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Side-chain oxysterol regulation of 3-Hydroxy-3-methylglutaryl Coenzyme A reductase activity

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Lipids

Abstract

Side-chain oxysterols are known to be potent inhibitors of 3-hydroxy-3-methylglutaryl CoA reductase, a key regulatory enzyme in the biosynthesis of sterols. Structural variations in the side-chain oxysterols influence enzyme inhibition. Under certain conditions, biological systems have been induced to produce side-chain oxysterols, adding support to the hypothesis that oxysterols may be natural regulators of sterol biosynthesis in the intact cell. Specific inhibition of sterol biosynthesis is of interest as it may prove useful in the prevention or reversal of various cardiovascular disease states, as well as in the control of normal and abnormal cell growth.

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Abbreviations

CHO:

Chinese hamster ovary

HMG-CoA:

3-hydroxy-3-methylglutaryl CoA

References

  1. Nes, W.R., and McKean, M.L. (1981)Biochemistry of Steroids and Other Isopentenoids, pp. 1–37, University Park Press, Baltimore.

    Google Scholar 

  2. Gibbons, G.F., Mitropoulos, K.A., and Myant, N.B. (1982)Biochemistry of Cholesterol, pp. 122–142, Elsevier Biomedical, Amsterdam.

    Google Scholar 

  3. Goldstein, J.L., and Brown, M.S. (1990)Nature 243, 425–430.

    Article  Google Scholar 

  4. Lipid Research Clinics Program (1984)JAMA 251, 351–364.

    Article  Google Scholar 

  5. Lipid Research Clinics Program (1984)JAMA 251, 365–371.

    Article  Google Scholar 

  6. Blankenhorn, D.H., Nessim, S.A., Johnson, R.L., Sanmarco, M.E., Azen, S.P., and Cashin-Hemphill, L. (1987)JAMA, 257, 3233–3239.

    Article  PubMed  CAS  Google Scholar 

  7. Parish, E.J., Nanduri, U.B.B., Seikel, J.M., Kohl, H.H., and Nusbaum, K.E. (1986)Steroids, 48, 407–418.

    Article  PubMed  CAS  Google Scholar 

  8. Schroepfer, Jr., G.J. (1981)Ann. Rev. Biochem. 5, 585–621.

    Article  Google Scholar 

  9. Schroepfer, Jr., G.J. (1982)Ann. Rev. Biochem. 51, 555–581.

    Article  PubMed  CAS  Google Scholar 

  10. Kandutsch, A.A., and Taylor, F.R. (1985) inLipoprotein and Cholesterol Metabolism in Steroidogenic Tissues (Straus, J.F., and Menon, K.M.J., eds.) pp. 194–219, George F. Stickley Co., Philadelphia.

    Google Scholar 

  11. Gibbons, G.F. (1983) in3-Hydroxy-3-methylglutaryl Coenzyme A Reductase (Sabine, J.R., ed.), pp. 153–232, CRC Press, West Palm Beach.

    Google Scholar 

  12. Kandutsch, A.A., Chin, H.W., and Heiniger, H.-J. (1978)Science 201, 498–501.

    Article  PubMed  CAS  Google Scholar 

  13. Kandutsch, A.A., and Chin, H.W. (1973)J. Biol. Chem. 248, 8408–8417.

    PubMed  CAS  Google Scholar 

  14. Smith, L.L. (1981)Cholesterol Autoxidation, pp. 231–256, Plenum Press, New York.

    Google Scholar 

  15. Parish, E.J., Nanduri, U.B.B., Kohl, H.H., and Taylor, F.R. (1980)Lipids 21, 27–30.

    Article  Google Scholar 

  16. Gibbons, G.F. (1983)Biochem. Soc. Trans (London) 11, 649–651.

    CAS  Google Scholar 

  17. Cheng, K.P., Nagano, N., Bang, L., and Ourisson, G. (1977)J. Chem. Res. (S) 217, (M) 2501–2521.

    Google Scholar 

  18. Nagano, J., Poyser, J.P., Cheng, K-P., Bang, L., and Ourisson, G. (1977)J. Chem. Res. (S) 218, (M) 2522–2571.

    Google Scholar 

  19. Zander, M., Patrick, K., Bang, L., and Ourisson, G. (1977)J. Chem. Res. (S) 219, (M)2572–2584.

    Google Scholar 

  20. DeFay, R., Astruc, M.E., Roussillon, S., Decomps, B., and Crastes de Paulet, A. (1982)Biochem. Biophys. Res. Commun. 106, 362–372.

