Elimination of cholesterol as cholestenoic acid in human lung by sterol 27-hydroxylase: Evidence that most of this steroid in the circulation is of pulmonary origin

Journal of Lipid Research

Volumn 40, Issue 8, 1999, Pages 1417-1425

  Babiker, Amir ^a   Andersson, Olof ^a   Lindblom, Dan ^a   Van Der Linden, Jan ^a   Wiklund, Björn ^a   Lütjohann, Dieter ^a   Diczfalusy, Ulf ^a   Björkhem, Ingemar ^a  

^a KAROLINSKA UNIVERSITY HOSPITAL   (Sweden)

Author keywords

27 hydroxycholesterol; Cytochrome P 450; Isotope dilution mass spectrometry; Pulmonary cholesterol

Indexed keywords

CHOLESTENOIC ACID; CHOLESTEROL; CYTOCHROME P450; STEROID; STEROL 27 HYDROXYLASE; UNCLASSIFIED DRUG;

ADULT; ARTICLE; CHOLESTEROL METABOLISM; CHOLESTEROL TRANSPORT; CLINICAL ARTICLE; CONTROLLED STUDY; HUMAN; HUMAN CELL; HUMAN TISSUE; LUNG ALVEOLUS MACROPHAGE; PRIORITY JOURNAL; PULMONARY ARTERY; PULMONARY VEIN;

CARDIOPULMONARY BYPASS; CHOLESTENES; CHOLESTEROL; CYTOCHROME P-450 CYP27A1; CYTOCHROME P-450 ENZYME SYSTEM; HOMEOSTASIS; HUMANS; HYDROXYCHOLESTEROLS; LIVER; LUNG; LUNG DISEASES; MACROPHAGES, ALVEOLAR; MODELS, BIOLOGICAL; STEROID HYDROXYLASES; TISSUE DISTRIBUTION;

EID: 0032770376     PISSN: 00222275     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (36)

