Inhibition kinetics and affinity labeling of bacterial squalene:hopene cyclase by thia-substituted analogues of 2,3-oxidosqualene

Biochemistry

Volumn 37, Issue 17, 1998, Pages 5981-5987

  Zheng, Yi Feng ^a   Abe, Ikuro ^a   Prestwich, Glenn D ^a  

^a UNIVERSITY OF UTAH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

LANOSTEROL SYNTHASE; SQUALENE;

ARTICLE; CONFORMATIONAL TRANSITION; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME CONFORMATION; ENZYME SPECIFICITY; INHIBITION KINETICS; LACTOBACILLUS ACIDOPHILUS; NONHUMAN; POLYACRYLAMIDE GEL ELECTROPHORESIS; PRIORITY JOURNAL;

AFFINITY LABELS; ANIMALS; BACILLACEAE; BACTERIAL PROTEINS; BINDING, COMPETITIVE; ENZYME INHIBITORS; INTRAMOLECULAR TRANSFERASES; KINETICS; LIVER; RATS; SQUALENE;

ALICYCLOBACILLUS ACIDOCALDARIUS; BACTERIA (MICROORGANISMS); LACTOBACILLUS ACIDOPHILUS; PROKARYOTA; THIA; VERTEBRATA;

EID: 0008497511     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi9727343     Document Type: Article

References (36)

1. Abe, I., Rohmer, M., and Prestwich, G. D. (1993) Chem. Rev. 93, 2189-2206.
2. Ourisson, G., Rohmer, M., and Poralla, K. (1987) Annu. Rev. Microbiol. 41, 301-333.
3. Rohmer, M., Anding, C., and Ourisson, G. (1980) Eur. J. Biochem. 112, 541-547.
4. Rohmer, M., Bouvier, P., and Ourisson, G. (1980) Eur. J. Biochem. 112, 557-560.
5. Bouvier, P., Berger, Y., Rohmer, M., and Ourisson, G. (1980) Eur. J. Biochem. 112, 549-556.
6. Abe, I., and Rohmer, M. (1994) J. Chem. Soc., Perkin Trans. 1, 783-791.
7. Seckler, B., and Poralla, K. (1986) Biochim. Biophys. Acta 881, 356-363.
8. Neumann, S., and Simon, H. (1986) Biol. Chem. Hoppe-Seyler 367, 723-729.
9. Ochs, D., Tappe, C. H., Gärtner, P., Kellner, R., and Poralla, K. (1990) Eur. J. Biochem. 194, 75-80.
10. Ochs, D., Kaletta, C., Entian, K.-D., Beck-Sickinger, A., and Poralla, K. (1992) J. Bacteriol. 174, 298-302.
11. Reipen, I. G., Poralla, K., Sahm, H., and Sprenger, G. A. (1995) Microbiology 141, 155-161.
12. Perzl, M., Muller, P., Poralla, K., and Kannenberg, E. L. (1997) Microbiology 143, 1235-1242.
13. Poralla, K. (1994) Bioorg. Med. Chem. Lett. 4, 285-290.
14. Poralla, K., Hewelt, A., Prestwich, G. D., Abe, I., Reipen, I., and Sprenger, G. (1994) Trends Biochem. Sci. 19, 157-158.
15. Corey, E. J., Cheng, H., Baker, C. H., Matsuda, S. P. T., Li, D., and Song, X. (1997) J. Am. Chem. Soc. 119, 1277-1288.
16. Griffin, J. H., Buntel, C. J., and Siregar, J. J. (1998) Proc. Natl. Acad. Sci. U.S.A. (In press).
17. Feil, C., Süssmuth, R., Jung, G., and Poralla, K. (1996) Eur. J. Biochem. 242, 51-55.
18. Wendt, K.-U., Feil, C., Lenhart, A., Poralla, K., and Schulz, G. E. (1997) Protein Sci. 6, 722-724.
19. Wendt, K.-U., Poralla, K., and Schulz, G. E. (1997) Science 277, 1811-1815.
20. Dougherty, D. A. (1996) Science 271, 163-168.
21. Xiao, X.-y., and Prestwich, G. D. (1991) J. Am. Chem. Soc. 113, 9673-9674.
22. Abe, I., Bai, M., Xiao, X.-y., and Prestwich, G. D. (1992) Biochem. Biophys. Res. Commun. 187, 32-38.
23. Madden, B. A., and Prestwich, G. D. (1994) J. Org. Chem. 59, 5488-5491.
24. Madden, B. A., and Prestwich, G. D. (1997) Bioorg. Med. Chem. Lett. 7, 309-314.
25. Abe, I., and Prestwich, G. D. (1994) J. Biol. Chem. 269, 802-804.
26. Abe, I., and Prestwich, G. D. (1995) Proc. Natl. Acad. Sci. U.S.A. 92, 9274-9278.
27. Abe, I., and Prestwich, G. D. (1995) Lipids 30, 231-234.
28. Abe, I., Lui, W., Oehlschlager, A. C., and Prestwich, G. D. (1996) J. Am. Chem. Soc. 118, 9180-9181.
29. Abe, I., Dang, T., Zheng, Y. F., Madden, B. A., Feil, C., Poralla, K., and Prestwich, G. D. (1997) J. Am. Chem. Soc., 119, 11333-11334.
30. Stack, D., Zheng, Y. F., Perez, A. L., Oehlschlager, A. C., Abe, I., Prestwich, G. D., and P. G. Hartman. (1997) J. Med. Chem. 40, 201-209.
31. Zheng, Y. F., Oehlschlager, A. C., and Hartman, P. G. (1994) J. Org. Chem. 59, 5803-5809.
32. Zheng, Y. F., Oehlschlager, A. C., Georgopapadakou, N. H., Hartman, P. G., and Scheliga, P. (1995) J. Am. Chem. Soc. 117, 670-680.
33. Zheng, Y. F., Dodd, D. S., Oehlschlager, A. C., and Hartman, P. G. (1995) Tetrahedron 51, 5255-5276.
34. Flesch, G., and Rohmer, M. (1987) Arch. Microbiol. 147, 100-104.
35. Morand, O. H., Aebi, J. D., Dehmlow, H., Ji, Y.-H., Gains, N., Lengsfeld, H., and Himber, J. (1997) J. Lipid Res. 38, 373-390.
36. Mark, M., Müller, P., Mainer, R., and Eisele, B. (1996) J. Lipid Res. 37, 148-158.