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The absorption of stearic acid from triacylglycerols: an inquiry and analysis

Published online by Cambridge University Press:  14 December 2007

Geoffrey Livesey*
Affiliation:
Independent Nutrition Logic, Pealerswell House, Wymondham, Norfolk, NR18 0QX, UK
*
Corresponding author: Dr Geoffrey Livesey, fax +44 1953 600218, email [email protected]
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Abstract

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Although stearic acid is a saturated fatty acid, its influence on plasma cholesterol acid other health variables is neutral; possibly owing in part to poor absorption. Reduced absorption of stearic acid from particular triacylglycerols, cocoa butter and novel fats formulated with short- and long-chain acid triacylglycerol molecules (Salatrims) has been attributed to high intakes. However, the circumstances and causes of poor stearic acid digestion from triacylglycerols are unclear; published data were therefore collected and analysed, with emphasis on human studies. Of twenty-eight studies conducted in adults, most are in men (>90%). The assertion that reduced absorption is due to a high intake of stearoyl groups is not supported: dietary intakes of stearoyl of 0·05–0·65 g stearic acid equivalent/kg body weight (cf typical intake of 0·2 g stearic acid equivalent/kg body weight in the Western diet) indicate that the ‘true’ digestibility of stearoyl is 0·98 (SE 0·01) g/g, with apparent digestibility less than this value at low intakes owing to endogenous stearic acid excretion and to inter-publication variation of unidentified cause. The neutral health impact of stearic acid must be due to factors other than availability. Exceptions include cocoa butter, Salatrims and tristearin, for which digestibility is an additional factor. The efficiency with which human subjects digest stearoyl from cocoa butter still remains uncertain, while the digestion of total long-chain fat from this source is 0·89–0·95 g/g, high in comparison with 0·33 g/g for Salatrim 23CA and 0·15 g/g for tristearin in their prepared states. Salatrims contain the highest proportion of long-chain fatty acids that are stearic acid-rich other than tristearin, which is the main component of fully-hydrogenated soyabean and rapeseed oil. Analysis shows that apparent digestibility of stearic acid is associated with stearoyl density within the triacylglycerol molecule and that, in Salatrims, the occurrence of short-chain fatty acids in place of long-chain fatty acids increases this density. Soap formation appears not to be a major factor in the reduced digestion of stearic acid from tristearin under regular dietary circumstances, but both microcrystallinity and reduced digestibility of tri-, di- and monostearoylglycerols appears to be important. Solubilisation of high-melting-point tristearin in low-melting-point oils improves the digestibility of its stearic acid, particularly when emulsified or liquidized at above melting point. However, without such artificial aids, the digestive tracts of the rat, dog and man have a low capacity for emulsifying and digesting stearic acid from tristearin. Reduced digestibility of stearic acid from Salatrim 23CA also appears to be attributable to reduced digestibility of di- and monostearoylglycerols and is particularly due to remnants with the 1- or 3-stearoylglycerol intact after initial hydrolytic cleavage. Short-chain organic acid in Salatrim 23CA, which is readily hydrolysed, leaves such remnants. Unlike tristearin, Salatrim 23CA melts at body temperature and mixing it with low-melting-point oils is not expected to cause further disruption of microcrystalline structures to aid digestibility of its stearoyl groups. The low digestibility of stearoyl in Salatrim 23CA, together with the occurrence of short-chain organic acids in this product, account for its relatively low nutritional energy value (about 20 kJ (5 kcal)/g) compared with traditional fats (37 kJ (9 kcal)/g) and low fat value (<20:37 kJ/kJ; <5:9 kcal/kcal) relative to traditional fats. In part these differences are because of minor effects of Salatrim 23CA on the excretion of other fat and protein, due to the bulking properties of this poorly-digestible fat.