1. Oram, J. F., and S. Yokoyama. 1996. Apolipoprotein-mediated removal of cellular cholesterol and phospholipids. J. Lipid. Res. 37: 2473-2491.
2. Björkhem, I., O. Andersson, U. Diczfalusy, B. Sevastik, R-J. Xiu, C. Duan, and E. Lund. 1994. Atherosclerosis and sterol 27-hydroxylase: evidence for a role of this enzyme in elimination of cholesterol from human macrophages. Proc. Natl. Acad. Sci. USA. 91: 8592-8596.
3. Reiss, A. B., K. O. Martin, N. B. Javitt, D. W. Martin, E. A. Grossi, and A. C. Galloway. 1994. Sterol 27-hydroxylase: high level of activity in vascular endothelium. J. Lipid Res. 35: 1026-1030.
4. Lund, E., O. Andersson, J. Zhang, A. Babiker, G. Ahlborg, U. Diczfalusy, K. Einarsson, J. Sjövall, and I. Björkhem. 1996. Importance of a novel oxidative mechanism for elimination of intracellular cholesterol in humans. Arterioscler. Thromb. Vasc. Biol. 16: 208-212.
5. Babiker, A., O. Andersson, E. Lund, R-J. Xiu, S. Deeb, A. Reshef, E. Leitersdorf, U. Diczfalusy, and I. Björkhem. 1997. Elimination of cholesterol in macrophages and endothelial cells by the sterol 27-hydroxylase mechanism. Comparison with high density lipoprotein-mediated reverse cholesterol transport. J. Biol. Chem. 272: 26253-26261.
6. Lütjohann, D., O. Breuer, G. Ahlborg, I. Nennesmo, Å. Sidén, U. Diczfalusy, and I. Björkhem. 1996. Cholesterol homeostasis in human brain: evidence for an age-dependent flux of 24S-hydroxycholesterol from the brain into the circulation. Proc. Natl. Acad. Sci. USA. 93: 9799-9804.
7. Andersson, S., D. L. Davis, H. Dahlbäck, H. Jörnvall, and D. W. Russell. 1989. Cloning, structure, and expression of the mitochondrial cytochrome P-450 sterol 26-hydroxylase, a bile biosynthetic enzyme. J. Biol. Chem. 264: 8222-8229.
8. Lund, E., O. Breuer, and I. Björkhem. 1992. Evidence that 24- and 27-hydroxylation are not involved in the cholesterol-induced down-regulation of hydroxymethylglutaryl-CoA reductase in mouse liver. J. Biol. Chem. 267: 25092-25097.
9. Johansson, G. 1971. Oxidation of cholesterol, 3β-hydroxy-5-pregnen-20-one and 3β-hydroxy-5-androsten-17-one by rat liver microsomes. Eur. J. Biochem. 21: 68-79.
10. Dzeletovic, S., O. Breuer, E. Lund, and U. Diczfalusy. 1995. Determination of cholesterol oxidation products in human plasma by isotope dilution-mass spectrometry. Anal. Biochem. 225: 73-80.
11. Rowland, M., and T. Tozer. 1989. Clinical Pharmacokinetics. Second Edition. Lea & Febiger, Malvern, PA.
12. Harik-Khan, R., and R. P. Holmes. 1990. Estimation of 26-hydroxycholesterol in serum by high-performance liquid chromatography and measurement in patients with atherosclerosis. J. Steroid Biochem. 36: 351-355.
13. Axelson, M., B. Mörk, and J. Sjövall. 1988. Occurrence of 3β-5-cholestenoic acid, 3β,7α-dihydroxy-5-cholestenoic acid, and 7α-hydroxy-3-oxo-4-cholestenoic acid as normal constituents in human blood. J. Lipid Res. 29: 629-641.
14. Axelson, M., B. Mörk, A. Aly, G. Walldius, and J. Sjövall. 1989. Concentrations of cholestenoic acids in plasma from patients with reduced intestinal reabsorption of bile acids. J. Lipid Res. 30: 1883-1887.
15. Björkhem, I. 1992. Mechanism of degradation of the steroid side chain in the formation of bile acids. J. Lipid Res. 33: 455-471.
16. Pikuleva, I. A., A. Babiker, M. R, Waterman, and I. Björkhem. 1998. Activities of recombinant human cytochrome P450c27(CYP27) which produce intermediates of alternative bile acid biosynthetic pathways. J. Biol. Chem. 273: 18153-18160.
17. Toll, A., J. Shoda, M. Axelson, J. Sjövall, and K. Wikvall. 1992. 7α-Hydroxylation of 26-hydroxycholesterol, 3β-hydroxy-5-cholestenoic acid and 3β-hydroxy-5-cholenic acid by cytochrome P-450 in pig liver microsomes. FEBS Lett. 296: 73-76.
