The influence of the side chain on sterol side-chain cleavage in rat adrenal glands
Abstract
The cholesterol side-chain cleavage enzyme system of rat adrenal cortex, the enzyme catalyzing a rate-limiting step of adrenal steroidogenesis, was shown to metabolize a series of cholesterol analogues to pregnenolone. In the presence of Ca2+, rat adrenocortical mitochondria converted the analogue with two less methylene groups (C25) than cholesterol into pregnenolone at a faster rate than cholesterol. The analogues with one or three less methylene groups (C26 or C24) were metabolized at a similar rate to cholesterol. Lengthening the non-polar side chain produced analogues that did not appear to be metabolized. Studies of the metabolism of these analogues in isolated rat adrenocortical carcinoma cells showed that the C24 and C25 analogues were converted into pregnenolone much more efficiently than was cholesterol or the C26 sterol. The experimental findings are explained in terms of the differing ability of each exogenously added sterol to gain access to the active site of the sterol side-chain cleavage enzyme by passage through the membranes of the adrenal cell.
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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 [18]
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Novel activities of CYP11A1 and their potential physiological significance
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- Authors
- Craig, I. F., Mason, J. I., Suckling, K. E., & Boyd, G. S.
- Affiliations
- University of Edinburgh (GB)
- The University of Texas System (US)
- Corresponding author
- Mason, J.Ian
- Venue
- Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism
- Publisher
- Elsevier BV
- Published
- 1982-04
- Volume
- 711
- Issue
- 1
- Pages
- 123-127
- ISSN
- 0005-2760 (ISSN-L)
- OpenAlex
- W2047530090
- Cited by
- 7
- References
- 23
- Citations by year
- 2023: 1 · 2021: 1 · 2014: 3
- FWCI
- 0.17
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism (publishedVersion)
- PubMed (publishedVersion)
- Funders
- National Medical Research Council
- National Cancer Institute
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Steroid Chemistry and Biochemistry
- Health Sciences › Medicine › Endocrinology, Diabetes and Metabolism › Adrenal Hormones and Disorders
- Health Sciences › Medicine › Surgery › Cholesterol and Lipid Metabolism
- Keywords
- cholesterol side-chain cleavage enzyme, pregnenolone, adrenal cortex, steroidogenesis, cholesterol analogues, side chain length, adrenocortical mitochondria, enzyme active site, membrane permeability, calcium
- MeSH terms
- Adrenal Glands, Animals, Calcium, Cholesterol Side-Chain Cleavage Enzyme, Female, Male, Mitochondria, Oxidoreductases, Pregnenolone, Rats, Inbred Strains, Structure-Activity Relationship, Rats
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