Type
Research Article
Copyright
Copyright © CABI Publishing 2000

References

Allen, LH, Reynolds, WL & Margen, S (1979) Polyethylene glycol as a quantitative fecal marker in human nutrition experiments. American Journal of Clinical Nutrition 32, 427440.CrossRefGoogle ScholarPubMed
Apgar, JL, Shively, CA & Tarka, SM (1987) Digestibility of cocoa butter and corn oil and their influence on fatty acid distribution. Journal of Nutrition 117, 660665.CrossRefGoogle ScholarPubMed
Arnschink, L (1890) Versuche uber die resorption verschiedener Fette aus dem Darmkanale (Study of the resorption of different fats from the gastrointestinal tract). Zeitschrift für Biologie 26, 434451.Google Scholar
Atwater, WO & Bryant, AP (1900) The Availability and Fuel Value of Food Materials. Connecticut (Storrs) Agricultural Experimental Station Bulletin 18. Storrs, CT: Connecticut (Storrs) Agricultural Experimental Station.Google Scholar
Baer, DJ, Rumpler, WV, Miles, WM & Fahey, GC (1997) Dietary fibre decreases the metabolisable energy content and nutrient digestibility of mixed diets fed to humans. Journal of Nutrition 127, 579586.CrossRefGoogle Scholar
Bergstedt, SE, Bergstedt, JL, Fujimoto, K, Mansbach, C, Kritchevsky, D & Tso, P (1991) Effects of glycerol tripalmitate and glycerol trioleate on intestinal absorption of glycerol tristearate. American Journal of Physiology 261, G239–G247.Google ScholarPubMed
Bergstedt, SE, Hayashi, H, Kritchevsky, D & Tso, P (1990) A comparison of the absorption of glycerol tristearate and glycerol trioleate by rat small intestine. American Journal of Physiology 259, G386–G393.Google ScholarPubMed
Bezard, J & Sawadogo, KA (1983) The glyceride structure of perirenal fatty tissue in rats supplied with peanut-oil diet. Reproductive Nutrition and Development 23, 6580.Google Scholar
Bonanome, A & Grundy, SM (1988) The effect of dietary stearic acid on plasma cholesterol and lipoprotein levels. New England Journal of Medicine 318, 12441248.CrossRefGoogle ScholarPubMed
Bonanome, A & Grundy, SM (1989) Intestinal absorption of stearic acid after consumption of high fat meals in humans. Journal of Nutrition 119, 15561560.CrossRefGoogle ScholarPubMed
Boyd, OR, Crum, CL & Lyman, JF (1932) The absorption of calcium soaps and the relation of dietary fat to calcium utilisation in the white rat. Journal of Biological Chemistry 95, 2941.CrossRefGoogle Scholar
Bracco, U (1994) Effects of triglyceride structure on fat absorption. American Journal of Clinical Nutrition 60, 1002s–1009s.CrossRefGoogle ScholarPubMed
Brink, EJ, Haddeman, E, de Fouw, NJ & Weststrate, JA (1995) Positional distribution of stearic acid and oleic acid in the triacylglycerol and dietary calcium concentration determines the apparent absorption of these fatty acids in rats. Journal of Nutrition 125, 23702387.CrossRefGoogle ScholarPubMed
Carroll, KK & Richards, JF (1958) Factors affecting digestibility of fatty acids in the rat. Journal of Nutrition 64, 411424.CrossRefGoogle ScholarPubMed
Cheng, ALS, Morehouse, MG & Deuel, HJ (1949) The effect of the level of dietary calcium and magnesium on the digestibility of fatty acids, simple triglycerides, and some natural and hydrogenated fats. Journal of Nutrition 37, 237250.CrossRefGoogle ScholarPubMed
Cockett, ME & Deuel, HJ (1947) A comparison of the coefficients of digestibility and the rate of absorption of several natural and artificial fats as influenced by melting point. Journal of Nutrition 33, 187194.CrossRefGoogle Scholar
Codex, Alimentarius (1991) Codex Standard for Formula Foods for Use in Weight Control Diets. Codex Standard 181.Google Scholar
Cotton, PB (1972) Non-dietary lipid in the intestinal lumen. Gut 13, 675681.CrossRefGoogle ScholarPubMed
Cummings, JH & Wiggins, HS (1976) Transit through the gut measured by analysis of a single stool. Gut 17, 219223.CrossRefGoogle ScholarPubMed
Davignon, J, Simmonds, WJ & Ahrens, EH (1968) Usefulness of chromic oxide as an internal standard for balance studies in formula-fed patients and for assessment of colonic function. Journal of Clinical Investigation 47, 127138.CrossRefGoogle ScholarPubMed
