Skip to main content
NCBI home page
Biochemical Journal logoLink to Biochemical Journal
. 1995 Apr 1;307(Pt 1):23–28. doi: 10.1042/bj3070023

Comparison of metabolic fluxes of cis-5-enoyl-CoA and saturated acyl-CoA through the beta-oxidation pathway.

K Y Tserng 1, L S Chen 1, S J Jin 1
PMCID: PMC1136740  PMID: 7717980

Abstract

The metabolic fluxes of cis-5-enoyl-CoAs through the beta-oxidation cycle were studied in solubilized rat liver mitochondrial samples and compared with saturated acyl-CoAs of equal chain length. These studies were accomplished using either spectrophotometric assay of enzyme activities and/or the analysis of metabolites and precursors using a gas chromatographic method after conversion of CoA esters into their free acids. Cis-5-enoyl-CoAs were dehydrogenated by acyl-CoA oxidase or acyl-CoA dehydrogenases at significantly lower rates (10-44%) than saturated acyl-CoAs. However, enoyl-CoA hydratase hydrated trans-2-cis-5-enoyl-CoA at a faster rate (at least 1.5-fold) than trans-2-enoyl-CoA. The combined activities of 3-hydroxyacyl-CoA dehydrogenase and 3-ketoacyl-CoA thiolase for 3-hydroxy-cis-5-enoyl-CoAs derived from cis-5-enoyl-CoAs were less than 40% of the activity for the corresponding 3-hydroxyacyl-CoAs prepared from saturated acyl-CoAs. Rat liver mitochondrial beta-oxidation enzymes were capable of metabolizing cis-5-enoyl-CoA via one cycle of beta-oxidation to cis-3-enoyl-CoA with two less carbons. However, the overall rates of one cycle of beta-oxidation, as determined with stable-isotope-labelled tracer, was only 15-25%, for cis-5-enoyl-CoA, of that for saturated acyl-CoA. In the presence of NADPH, the metabolism of cis-5-enoyl-CoAs was switched to the reduction pathway.(ABSTRACT TRUNCATED AT 250 WORDS)

Full text

PDF
23

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Chen L. S., Jin S. J., Tserng K. Y. Purification and mechanism of delta 3,delta 5-t-2,t-4-dienoyl-CoA isomerase from rat liver. Biochemistry. 1994 Aug 30;33(34):10527–10534. doi: 10.1021/bi00200a039. [DOI] [PubMed] [Google Scholar]
  2. ELLMAN G. L. Tissue sulfhydryl groups. Arch Biochem Biophys. 1959 May;82(1):70–77. doi: 10.1016/0003-9861(59)90090-6. [DOI] [PubMed] [Google Scholar]
  3. He X. Y., Yang S. Y., Schulz H. Assay of L-3-hydroxyacyl-coenzyme A dehydrogenase with substrates of different chain lengths. Anal Biochem. 1989 Jul;180(1):105–109. doi: 10.1016/0003-2697(89)90095-x. [DOI] [PubMed] [Google Scholar]
  4. Hoek J. B., Rydström J. Physiological roles of nicotinamide nucleotide transhydrogenase. Biochem J. 1988 Aug 15;254(1):1–10. doi: 10.1042/bj2540001. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Jin S. J., Tserng K. Y. Metabolic origins of urinary unsaturated dicarboxylic acids. Biochemistry. 1990 Sep 18;29(37):8540–8547. doi: 10.1021/bi00489a006. [DOI] [PubMed] [Google Scholar]
  6. Luo M. J., Smeland T. E., Shoukry K., Schulz H. Delta 3,5, delta 2,4-dienoyl-CoA isomerase from rat liver mitochondria. Purification and characterization of a new enzyme involved in the beta-oxidation of unsaturated fatty acids. J Biol Chem. 1994 Jan 28;269(4):2384–2388. [PubMed] [Google Scholar]
  7. Reubsaet F. A., Veerkamp J. H., Trijbels J. M., Monnens L. A. Total and peroxisomal oxidation of various saturated and unsaturated fatty acids in rat liver, heart and m. quadriceps. Lipids. 1989 Nov;24(11):945–950. doi: 10.1007/BF02544539. [DOI] [PubMed] [Google Scholar]
  8. Ross N. S., Hoppel C. L. Acyl-CoA dehydrogenase activity in the riboflavin-deficient rat. Effects of starvation. Biochem J. 1987 Jun 1;244(2):387–391. doi: 10.1042/bj2440387. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Schulz H. Long chain enoyl coenzyme A hydratase from pig heart. J Biol Chem. 1974 May 10;249(9):2704–2709. [PubMed] [Google Scholar]
  10. Schulz H. Regulation of fatty acid oxidation in heart. J Nutr. 1994 Feb;124(2):165–171. doi: 10.1093/jn/124.2.165. [DOI] [PubMed] [Google Scholar]
  11. Smeland T. E., Nada M., Cuebas D., Schulz H. NADPH-dependent beta-oxidation of unsaturated fatty acids with double bonds extending from odd-numbered carbon atoms. Proc Natl Acad Sci U S A. 1992 Aug 1;89(15):6673–6677. doi: 10.1073/pnas.89.15.6673. [DOI] [PMC free article] [PubMed] [Google Scholar]
  12. Stanley K. K., Tubbs P. K. The role of intermediates in mitochondrial fatty acid oxidation. Biochem J. 1975 Jul;150(1):77–88. doi: 10.1042/bj1500077. [DOI] [PMC free article] [PubMed] [Google Scholar]
  13. Tserng K. Y., Jin S. J. NADPH-dependent reductive metabolism of cis-5 unsaturated fatty acids. A revised pathway for the beta-oxidation of oleic acid. J Biol Chem. 1991 Jun 25;266(18):11614–11620. [PubMed] [Google Scholar]
  14. Tserng K. Y., Kalhan S. C. Calculation of substrate turnover rate in stable isotope tracer studies. Am J Physiol. 1983 Sep;245(3):E308–E311. doi: 10.1152/ajpendo.1983.245.3.E308. [DOI] [PubMed] [Google Scholar]

Articles from Biochemical Journal are provided here courtesy of The Biochemical Society

RESOURCES