Oxidation of cholesterol and cholesterol analogues by mitochondrial preparations of steroid-hormone-producing tissue
Open accessAbstract
The rate of oxidation of cholesterol and its analogues to pregnenolone (3beta-hydroxypregn-5-en-20-one) by various mitochondrial preparations was measured. Sterols with the cholest-5-en-3beta-ol ring system and saturated side chains of different lengths were converted into pregnenolone rat rates similar to that of cholesterol. This marked lack of mitochondrial specificity towards the steroid side chains is in direct contrast with the rat liver microsomal cholesterol 7alpha-hydroxylase, which has a high specificity for the side chain. Steroids that retain the ring system, but contain hydroxyl groups at various points in the side chain, are converted into pregnenolone at rates three to eight times higher than in cholesterol. The results are discussed with reference to current ideas on the mechanism of the side-chain cleavage of cholesterol. The results are discussed with reference to current ideas on the mechanism of the side-chain cleavage of cholesterol.
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Purified CYP11A1 and/or steroidogenic mitochondria can act on a range of steroids or secosteroids other than cholesterol.
“Studies carried out over a number of years reveal that purified CYP11A1 and/or steroidogenic mitochondria that contain CYP11A1, can act on a range of steroids or secosteroids, other than cholesterol.”
From Novel activities of CYP11A1 and their potential physiological significance (2015) · cites this paper as [16]
Desmosterol is converted to pregnenolone by bovine, rat, and human CYP11A1 with similar catalytic efficiency to cholesterol.
“Desmosterol (5,24-cholestadien-3β-ol, see Fig. 1), which has recently come to prominence, is also converted to pregnenolone by bovine, rat, and human CYP11A1 [16,17,19], with similar catalytic efficiency to that seen for cholesterol [48].”
From Novel activities of CYP11A1 and their potential physiological significance (2015) · cites this paper as [16]
Purified bovine and human CYP11A1 and steroidogenic mitochondria cleave the side chains of 24-hydroxycholesterol, 25-hydroxycholesterol, and 27-hydroxycholesterol.
“These include cleaving the side chains of 24-hydroxycholesterol, 25-hydroxycholesterol, and 27-hydroxycholesterol (discussed above) [16,17,19,48].”
From Novel activities of CYP11A1 and their potential physiological significance (2015) · cites this paper as [16]
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- Authors
- Arthur, J. R., Blair, H. A. F., Boyd, G. S., Mason, J. I., & Suckling, K. E.
- Affiliations
- University of Edinburgh (GB)
- Venue
- Biochemical Journal
- Publisher
- Portland Press Ltd.
- Published
- 1976-07-15
- Volume
- 158
- Issue
- 1
- Pages
- 47-51
- ISSN
- 0264-6021 (ISSN-L)
- PMC
- PMC1163935
- OpenAlex
- W1947355021
- Cited by
- 56
- References
- 13
- Citations by year
- 2024: 1 · 2023: 2 · 2021: 1 · 2020: 1 · 2019: 1 · 2015: 2 · 2014: 1 · 2013: 1 · 2012: 1
- FWCI
- 1.31
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Locations
- Biochemical Journal (publishedVersion)
- PubMed Central (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Steroid Chemistry and Biochemistry
- Health Sciences › Medicine › Surgery › Cholesterol and Lipid Metabolism
- Health Sciences › Medicine › Endocrinology, Diabetes and Metabolism › Hormonal Regulation and Hypertension
- Keywords
- cholesterol oxidation, pregnenolone, mitochondrial preparation, cholesterol analogues, 7alpha-hydroxylase
- MeSH terms
- Adrenal Cortex, Adrenal Glands, Animals, Cattle, Cholanes, Cholesterol, Desmosterol, Male, Mitochondria, Oxidation-Reduction, Pregnenolone, Sitosterols, Swine, Testis, Rats
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