Retroconversion and metabolism of [13C]22:6n-3 in humans and rats after intake of a single dose of [13C]22:6n-3-triacylglycerols

American Journal of Clinical Nutrition

Volumn 64, Issue 4, 1996, Pages 577-586

  Brossard, Nicole ^b   Croset, Martine ^a   Pachiaudi, Christiane ^b   Riou, Jean Paul ^b   Tayot, Jean Louis ^b   Lagarde, Michel ^b  

^a INSERM   (France)

^b NONE

Author keywords

Docosahexaenoic acid; eicosapentaenoic acid; lecithin cholesterol acyltransferase; n 3 polyunsaturated fatty acids; retroconversion; stable isotope and gas chromatography combustion isotope ratio mass spectrometry

Indexed keywords

ICOSAPENTAENOIC ACID; OMEGA 3 FATTY ACID; PHOSPHATIDYLCHOLINE STEROL ACYLTRANSFERASE; CARBON; DOCOSAHEXAENOIC ACID; DOCOSAPENTAENOIC ACID; TRIACYLGLYCEROL; UNSATURATED FATTY ACID;

ARTICLE; COMBUSTION; DIET SUPPLEMENTATION; FAT INTAKE; GAS CHROMATOGRAPHY; HUMAN; ISOTOPE LABELING; LIPID COMPOSITION; NONHUMAN; ORAL DRUG ADMINISTRATION; PHOSPHOLIPID BLOOD LEVEL; RAT; ANIMAL; BLOOD; COMPARATIVE STUDY; MALE; METABOLISM; SPECIES DIFFERENCE; SPRAGUE DAWLEY RAT;

ADMINISTRATION, ORAL; ANIMALS; CARBON ISOTOPES; CHROMATOGRAPHY, GAS; DOCOSAHEXAENOIC ACIDS; EICOSAPENTAENOIC ACID; FATTY ACIDS, UNSATURATED; HUMANS; MALE; RATS; RATS, SPRAGUE-DAWLEY; SPECIES SPECIFICITY; TRIGLYCERIDES;

EID: 0029661866     PISSN: 00029165     EISSN: None     Source Type: Journal    
DOI: 10.1093/ajcn/64.4.577     Document Type: Article

References (39)

