Synthesis of potential cytochrome P45011β-generated intermediates

Suzy Coustal; Jérôme Fagart; Elisabeth Davioud; Andrée Marquet

doi:10.1016/0040-4020(95)00099-T

Synthesis of potential cytochrome P450_11β-generated intermediates

Suzy Coustal
, Jérôme Fagart
, Elisabeth Davioud
, Andrée Marquet

Centre national de la recherche scientifique

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

Cytochrome P-450_11β is a key enzyme in the biosynthesis of aldosterone which catalyzes the transformation of 11-deoxycorticosterone (DOC) to aldosterone via three successive hydroxylations (at C-11 and at C-18). This enzyme is irreversibly inactivated by 18-VP 1 and 18-EP 4. In order to determine the mechanism of the inactivation, we have synthesized three potential reactive enzyme-generated intermediates 2, 3 and 5.

Original language	English
Pages (from-to)	3559-3570
Number of pages	12
Journal	Tetrahedron
Volume	51
Issue number	12
DOIs	https://doi.org/10.1016/0040-4020(95)00099-T
Publication status	Published - 20 Mar 1995

Keywords

aldosterone
cyt P450
enzyme-generated intermediates
mechanism-based inhibitors
progesterone analogues,

Access to Document

10.1016/0040-4020(95)00099-T

Cite this

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title = "Synthesis of potential cytochrome P45011β-generated intermediates",

abstract = "Cytochrome P-45011β is a key enzyme in the biosynthesis of aldosterone which catalyzes the transformation of 11-deoxycorticosterone (DOC) to aldosterone via three successive hydroxylations (at C-11 and at C-18). This enzyme is irreversibly inactivated by 18-VP 1 and 18-EP 4. In order to determine the mechanism of the inactivation, we have synthesized three potential reactive enzyme-generated intermediates 2, 3 and 5.",

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author = "Suzy Coustal and J{\'e}r{\^o}me Fagart and Elisabeth Davioud and Andr{\'e}e Marquet",

year = "1995",

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doi = "10.1016/0040-4020(95)00099-T",

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T1 - Synthesis of potential cytochrome P45011β-generated intermediates

AU - Coustal, Suzy

AU - Fagart, Jérôme

AU - Davioud, Elisabeth

AU - Marquet, Andrée

PY - 1995/3/20

Y1 - 1995/3/20

N2 - Cytochrome P-45011β is a key enzyme in the biosynthesis of aldosterone which catalyzes the transformation of 11-deoxycorticosterone (DOC) to aldosterone via three successive hydroxylations (at C-11 and at C-18). This enzyme is irreversibly inactivated by 18-VP 1 and 18-EP 4. In order to determine the mechanism of the inactivation, we have synthesized three potential reactive enzyme-generated intermediates 2, 3 and 5.

AB - Cytochrome P-45011β is a key enzyme in the biosynthesis of aldosterone which catalyzes the transformation of 11-deoxycorticosterone (DOC) to aldosterone via three successive hydroxylations (at C-11 and at C-18). This enzyme is irreversibly inactivated by 18-VP 1 and 18-EP 4. In order to determine the mechanism of the inactivation, we have synthesized three potential reactive enzyme-generated intermediates 2, 3 and 5.

KW - aldosterone

KW - cyt P450

KW - enzyme-generated intermediates

KW - mechanism-based inhibitors

KW - progesterone analogues,

U2 - 10.1016/0040-4020(95)00099-T

DO - 10.1016/0040-4020(95)00099-T

M3 - Article

AN - SCOPUS:0028903246

SN - 0040-4020

VL - 51

SP - 3559

EP - 3570

JO - Tetrahedron

JF - Tetrahedron

IS - 12