Decker, EA (1996) The role of stereospecific saturated fatty acids positions on lipid nutrition. Nutrition Reviews 54, 108110.CrossRefGoogle ScholarPubMed
Demarne, Y, Sacquet, E, Lecourtier, M-J & Flanzy, J (1979) Comparative study of endogenous fecal fatty acids in germ-free and conventional rats. American Journal of Clinical Nutrition 32, 20272032.CrossRefGoogle ScholarPubMed
DeMichelle, SJ & Karlstad, MD (1995) Short-chain triglycerides in clinical nutrition. In Physiological and Clinical Aspects of Short-chain Fatty Acids, pp. 538559 [Cummings, JH, Rombeau, JL, & Sakata, T, editors]. Cambridge: Cambridge University Press.Google Scholar
Denke, MA, Fox, MM & Schulte, MC (1993) Short-term dietary calcium fortification increases fecal saturated fat content and reduces serum lipids in men. Journal of Nutrition 123, 10471053.Google ScholarPubMed
Denke, MA & Grundy, SM (1991) Effects of fats high in stearic acid on lipid and lipoprotein concentrations in men. American Journal of Clinical Nutrition 54, 10361040.CrossRefGoogle ScholarPubMed
Dougherty, RM, Allman, MA & Iacono, JM (1995) Effects of diets containing high and low amounts of stearic acid on plasma lipoproteins fractions and faecal fatty acid excretion of men. American Journal of Clinical Nutrition 61, 11201128.CrossRefGoogle ScholarPubMed
Drenick, EJ (1961) The influence of ingestion of calcium and other soap-forming substances on faecal fat. Gastroenterology 41, 242244.CrossRefGoogle Scholar
Emken, EA (1994) Metabolism of dietary stearic acid relative to other fatty acids in human subjects. American Journal of Clinical Nutrition 60, 1023s–1028s.CrossRefGoogle ScholarPubMed
Emken, EA, Adlof, RO, Rohwedder, WK & Gully, RM (1993) Influence of linoleic acid on desaturation and uptake of deuterium-labelled palmitic and stearic acids in humans. Biochimica et Biophysica Acta 1170, 173181.CrossRefGoogle Scholar
Eyssen, H, Piessens-Denef, M & Parmentier, G (1972) Role of the cecum in maintaining Δ5-steroid- and fatty acid-reducing activity of the rat intestinal microflora. Journal of Nutrition 102, 15011511.CrossRefGoogle Scholar
Filer, LJ, Mattson, FH & Fomon, SJ (1970) Triglyceride configuration and fat absorption by the human infant. Journal of Nutrition 99, 293298.CrossRefGoogle Scholar
Finley, JW, Klemann, LP, Leveille, GA, Otterburn, MS & Walchak, CG (1994 a) Caloric availability of SALATRIM in rats and humans. Journal of Agricultural and Food Chemistry 42, 495499.CrossRefGoogle Scholar
Finley, JW, Leveille, GA, Dixon, RM, Walchak, CG, Sourby, JC, Smith, RE, Francis, KD & Otterburn, MS (1994 b) Clinical assessment of SALATRIM, a reduced calorie triacylglycerol. Journal of Agricultural and Food Chemistry 42, 581596.CrossRefGoogle Scholar
Finley, JW, Leveille, GA, Dixon, RM, Walchak, CG, Sourby, JC, Smith, RE, Francis, KD & Otterburn, MS (1994 c) Correction. Journal of Agricultural and Food Chemistry 42, 2982.CrossRefGoogle Scholar
Food and Drug|Administration(1996) Food labelling: nutrient content claims pertaining to the available fat content of food. Docket numbers 96N-0421 and 94P-0453. Federal Register 61, 6724367260.Google Scholar
Grande, F, Anderson, JT & Keys, A (1970) Comparison of effects of palmitic and stearic acids in the diet on serum cholesterol in man. American Journal of Clinical Nutrition 23, 11841193.CrossRefGoogle ScholarPubMed
Grundy, SM (1994) Influence of stearic acid on cholesterol metabolism relative to other long-chain fatty acids. American Journal of Clinical Nutrition 60, 986s–990s.CrossRefGoogle ScholarPubMed
Hashim, SA & Babayan, VK (1978) Studies in man of partially absorbed dietary fats. American Journal of Clinical Nutrition 31, 273s–276s.CrossRefGoogle ScholarPubMed
Hayes, JR, Finley, JW & Leveille, GA (1994 a) In vivo metabolism of SALATRIM fats in the rat. Journal of Agricultural and Food Chemistry 42, 500514.CrossRefGoogle Scholar
Hayes, JR, Pence, DH, Scheinbach, S, D'Amelia, RP, Klemann, LP, Wilson, NH & Finely, JW (1994 a) Review of triacylglycerol digestion, absorption and metabolism with respect to SALATRIM triacylglycerols. Journal of Agricultural and Food Chemistry 42, 474483.CrossRefGoogle Scholar
