The biosynthesis of ubiquinone: Synthesis and enzymatic modification of biosynthetic precursors

Tetrahedron Letters

Volumn 37, Issue 14, 1996, Pages 2395-2398

  Shepherd, Jennifer A ^a   Poon, Wayne W ^a   Myles, David C ^a   Clarke, Catherine F ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

UBIQUINONE;

ARTICLE; BIOSYNTHESIS; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOTOPE LABELING; REACTION ANALYSIS; YEAST;

EID: 0029991946     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00324-3     Document Type: Article

References (26)

1. (a) Brandt, U.; Trumpower, B. Crit. Rev. Biochem. Mol. Biol. 1994, 29, 165.
2. (b) Mitchell, P.; Moyle, J. In Functions of Quinones in Energy Conserving Systems; Trumpower, B. L., Ed.; Academic Press: New York, 1985; p. 553.
3. (c) Trumpower, B. L. J. Bioenerget. Biomemb. 1981, 13, 1.
4. (d) Gutman, M.; Kearney, E. B.; Singer, T. P. Biochemistry 1971, 10, 2726.
5. (a) Kalen, A.; Nerling, B.; Appelkvist, G. L.; Dallner, G.; Biochim. Biophys. Acta 1987, 70, 926.
6. (b) Mohr, D.; Bowry, V. W.; Stocker, R. Biochim. Biophys. Acta 1992, 1126, 247.
7. (a) Ernster, L.; Forsmark-Andree, P. Clin. Invest. 1993, 71, S60.
8. (b) Beyer, R. E. Biochem. Cell Biol. 1992, 70, 390.
9. (c) Ernster, L.; Beyer, R. E. In Biomedical and Clinical Aspects of Coenzyme Q; Folkers, K., Littarru, G. P., Yamagami, T., Eds.; Elsevier: New York, 1991; p. 45.
10. Olson, R. E.; Rudney, H. Vitamin. Horm. 1983, 40, 1.
11. Wreide, U.; Fernandez, M.; West, K. F.; Harcourt, D.; Moore, H. W. J. Org. Chem. 1987, 52, 4485.
12. 13C NMR, MS, IR, and melting points.
13. (a) Marbois, B. N.; Hsu, A.; Pillai, R.; Colicelli, J.; Clarke, C. F. Gene 1994, 138, 213.
14. (b) Marbois, B. N.; Xia, Y. R.; Lusis, A. J.; Clarke, C. F. Arch. Biochem. Biophys. 1994, 313, 83.
15. (c) Ashby, M. N.; Edwards, P. A. J. Biol. Chem. 1990, 265, 13157.
16. (a) Stille, J. K. Angew. Chem., Int. Ed. Eng. 1986, 25, 508.
17. (b) Sheffy, F. K.; Godschalx, J. P.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 4833.
18. 4 calculated 358.2144, found 358.2147.
19. (a) Clarke, C. F.; Williams, W.; Teruya, J. H. J. Biol. Chem. 1991, 266, 16636.
20. (b) McEwen, J. E.; Ko, C.; Kloeckner-Gruissem, B.; Poyton, R. O. J. Biol. Chem. 1986, 267, 11872.
21. (a) Goewert, R. R.; Sippel, C. J.; Olson, R. E. Biochem. 1981, 20, 4217.
22. (b) Tzagoloff, A.; Dieckmann, C. L. Microbiol. Rev. 1990, 54, 211.
23. Details of the in vitro assays will be disclosed in a following paper: Poon, W.; Shepherd, J. A.; Clarke, C. F.; Myles, D. C. manuscript in preparation.
24. (a) Leppik, R. A.; Stroobant, P.; Shineberg, B.; Young, I. G.; Gibson, F. Biochim. Biophys. Acta 1976, 428, 146.
25. (b) Pennings, E.; Godfried, M. Anal. Biochem. 1979, 98, 452.
26. Shepherd, J. A.; Poon, W.; Myles, D. C.; Clarke, C. F. unpublished results.