at 37° C. in 0.1 M phosphate buffer (pH 7.5) in the presence of NADPH (1 mM) and male rat liver microsomes (1 mg/ml final protein concentration). Aliquots (500 μl) were taken after 5 minutes of incubation with rat liver microsomes. Estrone quinol was found to undergo reduction to form estrone. In addition, the concentration of estrone reached after 5 minutes of microsomal incubation was about 12-times higher (15.1 μg/mL) than the value of 1.2 μg/mL measured without the addition of the microsomes in the relevant control experiment (NADPH present but microsomes not added.

Workup

  1. concentrationprotein concentration)

Sources & evidence

ORD record
ord-df816da3c0df404498d99540e444b3e3
Source dataset
uspto-grants-2006_04
Patent number
US07026306B2

Reaction notes

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