Henry, RJ (1964) Clinical Chemistry: Principles and Technics, pp.873883. New York: Harper & Rowe.Google Scholar
Hoagland, R & Snider, GG (1943) Digestibility of certain higher saturated fatty acids and triglycerides. Journal of Nutrition 26, 255260.CrossRefGoogle Scholar
Hoak, JC (1994) Stearic acid, clotting, and thrombosis. American Journal of Clinical Nutrition 60, 1050s–1054s.CrossRefGoogle ScholarPubMed
Jensen, C, Buist, NRM & Wilson, T (1986) Absorption of individual fatty acids from long-chain or medium chain triglycerides in very small infants. American Journal of Clinical Nutrition 43, 745751.CrossRefGoogle ScholarPubMed
Katan, MB, Zock, PL & Mensink, RP (1994) Effects of fats and fatty acids on blood lipids in humans: an overview. American Journal of Clinical Nutrition 60, 1017s–1022s.CrossRefGoogle ScholarPubMed
Klemann, LP, Finley, JW & Leveille, GA (1994) Estimation of the absorption coefficient of stearic acid in Salatrim fats. Journal of Agricultural and Food Chemistry 42, 484488.CrossRefGoogle Scholar
Koizumi, N, Fujii, M, Ninomiya, R, Inoue, Y, Kagawa, T & Tsukamoto, T (1983) Studies on transitory laxative effects of sorbitol and maltitol. I: Estimation of 50% effective dose and maximum non-effective dose. Chemosphere 12, 4553.CrossRefGoogle Scholar
Kritchevsky, D (1994) Stearic acid metabolism and atherogenesis: history. American Journal of Clinical Nutrition 60, 997s–1001s.CrossRefGoogle ScholarPubMed
Langworth, CF & Holmes, AD (1917) Digestibility of Some Vegetable Fats. USDA Bulletin no. 505. Washington, DC: Government Printing Office.CrossRefGoogle Scholar
Lentner, C, Lauffenburger, T, Guncaga, J, Dambacher, MA & Haas, HS (1975) The metabolic balance technique: a critical reappraisal. Metabolism 24, 461471.CrossRefGoogle ScholarPubMed
Lewis, GT, Partin, HC & Fla, M (1954) Fecal fat on an essentially fat free diet. Journal of Laboratory and Clinical Medicine 44, 9193.Google Scholar
Liener, IE (editor)(1994) A collection of papers on 'SALATRIM'. Journal of Agricultural and Food Chemistry 42, 432604.Google Scholar
Livesey, G (1990) Energy values of unavailable carbohydrates and diets: an inquiry and analysis. American Journal of Clinical Nutrition 51, 617637.CrossRefGoogle ScholarPubMed
Livesey, G, Buss, D, Coussement, P, Edwards, DG, Howlett, J, Jonas, D, Kleiner, JE, Muller, D & Sentko, A (2000) Suitability of traditional energy values for novel foods and food ingredients. Food Control 11, 249289.CrossRefGoogle Scholar
McDonell, B (1997) FDA questions Nabisco's proposed digestibility coefficient for Salatrim Food Labelling and Nutrition News 1112.Google Scholar
Mattil, KF & Higgins, JW (1945) The relationship of glyceride structure to fat digestibility. Journal of Nutrition 29, 255260.CrossRefGoogle Scholar
Mattson, FH (1959) The absorbability of stearic acid when fed as a single or mixed triglyceride. Journal of Nutrition 69, 338342.CrossRefGoogle Scholar
Mattson, FH, Nolen, GA & Webb, MR (1979) The absorbability by rats of various triglycerides of stearic and oleic acid and the effects of dietary calcium and magnesium. Journal of Nutrition 109, 16821687.CrossRefGoogle ScholarPubMed
Merrill, AL & Watt, BK (1973) The Energy Values of Foods, Basis and Derivation. USDA Handbook 74. Washington, DC: Government Printing Office.Google Scholar
Ministry of Agriculture, Fisheries & Foods (1990) Intake of Intense and Bulk Sweeteners in the UK. Food Surveillance Paper no. 29, London: H.M. Stationery Office.Google Scholar
Mitchell, DC, McMahon, KE, Shively, CA, Apgar, JL & Kris-Etherton, PM (1989) Digestibility of cocoa butter and corn oil in human subjects: a preliminary study. American Journal of Clinical Nutrition 50, 983986.CrossRefGoogle ScholarPubMed
Mitchell, WD, Fyfe, T & Smith, DA (1968) The effect of oral calcium on cholesterol metabolism. Journal of Atherosclerosis Research 8, 913922.CrossRefGoogle ScholarPubMed
Narine, SS & Marangoni, AG (1999 a) Microscopic and rheological studies of fat crystal networks. Journal of Crystal Growth 199, 13151319.CrossRefGoogle Scholar