1. Neuringer M, Anderson GJ, Connor WE. The essentiality of n-3 fatty acids for the development and function of retina and the brain. Annu Rev Nutr 1988;8:517-41.
2. Carlson SE, Salem N. Essentiality of ω3 fatty acids in growth and development of infants. In: Simopoulos AP, Kifer RR, Martin RE, Barlow SM, eds. Health effect of ω3 polyunsaturated fatty acids in seafoods. World Rev Nutr Diet 1991;66:74-86.
3. Leaf A, Weber PC. Cardiovascular effects of n-3 fatty acids. N Engl J Med 1988;318:549-57.
4. Childs MT, King IB, Knopp RH. Divergent lipoprotein responses to fish oils with various ratios of eicosapentaenoic acid and docosahexaenoic acid. Am J Clin Nutr 1990;52:632-9.
5. Sprecher HW, Baykousheva SP, Lutria DL, Mohammed BS. Differences in the regulation of biosynthesis of 20- versus 22-carbon polyunsaturated fatty acids. Prostaglandins Leukot Essent Fatty Acids 1995;52:99-101.
6. Osmundsen H, Bremer J, Pedersen JI. Metabolic aspects of peroxisomal β-oxidation. Biochim Biophys Acta 1991;1085:141-58.
7. Rosenthal MD, Garcia MC, Jones MR, Sprecher HW. Retroconversion and Δ4 desaturation of docosatetraenoate (22:4n-6) and docosapentaenoate (22:5n-3) by human cells in culture. Biochim Biophys Acta 1991;1083:29-36.
8. Von Schacky C, Weber PC. Metabolism and effects on platelet function of the purified eicosapentaenoic acids in humans. J Clin Invest 1985;76:2446-50.
9. Carlson SE, Cooke RJ, Werkman SH, Tolley EA. First year growth of preterm infants fed standard compared to marine oil n-3 supplemented formula. Lipids 1992;27:901-7.
10. Carlson SE, Werkman SH, Peeples JM. Arachidonic acid status correlates with the first year growth in preterm infants. Proc Natl Acad Sci USA 1993;90:1073-7.
11. Bronsgeest-Schoute HC, van Gent CM, Luten JB, Ruiter A. The effect of various intakes of ω3 fatty acids on the blood lipid composition in healthy human subjects. Am J Clin Nutr 1981;34:1752-7.
12. Bonaa KH, Bjerve KS, Nordoy A. Docosahexaenoic and eicosapentaenoic acids in plasma phospholipids are divergently associated with high density lipoprotein in humans. Arterioscler Thromb 1991;12:675-81.
13. Hodge J, Sanders K, Sinclair AJ. Differential utilization of eicosapentaenoic and docosahexaenoic acids in human plasma. Lipids 1993;28:525-31.
14. Holub BJ, Bakker DJ, Skeaff CM. Alterations in molecular species of cholesterol esters formed via plasma lecithin-cholesterol acyltransferase in humans consuming fish oil. Atherosclerosis 1987;66:11-8.
15. Brossard N, Pachiaudi C, Croset M, et al. Stable isotope tracer and gas chromatography combustion isotope ratio mass spectrometry to study the in vivo compartmental metabolism of docosahexaenoic acid. Anal Biochem 1994;220:192-9.
16. Bligh EG, Dyer WJ. A rapid method of total lipid extraction and purification. Can J Biochem Physiol 1959;37:911-7.
17. Moore SA, Yoder E, Murphy S, Dutton GR, Spector AA. Astrocytes, not neurons, produce docosahexaenoic acid (22:6n-3) and arachidonic acid (20:4n-6). J Neurochem 1991;56:518-24.
18. Lagarde M, Bryon PA, Guichardant M, Dechavanne MA. A simple and efficient method for platelet isolation from their plasma. Thromb Res 1980;17:581-8.
19. 13C-docosahexaenoic acid triglycrides in the rat. Am J Physiol 1996;270:R846-54.
20. Croset M, Bayon Y, Lagarde M. Incorporation and turnover of eicosapentaenoic and docosahexaenoic acids in human blood platelets in vitro. Biochem J 1992;281:309-16.
21. Jumeau J, Freedman PA, Hall K, Guilly R, Pachiaudi C, Riou JP, inventors. US patent 4,916,313. 10.12p Int C1 B01D59/44, 1990.
22. 13C‰ values of plasma lactate by gas chromatography/isotope ratio mass spectrometry. Biol Mass Spectrom 1993;22:50-5.
23. Sheaff RC, Su HM, Keswick LA, Brenna JT. Conversion of α-linolenate to docosahexaenoate is not depressed by high dietary levels of linoleate in young rats: tracer evidence using high precision mass spectrometry. J Lipid Res 1995;36:998-1008.
24. 13C-polyunsaturated fatty acids in the synthesis of long-chain fatty acids and cholesterol accumulating in the neonatal rat brain. J Neurochem 1994;62:2429-36.
25. Schulz H. β-oxidation of fatty acids. Biochim Biophys Acta 1991;1081:109-20.
26. Schulz H. An overview of the pathways for the β-oxidation of polyunsaturated fatty acids. In: Galli C, Simopoulos AP, Tremoli E, eds. Fatty acids and lipids: biological aspects. Basel, Switzerland: S Karger, 1994:18-21.
27. Schlenk H, Sand DM, Gellerman JL. Retroconversion of docosahexaenoic acid in the rat. Biochim Biophys Acta 1969;187:201-7.
28. Groon M, Christophersen E, Hagve TA, Christophersen BO. Peroxisomal retroconversion of docosahexaenoic acid (22:6n-3) to eicosapentaenoic acid (20:5n-3) studied in isolated rat liver cells. Biochim Biophys Acta 1991;1081:85-91.
29. Cvetanovic M, Moreno De la Garza M, Dommes V, Kunau WH. Purification and characterization of 2-enoyl-CoA reductase from bovine liver. Biochem J 1985;227:49-56.
30. Yeo YK, Holub BJ. Influence of dietary fish oil on the relative synthesis of triacylglycerols and phospholipids in rat liver in vivo. Lipids 1990;25:811-4.
31. Parks JS, Thuren TM, Schmitt JD. Inhibition of lecithin:cholesterol acyltransferase activity by synthetic phosphatidylcholine species containing eicosapentaenoic acid or docosahexaenoic acid in the sn-2 position. J Lipid Res 1992;33:879-87.
32. Subbaiah PV, Kaufman D, Bagdade JD. Incorporation of dietary n-3 fatty acids into molecular species of phosphatidyl choline and cholesteryl ester in normal human plasma. Am J Clin Nutr 1993;58:360-8.
33. Lekim D, Betzing H. Uptake and metabolism of polyene phosphatidylcholine in rat brain. Arzneimittelforschung 1984;34:557-9.
34. Subbaiah PV, Liu M, Paltauf F. Role of sn-2 acyl group of phosphatidylcholine in determining the positional specificity of lecithin-cholesterol acyltransferase. Biochemistry 1994;33:13259-66.
35. Parks JS, Bullock BC, Rudel LL. The reactivity of plasma phospholipids with lecithin:cholesterol acyltransferase is decreased in fish oil-fed monkeys. J Biol Chem 1989;264:2545-51.
36. Subbaiah PV, Liu M, Bolan PJ, Paltauf F. Altered positional specificity of human plasma lecithin-cholesterol acyltransferase in the presence of sn-2 arachidonoyl phosphatidylcholines. Mechanism of formation of saturated cholesteryl esters. Biochim Biophys Acta 1992;1128:83-92.
37. Applegate KR, Glomset JA. Effect of acyl chain unsaturation on the conformation of model diacylglycerols: a computer modeling study. J Lipid Res 1991;32:1635-44.
38. Thornburg JT, Parks JS, Rudel LL. Dietary fatty acid modification of HDL phospholipid molecular species alters lecithin:cholesterol acyltransferase reactivity in cynomolgus monkeys. J Lipid Res 1995;36:277-89.
39. Lands WEM. Metabolism of glycerolipids. II. The enzymatic acylation of lysolecithin. J Biol Chem 1960;235:2233-7.