    Article  PubMed  CAS  Google Scholar 

  21. Astruc, M., Laporte, M., Tabacik, C., and Crastes de Paulet, A. (1978)Biochem. Biophys. Res. Commun. 85, 691–700.

    Article  PubMed  CAS  Google Scholar 

  22. Moriasaki, M., Sonoda, Y., Makino, T., Ohihara, H., Ikekawa, H., and Sato, Y. (1986)J. Biochem. 99, 597–600.

    Google Scholar 

  23. Taylor, F.R., Saucier, S.E., Shown, E.P., Parish, E.J., and Kandutsch, A.A. (1984)J. Biol. Chem. 259, 12382–12387.

    PubMed  CAS  Google Scholar 

  24. Gibbons, G.F. (1983) in3-Hydroxy-3-methylglutaryl Coenzyme A Reductase (Sabine, L., ed.) pp. 153–233, CRC Press, West Palm Beach.

    Google Scholar 

  25. Schroepfer, Jr., G.J., Parish, E.J., Tsuda M., Raulston, D.L., and Kandutsch, A.A. (1979)J. Lipid Res. 20, 994–998.

    PubMed  CAS  Google Scholar 

  26. Kandutsch, A.A., Taylor, F.R., and Shown, E.P. (1984)J. Biol. Chem. 259, 12388–12397.

    PubMed  CAS  Google Scholar 

  27. Sonoda, Y., and Sato, Y. (1983)Chem. Pharm. Bull (Japan) 31, 1698–1701.

    CAS  Google Scholar 

  28. Sato, Y., Sonoda, Y., Morisaki, M., and Ikekawa, N. (1984)Chem. Pharm. Bull. (Japan) 32, 3305–3308.

    CAS  Google Scholar 

  29. Faust, J.R., Luskey, K.L., Chin, D.J., Goldstein, J.L., and Brown, M.S. (1982)Proc. Natl. Acad. Sci. USA 79, 5205–5209.

    Article  PubMed  CAS  Google Scholar 

  30. Sinensky, M., Torget, R., and Edwards, P.A. (1981)J. Biol. Chem. 256, 11744–11779.

    Google Scholar 

  31. Luskey, K.L., Faust, J.R., Chin, D.J., Brown, M.S., and Goldstein, J.L. (1982)J. Biol. Chem. 258, 8462–8476.

    Google Scholar 

  32. Kandutsch, A.A., Chen, H.W., and Shown, E.P. (1980)J. Biol. Chem. 255, 10813.

    PubMed  CAS  Google Scholar 

  33. Kandutsch, A.A., Chen, H.W., and Shown, E.P. (1977)Proc. Natl. Acad. Sci. USA 74, 2500–2511.

    Article  PubMed  CAS  Google Scholar 

  34. Saucier, S.E., Kandutsch, A.A., Taylor, F.R., Spencer, T.A., Phirwa, S., and Gayren, A.K. (1985)J. Biol. Chem. 260, 14571–14582.

    PubMed  CAS  Google Scholar 

  35. Gould, R.G. (1951)Am. J. Med. 11, 209–227.

    Article  PubMed  CAS  Google Scholar 

  36. Vlahcevic, Z.R., Schwartz, C.C., Gustaffson, J., Halloran, L.G., Danielson, H., and Swell, L. (1980)J. Biol. Chem. 255, 2925–2933.

    PubMed  CAS  Google Scholar 

  37. Pederson, J.L., Björkhem, I., and Gustaffson, J. (1979)J. Biol. Chem., 254, 6464–6469.

    Google Scholar 

  38. Smith, L.O., Teng, J.L., Lin, Y.Y., Seitz, P.K., and McGehee, M.F. (1981)J. Steroid Biochem. 14, 889–900.

    Article  PubMed  CAS  Google Scholar 

  39. Schroepfer, Jr., G.J., parish, E.J., Pascal, Jr., R.A., and Kandutsch, A.A. (1980)J. Lipid Res. 21, 571–584.

    PubMed  CAS  Google Scholar 

  40. Nelson, J.A., Stackbeck, S.R., and Spencer, T.A. (1981)J. Biol. Chem. 256, 1067–1068.

    PubMed  CAS  Google Scholar 

  41. Panini, S.R., Sexton, R.C., and Rudney, H. (1984)J. Biol. Chem. 259, 7767–7774.

    PubMed  CAS  Google Scholar 

  42. Paini, S.R., Sexton, R.C., Gupta, A.K. Pansh, E.J., Chitrakorn, S., and Rudney, H. (1986)J. Lipid Res. 27, 1290–1294.

    Google Scholar 

  43. Spencer, T.A., Gayen, A.K., Phirwa, S., Nelson, J.A., Taylor, F.R., Kandutsch, A.A., and Enckson, S. (1985)J. Biol. Chem. 260, 13391–13394.

