Dietary Triacylglycerol Structure and Its Role in Infant Nutrition

Small, 1991, The effects of glyceride structure on absorption and metabolism, Annu Rev Nutr., 11, 413, 10.1146/annurev.nu.11.070191.002213 Breckenridge, 1969, Triglyceride structure of human milk fat, Can J Biochem., 47, 761, 10.1139/o69-118 Tomarelli, 1968, Effect of positional distribution on the absorption of the fatty acids of human milk and infant formulas, J Nutr., 95, 583, 10.1093/jn/95.4.583 Jensen, 1995 Siri-Tarino, 2010, Saturated fat, carbohydrate, and cardiovascular disease, Am J Clin Nutr., 91, 502, 10.3945/ajcn.2008.26285 Gidding, 2009, Circulation., 119, 1161, 10.1161/CIRCULATIONAHA.109.191856 Neville, 1997, Regulation of milk lipid secretion and composition, Annu Rev Nutr., 17, 159, 10.1146/annurev.nutr.17.1.159 Innis, 2004, Polyunsaturated fatty acids in human milk: an essential role in infant development, Adv Exp Med Biol., 554, 27, 10.1007/978-1-4757-4242-8_5 Hachey, 1989, Human lactation. II. Endogenous fatty acid synthesis by the mammary gland, Pediatr Res., 25, 63, 10.1203/00006450-198901000-00015 Silber, 1988, Manipulation of maternal diet to alter fatty acid composition of human milk intended for premature infants, Am J Clin Nutr., 47, 810, 10.1093/ajcn/47.5.810 Craig-Schmidt, 1984, The effect of hydrogenated fat in the diet of nursing mothers on lipid composition and prostaglandin content of human milk, Am J Clin Nutr., 39, 778, 10.1093/ajcn/39.5.778 Makrides, 1996, Effect of maternal docosahexaenoic acid (DHA) supplementation on breast milk composition, Eur J Clin Nutr., 50, 352 Innis, 1992, Human milk and formula fatty acids, J Pediatr., 120, S56, 10.1016/S0022-3476(05)81237-5 Brenna, 2007, Docosahexaenoic and arachidonic acid concentrations in breast milk worldwide, Am J Clin Nutr., 85, 1457, 10.1093/ajcn/85.6.1457 Prentice, 1989, Breast-milk of rural Gambian mothers: effect of diet and maternal parity, J Pediatr Gastroenterol Nutr., 8, 486, 10.1097/00005176-198905000-00011 Specker, 1987, Differences in fatty acid composition of human milk in vegetarian and nonvegetarian women: long-term effect of diet, J Pediatr Gastroenterol Nutr., 6, 764, 10.1097/00005176-198709000-00018 Sanders, 1992, The influence of a vegetarian diet on the fatty acid composition of human milk and the essential fatty acid status of the infant, J Pediatr., 120, S71, 10.1016/S0022-3476(05)81239-9 Innis, 1988, Long-chain n-3 fatty acids in breast milk of Inuit women consuming traditional foods, Early Hum Dev., 18, 185, 10.1016/0378-3782(88)90055-2 Breckenridge, 1967, Molecular weight distribution of milk fat triglycerides from seven species, J Lipid Res., 8, 473, 10.1016/S0022-2275(20)38904-5 Martin, 1993, Triacylglycerol structure of human colostrum and mature milk, Lipids., 28, 637, 10.1007/BF02536059 Dotson, 1992, High-performance liquid chromatography of human milk triacylglycerols and gas chromatography of component fatty acids, Lipids., 27, 933, 10.1007/BF02535876 Straarup, 2006, The stereospecific triacylglycerol structures and fatty acid profiles of human milk and infant formulas, J Pediatr Gastroenterol Nutr., 42, 293, 10.1097/01.mpg.0000214155.51036.4f Brockerhoff, 1966, Fatty acid distribution patterns of animal depot fats, Comp Biochem Physiol., 19, 1, 10.1016/0010-406X(66)90541-X Brockerhoff, 1966, Positional distribution of fatty acids in triglycerides of animal depot fats, Biochim Biophys Acta., 116, 67, 10.1016/0005-2760(66)90092-0 Mattson, 1958, The specific distribution of fatty acids in the glycerides of animal and vegetable fats, J Biol Chem., 233, 868, 10.1016/S0021-9258(18)64670-8 Christie, 1971, The structures of triglycerides from atherosclerotic plaques and other human tissues, Lipids., 6, 854, 10.1007/BF02531218 Kagawa, 1996, Species identification by the positional analysis of fatty acid composition of triacylglyceride of adipose and bone tissue, Forensic Sci Int., 79, 215, 10.1016/0379-0738(96)01915-9 Gimeno, 2008, Thematic review series: glycerolipids. Mammalian glycerol-3-phosphate acyltransferases: new genes for an old activity, J Lipid Res., 