Narine, SS & Marangoni, AG (1999 b) The difference between cocoa butter and Salatrim lies in the microstructure of the fat crystal network. Journal of the American Oil Chemists' Society 76, 713.CrossRefGoogle Scholar
Nolen, GA (1981) Biological evaluation of hydrogenated rapeseed oil. Journal of the American Oil Chemists' Society 58, 3137.Google Scholar
Olubajo, O, Marshall, MW, Judd, JT & Adkins, JT (1986) Effect of high- and low-fat diets on the bioavailability of selected fatty acids, including linoleic acid, in adult men. Nutrition Research 6, 931955.CrossRefGoogle Scholar
Pearson, TA (editor)(1994 a) Proceedings of the Symposium on Metabolic Consequences of Stearic Acid Relative to other Long-chain Fatty Acids American Journal of Clinical Nutrition 60, Suppl. 6s.Google Scholar
Pearson, TA (editor)(1994 b) Proceedings of the Symposium on Chocolate in Perspective: Cocoa Butter, a Unique Saturated Fat American Journal of Clinical Nutrition 60, Suppl. 6s.Google Scholar
Peters, JC, Holcolmb, BN, Hiller, LK & Webb, DR (1991) Caprenin 3. Absorption and caloric value in adult humans. Journal of the American College of Toxicology 10, 357367.CrossRefGoogle Scholar
Ranhotra, GS, Gelroth, JA & Leinen, SD (1998) Energy value of a fat high in stearic acid. Journal of Food Science 63, 363365.CrossRefGoogle Scholar
Rhee, SK, Kayani, AJ, Ciszek, A & Brenna, JT (1997) Desaturation and interconversion of dietary stearic and palmitic acids in human plasma and lipoproteins. American Journal of Clinical Nutrition 65, 451458.CrossRefGoogle ScholarPubMed
Saunders, D, Sillery, J & Chapman, R (1988) Effect of calcium carbonate and aluminium hydroxide on human intestinal function. Digestive Diseases and Sciences 33, 409413.CrossRefGoogle ScholarPubMed
Shahkhalili, Y, Duruz, E & Archeson, K (2000) Digestibility of cocoa butter from chocolate in humans: a comparison with corn-oil. European Journal of Clinical Nutrition 54, 120125.CrossRefGoogle ScholarPubMed
Sharpe, SJ & Robinson, MF (1970) Intermittent and continuous faecal markers in short-term metabolic studies in young women. British Journal of Nutrition 24, 489500.CrossRefGoogle ScholarPubMed
Sklan, D & Budowski, P (1972) Formation of linoleic acid in the rat caecum. British Journal of Nutrition 28, 457462.CrossRefGoogle Scholar
Small, DM (1991) Physical properties of fatty acids and their extracellular and intracellular distribution. In Polyunsaturated Fatty Acids in Human Nutrition, pp. 2529. [Bracco, U & Deckelbaum, R, editors]. New York: Raven Press.Google Scholar
Small, DM (1992) The effect of glyceride structure on absorption and metabolism. Annual Review of Nutrition 11, 413434.CrossRefGoogle Scholar
Softly, BJ, Huang, AS, Finley, JW, Petersheim, M, Yarger, RG, Chrysam, MM, Wieczorek, RL, Otterburn, MS, Manz, A & Templeman, GJ (1994) Composition of representative SALATRIM fat preparations. Journal of Agricultural Food Chemistry 42, 461467.CrossRefGoogle Scholar
Tomarelli, RM, Meyer, BJ, Weaber, JR & Bernhart, FW (1968) Effects of positional distribution on the absorption of fatty acids of human milk and infant formulas. Journal of Nutrition 95, 583590.CrossRefGoogle ScholarPubMed
Wang, C-S (1986) Hydrolysis of dietary glycerides and phosphoglycerides: fatty acid and positional specificity of lipases and phospholipases. In Fat Absorption, vol. 1, pp. 83117. [Kukis, A, editor]. Boca Raton, FL: CRC Press.Google Scholar
Webb, JPW, James, AT & Kellock, TD (1963) The influence of diet on the quality of faecal fat in patients with and without steatorrhoea. Gut 4, 3741.CrossRefGoogle ScholarPubMed
Wiggins, HS, Howell, KE, Kellock, TD & Stalder, J (1969) The origins of faecal fat. Gut 10, 400403.CrossRefGoogle ScholarPubMed
Woollett, LA & Dietschy, JM (1994) Effect of long-chain fatty acids on low-density-lipoprotein-cholesterol metabolism. American Journal of Clinical Nutrition 60, 991s–996s.CrossRefGoogle ScholarPubMed
World Health Organization (1999) Evaluation of Certain Food Additives and Contaminants. Forty-ninth Report of the Joint FAO/WHO Expert Committee on Food Additives. Technical Report Series no. 884. Geneva: WHO.Google Scholar