    PubMed  CAS  Google Scholar 

  44. Spencer, T.A. (1994)Acc. Chem. Res. 27, 83–90.

    Article  CAS  Google Scholar 

  45. Taylor, F.R. (1992) inRegulation of Isopentenoid Metabolism, ACS Symposium Series 497 (Nes, W.D., and Parish, E.J., eds.) pp. 81–93, American Chemical Society, Washington, D.C..

    Google Scholar 

  46. Parish, E.J. (1991) inPhysiology and Biochemistry of Sterols, (Patterson, G.W., and Nes, W.D., eds.) pp. 324–336, American Oil Chemists' Society, Champaign.

    Google Scholar 

  47. Parish, E.J. (1992) inRegulation of Isopentenoid Metabolism, ACS Symposium Series 497 (Nes, W.D., and Parish, E.J., eds.) pp. 146–161, American Chemical Society, Washington, D.C..

    Google Scholar 

  48. Parish, E.J. (1994) inEvolution of Natural Products, ACS Symposium Series 562 (Nes, W.D., ed.) American Chemical Society, Washington, D.C..

    Google Scholar 

  49. Brown, M.S., Faust, J.R., Goldstein, J.L., Kaneko, I. and Endo A. (1978)J. Biol. Chem. 253, 1121–1132.

    PubMed  CAS  Google Scholar 

  50. Nankanishi, M., Goldstein, J.L. and Brown, M.S. (1988)J. Biol. Chem. 263, 8929–8938.

    Google Scholar 

  51. Bach, T.J., and Lichtenthaler, H.K. (1987) inEcology and Metabolism of Plant Lipids (Fuller G., and Nes, W.D., eds) ACS Symposium Series 325, pp. 109–139, American Chemical Society, Washington, D.C.

    Google Scholar 

  52. Bach, T.J., Wettstein, A., Boronat, A., Ferrer, A., Enjuto, M., Gruissem, W., and Narita, J.O. (1991) inPhysiology and Biochemistry of Sterols (Patterson, G.W., and Nes, W.D., eds.) pp. 29–49, American Oil Chemists' Society, Champaign.

    Google Scholar 

  53. Stermer, B.A., Bianchini, G.M., and Korth, K.L. (1994)J. Lipid Res. 35, 1133–1140.

    PubMed  CAS  Google Scholar 

  54. Cavenee, W.K., Chen, H.W., and Kandutsch, A.A. (1981)J. Biol. Chem. 256, 2675–2681.

    PubMed  CAS  Google Scholar 

  55. Chen, H.W., Richards, B.A., and Kandutsch, A.A. (1982)Biochim. Biophys. Acta 712, 484–489.

    PubMed  CAS  Google Scholar 

  56. Tanaka, R.D., Edwards, P.A., Lan, S.-F., and Fogelman, A.M. (1983)J. Biol. Chem. 258, 13331–13339.

    PubMed  CAS  Google Scholar 

  57. Sinesky, M., Torget, R., Schnitzer-Polokoff, R., and Edwards, P.A. (1982)J. Biol. Chem. 257, 7284–7296.

    Google Scholar 

  58. Kandutsch, A.A., and Chen, H.W. (1974)J. Biol. Chem. 249, 6057–6061.

    PubMed  CAS  Google Scholar 

  59. Panini, S.R., Gupta, A., Sexton, R.C., Parish, E.J., and Rudney, H. (1987)J. Biol. Chem. 262, 14435–14440.

    PubMed  CAS  Google Scholar 

  60. Schroepfer, Jr., G.J., Kim, H.-S., Vermilion, J.L., Stephens, T.W., Pinkerton, F.D., Needleman, D.H., Wilson, W.K., and St. Pyrek, J. (1988)Biochem. Biophys. Res. Commun. 151, 130–136.

    Article  PubMed  CAS  Google Scholar 

  61. Pinkerton, F.D., Pelley, R.P., and Shroepfer, Jr., G.J. (1992)Biochem. Biophys. Res. Commun. 186, 569–573.

    Article  PubMed  CAS  Google Scholar 

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  1. Department of Chemistry, Auburn University, 36849, Auburn, Alabama

    Edward J. Parish, Sarawanee C. Parish & Shengrong Li

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Parish, E.J., Parish, S.C. & Li, S. Side-chain oxysterol regulation of 3-Hydroxy-3-methylglutaryl Coenzyme A reductase activity. Lipids 30, 247–251 (1995). https://doi.org/10.1007/BF02537828

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  • DOI: https://doi.org/10.1007/BF02537828

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