18. Axelson, M., J. Shoda, J. Sjövall, A. Toll, and K. Wikvall. 1992. Cholesterol is converted to 7α-hydroxy-3-oxo-4-cholestenoic acid in liver mitochondria. Evidence for a mitochondrial sterol 7α-hydroxylase. J. Biol. Chem. 267: 1701-1704.
19. Shoda, J., A. Toll, M. Axelson, F. Pieper, K. Wikvall, 61nd J. Sjövall. 1993. Formation of 7α- and 7β-hydroxylated bile acid precursors from 27-hydroxycholesterol in human liver microsomes and mitochondria. Hepatology. 17: 395-403.
20. 27 steroid dehydrogenase from pig liver microsomes active in major and alternative pathways of bile acid biosynthesis. J. Biol. Chem. 271: 20903-20907.
21. 5-bile acids. A new inborn error of metabolism. J. Clin. Invest. 86: 2034-2037.
22. Payne, D. W., C. Shackleton, H. Toms, I. Ben-Shlomo, S. Kol, M. deMoura, J. F. Strauss, and E. Y. Adashi. 1995. A novel nonhepatic hydroxycholesterol 7α-hydroxylase that is markedly stimulated by interleukin-1β. J. Biol. Chem. 270: 18888-18896.
23. Stapleton, M., M. Steel, M. Richardson, J. O. M. K. A. Rose, R. G. Morris, and R. Lathe. 1995. A novel cytochrome P-450 expressed primarily in brain. J. Biol. Chem. 270: 29739-29745.
24. Zhang, J., O. Larsson, and J. Sjövall. 1995. 7α-Hydroxylation of 25-hydroxycholesterol and 27-hydroxycholesterol in human fibroblasts. Biochim. Biophys. Acta. 1256: 353-359.
25. Zhang, J., Y. Akwa, E-E. Baulieu and J. Sjövall. 1995. 7a-Hydroxylation of 27-hydroxycholesterol in rat brain microsomes. C. R. Acad. Sci. Paris. 318: 345-349.
26. Zhang, J., Y. Xue, M. Jondal, and J. Sjövall. 1997. 7α-Hydroxylation and 3β-dehydrogenation abolish the ability of 25-hydroxycholesterol and 27-hydroxycholesterol to induce apoptosis in thymocytes. Eur. J. Biochem. 249: 129-135.
27. Crisby, M., J. Nilsson, V. Kostulas, I. Björkhem, and U. Diczfalusy. 1996. Localization of sterol 27-hydroxylase immuno-reactivity in human atherosclerotic plaques. Biochim. Biophys. Acta. 1344: 278-285.
28. Björkhem, I., and K. Muri Boberg. 1994. Inborn errors in bile acid biosynthesis and storage of sterols other than cholesterol. In The Metabolic Basis of Inherited Diseases. C. R. Scriver, A. L. Beaudet, W. S. Sly, and D. Valle, editors. McGraw-Hill, New York, NY. 2073-2100.
29. Hayball, P. J., and T. E. Nicholas. 1989. The processing of exogenous cholesterol in the alveolar compartment of the rat lung. Lipids. 24: 957-961.
30. Taneva, S., and K. M. W. Keough. 1997. Cholesterol modifies the properties of surface films of dipalmitoylphosphatidylcholine plus pulmonary surfactant-associated protein B or C spread or adsorbed at the air-water interface. Biochemistry. 36: 912-922.
31. Yu, S., and F. Possmayer. 1994. Effect of pulmonary surfactant protein A (SP-A) and calcium on the adsorption of cholesterol and film stability. Biochim. Biophys. Acta. 1211: 350-358.
32. Shelley, S. A. 1994. Oxidant-induced alterations of lung surfactant system. J. Fla. Med. Assoc. 81: 49-51.
33. Dolye, I. R., M. E. Jones, H. A. Barr, S. Orgeig, A. J. Crockett, C. F. McDonald, and T. E. Nicholas. 1994. Composition of human pulmonary surfactant varies with exercise and level of fitness. Am. J. Respir. Crit. Care. Med. 194: 1619-1627.
34. Orgeig, S., H. A. Barr, and T. E. Nicholas. 1995. Effect of hyperpnea on the cholesterol to disaturated phspholipid ratio in alveolar surfactant of rats. Exp. Lung. Res. 21: 157-174.
35. Swendsen, C. L., V. Skita, and R. S. Thrall. 1996. Alteration in surfactant neutral lipid composition during the development of bleomycin-induced pulmonary fibrosis. Biochim. Biophys. Acta. 1301: 90-96.
36. Tolle, A., I. Kolleck, M. Schlame, R. Wauer, P. A. Stevens, and B. Rustow. 1997. Effect of hyperoxia on the composition of alveolar surfactant and the turnover of surfactant phospholipids, cholesterol, plasmalogens and vitamin E. Biochim. Biophys. Acta. 1346: 198-204.