PMID: 7025893Jul 7, 1981Paper

Identification of 3,4-dihydroxy-5-hexaprenylbenzoic acid as an intermediate in the biosynthesis of ubiquinone-6 by Saccharomyces cerevisiae

Biochemistry
R R GoewertR E Olson

Abstract

The mutant strain of Saccharomyces cerevisiae E3-24 is unable to synthesize ubiquinone-6. When this mutant is grown in the presence of p-hydroxy[U-14C]benzoate or p-hydroxy[carboxy-14C]benzoate, a radioactive compound accumulates. This new metabolite has been isolated and identified as 3,4-dihydroxy-5-hexaprenylbenzoate (3,4-DHHB). Aerobically grown prototrophic strains of S. cerevisiae were found to contain only low levels of this compound. When strain X963-18C, blocked at homoserine O-transacetylase (in methionine biosynthesis), was deprived of methionine, ubiquinone biosynthesis ceased, and 3,4-DHHB was observed to accumulate. This suggested that S-adenosylmethionine (SAM) could be the methyl donor for 3,4-DHHB. Restoration of methionine to the cultures released this block and resulted in the conversion of 3,4-DHHB to ubiquinone-6, demonstrating a precursor--product relationship. The identification of 3,4-DHHB as an intermediate in ubiquinone biosynthesis in yeast establishes an alternate pathway for ubiquinone biosynthesis in eukaryotes.

References

Jul 25, 1977·Biochemical and Biophysical Research Communications·R R GoewertR E Olson
May 23, 1976·Biochemical and Biophysical Research Communications·A M NambudiriH Rudney
Jan 1, 1966·Vitamins and Hormones·R E Olson
Mar 1, 1970·The Biochemical Journal·G R WhistanceD R Threlfall
Apr 1, 1969·Biochimica Et Biophysica Acta·P A Gordon, P R Stewart
Mar 15, 1967·Journal of the American Chemical Society·R F MuracaK Folkers
May 1, 1965·Endeavour·R A MORTON

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Citations

Feb 1, 1986·Journal of Bioenergetics and Biomembranes·D S Beattie
Apr 1, 1989·Proceedings of the National Academy of Sciences of the United States of America·S OgasaharaD Mack
Feb 9, 1996·The Journal of Biological Chemistry·B N Marbois, C F Clarke
Sep 1, 1990·Microbiological Reviews·A Tzagoloff, C L Dieckmann
Jan 1, 1988·Archives of Biochemistry and Biophysics·A Carabez, F Sandoval

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