Caprenin 1. Digestion,Absorption,and Rearrangement in Thoracic Duct-Cannulated Rats

Abstract

Caprenin (CAP) is a triglyceride that primarily contains caprylic (C8:0), capric (C10:0), and behenic (C22:0) acids. This study was undertaken to determine whether or not CAP is qualitatively digested, absorbed, and rearranged like other dietary fats and oils that contain these medium-chain and very long-chain fatty acids. In vitro results showed that neat CAP, coconut oil (CO) and peanut oil (PO) were hydrolyzed by porcine pancreatic lipase. All of the neat triglycerides also were digested in vivo by both male and female rats. This was shown by the recovery of significantly more extractable lymphatic fat than with fat-free control animals and by the recovery of orally administered triglyceride-derived fatty acids in lymph triglycerides. However, substantially more PO (74%) and CO (51%) were recovered in lymph relative to CAP (10%). These quantitative differences are consistent with the fatty acid composition of each triglyceride and primary routes of fatty acid uptake. The 24-h lymphatic recovery of CAP-derived C8:0, C10:0, and C22:0 averaged 3.9%, 17.8%, and 11.2%, respectively, for male and female rats. The C8:0 and C10:0 results approximated those obtained with CO (2.0% and 16.3%, respectively). In contrast, the 24-h absorbability of C22:0 in CAP was significantly less than that seen in PO (55.4%). Finally, there was no evidence of significant rearrangement of the positions of fatty acids on glycerol during digestion and absorption. Those fatty acids recovered in lymphatic fat tended to occupy the same glyceride positions that they did in the neat administered oils. However, the lymph fats recovered from all animals dosed with fat emulsions were enriched with endogenous lymph fatty acids. It is concluded that CAP is qualitatively digested, absorbed, and processed like any dietary fat or oil that contains medium-chain and very long-chain fatty acids.

References

1. Swern, D. (ed). (1979). Bailey's Industrial Oil and Fat Products, 4th ed. New York: John Wiley & Sons, vol. 1, p. 19.

2. Bloom, B. , Chaikoff, I.L. , Reinhardt, W.O. , Entenman, C. , and Dauben, W.G. (1950). The quantitative significance of the lymphatic pathway in transport of absorbed fatty acids. J. Biol. Chem. 184, 1–8.

3. Boucrot, P. , and Clement, J. (1965). Localization of fatty acids of exogenous and endogenous origin in the triglyceride molecules of the lymphatic chylomicrons of the rat after administering a diet containing simultaneously oleic acids 3H and stearic 14C. Biochim. Biophys. Acta 106, 414–416.

4. Chen, I.S. , Hotta, S.S. , Ikeda, I. , Cassidy, M.M. , Sheppard, A.J. , and Vahouny, G.V. (1987). Digestion, absorption and effects on cholesterol absorption of menhaden oil, fish oil concentrate and corn oil by rats. J. Nutr. 117, 1676–1680.

5. Chen, I.S. , Subramaniam, S. , Vahouny, G.V. , Cassidy, M.M. , Ikeda, I. , and Kritch-Evsky, D. (1989). A comparison of the digestion and absorption of cocoa butter and palm kernel oil and their effects on cholesterol absorption in rats. J. Nutr. 119, 1569–1573.

6. Mattson, F.H. , and Volpenhein, R.A. (1972). Rate and extent of absorption of the fatty acids of fully esterified glycerol, erythritol, xylitol and sucrose as measured in thoracic duct cannulated rats. J. Nutr. 102, 1177–1180.

7. Peters, J.C. , Holcombe, B.N. , Hiller, L.K. , and Webb, D.R. (1991). Caprenin 3. Absorption and caloric value in adult humans. J. Am. Coll. Toxicol. 10.

8. Webb, D.R. , Peters, J.C. , Jandacek, R.J. , and Fortier, N.E. (1991). Caprenin 2. Short-term safety and metabolism in rats and hamsters. J. Am. Coll. Toxicol. 10.

9. Bollman, J.L. , Cain, J.C. , and Grindlay, J.H. (1948). Techniques for the collection of lymph from the liver, small intestine, or thoracic duct of the rat. J. Lab. Clin. Med. 33, 1349–1352.

10.

10. Mattson, F.H. , and Volpenhein, R.A. (1962). Rearrangement of glyceride fatty acids during digestion and absorption. J. Biol. Chem. 237, 53–55.

11.

11. Radin, N.S. , Hajra, A.K. , and Akakori, Y. (1960). Preparation of methyl esters. J. Lipid Res. 1, 250–251.

12.

12. D'Alonzo, R.F. , Kazarek, W.J. , and Oerten, H.W. (1981). Analysis of processed soy oil by gas chromatography. JAOCS 58, 215–227.

13.

13. Mattson, F.H. , and Volpenhein, R.A. (1961). The use of pancreatic lipase for determining the distribution of fatty acids in partial and complete glycerides. J. Lipid Res. 2, 58–62.

14.

14. Mattson, F.H. , and Volpenhein, R.A. (1961). The specific distribution of fatty acids in the glycerides of vegetable fats. J. Biol. Chem. 236, 1891–1894.

15.

15. Snedecor, G.W. , and Cochran, W.G. (1980). Statistical Methods, 7th ed. Ames, Iowa: Iowa State University Press,

16.

