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Characterization of human adrenal cytochrome P450 11B2 products of progesterone and androstenedione oxidation
- Source :
- J Steroid Biochem Mol Biol
- Publication Year :
- 2021
- Publisher :
- Elsevier BV, 2021.
-
Abstract
- Cytochrome P450 (P450) 11B1 and 11B2 both catalyze the 11β-hydroxylation of 11-deoxycorticosterone and the subsequent 18-hydroxylation of the product. P450 11B2, but not P450 11B1, catalyzes a further C-18 oxidation to yield aldosterone. 11-Oxygenated androgens are of interest, and 11-hydroxy progesterone has been reported to be a precursor of these. Oxidation of progesterone by purified recombinant P450 11B2 yielded a mono-hydroxy derivative as the major product, and co-chromatography with commercial standards and 2-D NMR spectroscopy indicated 11β-hydroxylation. 18-Hydroxyprogesterone and a dihydroxyprogesterone were also formed. Similarly, oxidation of androstenedione by P450 11B2 yielded 11β-hydroxyandrostenedione, 18-hydroxyandrostenedione, and a dihydroxyandrostenedione. The steady-state kinetic parameters for androstenedione and progesterone 11β-hydroxylation were similar to those reported for the classic substrate 11-deoxycorticosterone. The source of 11α-hydroxyprogesterone in humans remains unresolved.
- Subjects :
- 0301 basic medicine
Magnetic Resonance Spectroscopy
Endocrinology, Diabetes and Metabolism
Clinical Biochemistry
Hydroxylation
Biochemistry
Article
law.invention
03 medical and health sciences
chemistry.chemical_compound
0302 clinical medicine
Endocrinology
law
Hydroxyprogesterones
Cytochrome P-450 CYP11B2
Humans
Testosterone
Androstenedione
Molecular Biology
Progesterone
Aldosterone
biology
Cytochrome P450
Substrate (chemistry)
Cell Biology
Nuclear magnetic resonance spectroscopy
030104 developmental biology
chemistry
030220 oncology & carcinogenesis
Yield (chemistry)
Androgens
biology.protein
Recombinant DNA
Molecular Medicine
Oxidation-Reduction
Derivative (chemistry)
Subjects
Details
- ISSN :
- 09600760
- Volume :
- 208
- Database :
- OpenAIRE
- Journal :
- The Journal of Steroid Biochemistry and Molecular Biology
- Accession number :
- edsair.doi.dedup.....3b406c2af4d6bc66021411f63cbdbdd4