In vitro studies of the adrenal metabolism of halogenated side-chain analogues of cholesterol
Abstract
The cholesterol side-chain cleavage enzyme system of rat adrenal mitochondria and rat adrenocortical carcinoma cells was found to metabolize three halogenated side-chain cholesterol analogues to pregnenolone. The analogues were 26-bromocholesterol, 26-nor-25(RS)-bromocholesterol and 26-iodocholesterol. The addition of Ca2+ to rat adrenal mitochondria did not produce an increase in the rate of metabolism of the halogenated sterol to pregnenolone. The brominated sterols suppressed the de novo sterol biosynthesis of rat adrenocortical carcinoma cells. The experimental findings are supportive of the notion that a halogen atom at such a position in a sterol is analogous to a hydroxyl group but unlike a proton. ACTH, therefore, may not be a requirement for the uptake and utilization of such sterols. The halogenated sterols may have a use as probes in the study of sterol transfer into and within cells.
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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 [20]
Cites
PROTEIN MEASUREMENT WITH THE FOLIN PHENOL REAGENT
Lowry, O. H., Rosebrough, N., Farr, A. L., & Randall, R. (1951) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(19)52451-6 · Cited by 316,199 · see citing works
Regulation of sterol synthesis in cultured cells by oxygenated derivatives of cholesterol
Kandutsch, A. A., & Chen, H. W. (1975) · Journal of Cellular Physiology · doi:10.1002/jcp.1040850408 · Cited by 110 · see citing works
Sarkar, S. D., Cohen, E. L., Beierwaltes, W. H., Ice, R. D., Cooper, R. G., & Gold, E. N. (1977) · The Journal of Clinical Endocrinology & Metabolism · doi:10.1210/jcem-45-2-353 · Cited by 95 · see citing works
The Cholesterol Side‐Chain Cleavage Enzyme System in Mitochondria of Human Term Placenta
Mason, J. I., & Boyd, G. S. (1971) · European Journal of Biochemistry · doi:10.1111/j.1432-1033.1971.tb01471.x · Cited by 81 · see citing works
Self-citationRadioimmunoassay of Plasma Pregnenolone
Abraham, G. E., Buster, J. E., KYLE, F. W., Corrales, P. C., & Teller, R. C. (1973) · The Journal of Clinical Endocrinology & Metabolism · doi:10.1210/jcem-37-1-40 · Cited by 78 · see citing works
Control of sterol metabolism in rat adrenal mitochondria
Mason, J. I., Arthur, J. R., & Boyd, G. S. (1978) · Biochemical Journal · doi:10.1042/bj1741045 · Cited by 72 · see citing works
Self-citationArthur, J. R., Blair, H. A. F., Boyd, G. S., Mason, J. I., & Suckling, K. E. (1976) · Biochemical Journal · doi:10.1042/bj1580047 · Cited by 56 · see citing works
Ney, R. L., Hochella, N. J., Smith, A. D., Dexter, R. N., & Butcher, R. W. (1969) · Journal of Clinical Investigation · doi:10.1172/jci106139 · Cited by 53 · see citing works
Masuo, M., Carmenza, D., Nobuo, I., & Mikio, S. (1980) · Journal of Steroid Biochemistry · doi:10.1016/0022-4731(80)90211-3 · Cited by 47 · see citing works
RADIOLABELED CHOLESTEROL AS AN ADRENAL SCANNING AGENT.
Blair, R. J., Beierwaltes, W. H., Lieberman, L. M., et al. (1971) · Journal of Nuclear Medicine · Cited by 41 · see citing works
17alpha;-Hydroxy-25-fluorovitamin D3: a potent analog of 1α,25-dihydroxyvitamin D3
Napoli, J. L., Fivizzani, M. A., Schnoes, H. K., et al. (1978) · Biochemistry · doi:10.1021/bi00605a021 · Cited by 39 · see citing works
Synthesis of 26-halo-, 26-(phenylseleno)- and 26-indolyl cholesterol analogs
Arunachalam, T., MacKoul, P. J., Green, N. M., et al. (1981) · The Journal of Organic Chemistry · doi:10.1021/jo00327a025 · Cited by 29 · see citing works
Self-citationSteroidogenesis in Isolated Cells and Mitochondria of Rat Snell Adrenocortical Carcinoma 494*
Mason, J. I., & Robidoux, W. F. (1979) · Endocrinology · doi:10.1210/endo-105-5-1230 · Cited by 26 · see citing works
Self-citationPregnenolone biosynthesis in isolated cells of snell rat adrenocortical carcinoma 494
Mason, J. I., & Robidoux, W. F. (1978) · Molecular and Cellular Endocrinology · doi:10.1016/0303-7207(78)90088-6 · Cited by 20 · see citing works
Self-citationSarkar, S. D., Ice, R. D., Beierwaltes, W. H., et al. (1976) · PubMed · Cited by 19 · see citing works
A convenient synthesis of 25-oxo-27-norcholesteryl acetate
McMorris, T. C., & Schow, S. R. (1976) · The Journal of Organic Chemistry · doi:10.1021/jo00885a025 · Cited by 12 · see citing works
Bosisio, E., & Boyd, G. S. (1979) · Journal of Steroid Biochemistry · doi:10.1016/0022-4731(79)90161-4 · Cited by 3 · see citing works
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Novel activities of CYP11A1 and their potential physiological significance
Slominski, A. T., Li, W., Kim, T.-K., Semak, I., Wang, J., Zjawiony, J. K., & Tuckey, R. C. (2015) · The Journal of Steroid Biochemistry and Molecular Biology · doi:10.1016/j.jsbmb.2014.11.010 · Cited by 292 · see citing works
Steroidogenesis in the Human Fetal Adrenal: A Role for Cholesterol Synthesized<i>de Novo</i>*
MASON, J. I., & RAINEY, W. E. (1987) · The Journal of Clinical Endocrinology & Metabolism · doi:10.1210/jcem-64-1-140 · Cited by 47 · see citing works
Self-citation
- Authors
- Mason, J. I., Arunachalam, T., & Caspi, E.
- Affiliations
- The University of Texas Southwestern Medical Center (US)
- Venue
- Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism
- Publisher
- Elsevier BV
- Published
- 1983-07
- Volume
- 752
- Issue
- 2
- Pages
- 265-270
- ISSN
- 0005-2760 (ISSN-L)
- OpenAlex
- W2127542463
- Cited by
- 3
- References
- 17
- Citations by year
- 2014: 1 · 2012: 1
- FWCI
- 0.00
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism (publishedVersion)
- PubMed (publishedVersion)
- Funders
- National Cancer Institute
- 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 › Adrenal Hormones and Disorders
- Keywords
- cholesterol side-chain cleavage, adrenal mitochondria, pregnenolone, calcium, halogen substituent effects
- MeSH terms
- Adrenal Cortex Neoplasms, Adrenal Glands, Animals, Calcium, Cholesterol, Male, Mitochondria, Neoplasms, Experimental, Pregnenolone, Rats, Inbred Strains, Rats, In Vitro Techniques
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