16. Bezard, J. , and Bugaut, M. (1986). Absorption of glycerides containing short, medium and long chain fatty acids. In: Kuksis, A. (ed.). Fat Absorption. Boca Raton, FL: CRC Press, Inc., Vol. 1, pp. 119–158.

17.

17. Mattson, F.H. , and Volpenhein, R.A. (1964). The digestion and absorption of triglycerides. J. Biol. Chem. 239, 2772–2777.

18.

18. Patton, J.S. (1981). Gastrointestinal lipid digestion. In: Johnson, L.R. (ed.). Physiology of the Gastrointestinal Tract. New York: Raven Press, pp. 1123–1146.

19.

19. Thomson, A.B.R. , and Dietschy, J.M. (1981). Intestinal lipid absorption: Major extracellular and intracellular events. In: Johnson, L.R. (ed.). Physiology of the Gastrointestinal Tract. New York: Raven Press, pp. 1147–1220.

20.

20. Coleman, M.H. (1961). Further studies on the pancreatic hydrolysis of some natural fats. JAOCS 38, 685–688.

21.

21. Brockerhoff, H. , and Yurkowski, M. (1966). Stereospecific analyses of several vegetable fats. J. Lipid Res. 7, 62–64.

22.

22. Kim, H.K. , and Kritchevsky, D. (1983). Lipolysis of corn, peanut and randomized peanut oils. Lipids 18, 842–844.

23.

23. Jandacek, R.J. , Whiteside, J.A. , Holcombe, B.N. , Volpenhein, R.A. , and Taulbee, J.D. (1987). The rapid hydrolysis and efficient absorption of triglycerides with octanoic acid in the 1 and 3 positions and long-chain fatty acid in the 2 position. Am. J. Clin. Nutr. 45, 940–945.

24.

24. Mattson, F.H. , and Beck, L.W. (1955). The digestion in vitro of triglycerides by pancreatic lipase. J. Biol. Chem. 214, 115–125.

25.

25. Clement, J. , Bezard, J. , and Courel, E. (1965). Structural alterations in triglycerides found in the digestive systems and adipose tissues of rats subjected to a coconut-oil-base dietary regimen. Biochim. Biophys. Acta 106, 25–33.

26.

26. Mattson, F.H. , and Volpenhein, R.A. (1968). Hydrolysis of primary and secondary esters of glycerol by pancreatic juice. J. Lipid Res. 9, 79–84.

27.

27. Reinhardt, W.O. (1945). Rate of flow and cell count of rat thoracic duct lymph. Proc. Soc. Exp. Biol. Med. 58, 123–124.

28.

28. Bloom, B. , Chaikoff, I.L. , and Reinhardt, W.O. (1951). Intestinal lymph as a pathway for transport of absorbed fatty acids of different chain length. Am. J. Physiol. 166, 451–455.

29.

29. Tso, P. , Pinkston, G. , Klurfeld, D.M. , and Kritchevsky, D. (1984). The absorption and transport of dietary cholesterol in the presence of peanut oil or randomized peanut oil. Lipids 19, 11–16.

30.

30. Bezard, J. , and Sawadago, K.A. (1983). The glyceride structure of perirenal fatty tissue in rats supplied with a peanut oil-based diet. Reprod. Nutr. Devel. 23, 65–80.

31.

31. Hyun, S.A. , Vahouny, G.V. , and Treadwell, C.R. (1967). Portal absorption of fatty acids in lymph- and portal vein-cannulated rats. Biochim. Biophys. Acta 137, 296–305.

32.

32. McDONALD, G.B. , and Weidman, M. (1987). Partitioning of polar fatty acids into lymph and portal vein after intestinal absorption in the rat. Q. J. Exp. Physiol. 72, 153–159.

33.

33. Carroll, K.K. (1958). Digestibility of individual fatty acids in the rat. J. Nutr. 64, 399–410.

34.

34. Greenberger, N.J. , Rodgers, J.B. , and Isselbacher, K.J. (1966). Absorption of medium and long-chain triglycerides: Factors influencing their hydrolysis and transport. J. Clin. Invest. 45, 217–227.

35.

35. Mattson, F.H. , and Streck, J.A. (1974). Effect of the consumption of glycerides containing behenic acid on the lipid content of the heart of weanling rats. J. Nutr. 104, 483–488.

36.

36. Nolen, G.A. (1981). Biological evaluation of hydrogenated rapeseed oil. JAOCS 58, 31–37.

37.

37. Bernhard, K. , and Vischer, E. (1946). Decomposition of behenic acid in the animal body. Helv. Chim. Acta 29, 929–935.

38.

38. Mattson, F.H. (1959). The absorbability of stearic acid when fed as a simple or mixed triglyceride. J. Nutr. 69, 338–342.

39.

39. Myher, J.J. , Marai, L. , and Kuksis, A. (1977). Acylglycerol structure of peanut oils of different atherogenic potential. Lipids 12, 775–785.

40.

40. Bezard, J. , Sempore, G. , Descargues, G. , and, Sawadago, A. (1981). Further studies on the determination of the 2-isomers of triglycerides from natural fats. Fette Seifen Anstrichmittel 83, 17–23.