49, 2079, 10.1194/jlr.R800013-JLR200 Cooper, 1980, Fatty acid specificities of microsomal acyltransferases esterifying positions-1 and -2 of acylglycerols in mammary glands from lactating rats, Biochem J., 187, 289, 10.1042/bj1870289 Staggers, 1981, Studies on fat digestion, absorption, and transport in the suckling rat. II. Triacylglycerols: molecular species, stereospecific analysis, and specificity of hydrolysis by lingual lipase, J Lipid Res., 22, 675, 10.1016/S0022-2275(20)37378-8 Brockerhoff, 1966, Stereospecific analyses of several vegetable fats, J Lipid Res., 7, 62, 10.1016/S0022-2275(20)39585-7 Fedeli, 1971, Lipid composition of vegetable oils, Adv Lipid Res., 9, 335, 10.1016/B978-0-12-024909-1.50014-4 Phillips, 1984, Quantitative analysis of triglyceride species of vegetable oils by high performance liquid chromatography, Lipids., 19, 880, 10.1007/BF02534519 Mu, 2004, The digestion of dietary triacylglycerols, Prog Lipid Res., 43, 105, 10.1016/S0163-7827(03)00050-X Bracco, 1994, Effect of triglyceride structure on fat absorption, Am J Clin Nutr., 60, S1002, 10.1093/ajcn/60.6.1002S Filer, 1969, Triglyceride configuration and fat absorption by the human infant, J Nutr., 99, 293, 10.1093/jn/99.3.293 Lien, 1993, Corandomization of fats improves absorption in rats, J Nutr., 123, 1859, 10.1093/jn/123.11.1859 Jensen, 1986, Absorption of individual fatty acids from long chain or medium chain triglycerides in very small infants, Am J Clin Nutr., 43, 745, 10.1093/ajcn/43.5.745 Quinlan, 1995, The relationship between stool hardness and stool composition in breast- and formula-fed infants, J Pediatr Gastroenterol Nutr., 20, 81, 10.1097/00005176-199501000-00014 Phan, 2001, Intestinal lipid absorption and transport, Front Biosci., 6, D299, 10.2741/Phan Armand, 1996, Effect of human milk or formula on gastric function and fat digestion in the premature infant, Pediatr Res., 40, 429, 10.1203/00006450-199609000-00011 Hamosh, 1989, Gastric lipolysis and fat absorption in preterm infants: effect of medium-chain triglyceride or long-chain triglyceride-containing formulas, Pediatrics., 83, 86, 10.1542/peds.83.1.86 Chen, 1990, Effects of human pancreatic lipase-colipase and carboxyl ester lipase on eicosapentaenoic and arachidonic acid ester bonds of triacylglycerols rich in fish oil fatty acids, Biochim Biophys Acta., 1044, 111, 10.1016/0005-2760(90)90225-M Chen, 1994, Digestion of triacylglycerols containing long-chain polyenoic fatty acids in vitro by colipase-dependent pancreatic lipase and human milk bile salt-stimulated lipase, Biochim Biophys Acta., 1210, 239, 10.1016/0005-2760(94)90127-9 Christensen, 1995, Intestinal absorption and lymphatic transport of eicosapentaenoic (EPA), and docosahexaenoic (DHA), and decanoic acids, Am J Clin Nutr., 61, 56, 10.1093/ajcn/61.1.56 Hernell, 1993, Does the bile salt-stimulated lipase of human milk have a role in the use of the milk long-chain polyunsaturated fatty acids?, J Pediatr Gastroenterol Nutr., 16, 426, 10.1097/00005176-199305000-00014 Lindquist, 2010, Lipid digestion and absorption in early life: an update, Curr Opin Clin Nutr Metab Care., 13, 314, 10.1097/MCO.0b013e328337bbf0 Miller, 2008, Carboxyl ester lipase from either mother's milk or the pancreas is required for efficient dietary triglyceride digestion in suckling mice, J Nutr., 138, 927, 10.1093/jn/138.5.927 Nelson, 1996, Palm olein in infant formula: absorption of fat and minerals by normal infants, Am J Clin Nutr., 64, 291, 10.1093/ajcn/64.3.291 Ostrom, 2002, Lower calcium absorption in infants fed casein hydrolysate- and soy protein-based infant formulas containing palm olein versus formulas without palm olein, J Am Coll Nutr., 21, 564, 10.1080/07315724.2002.10719256 Carnielli, 1995, Feeding premature newborn infants palmitic acid in amounts and stereoisomeric position similar to that of human milk: effects on fat and mineral balance, Am J Clin Nutr., 61, 1037, 10.1093/ajcn/61.5.1037 Lucas, 1997, Randomized controlled trial of a synthetic triglyceride milk formula for preterm infants, Arch Dis Child Fetal Neonatal Ed., 77, F178, 10.1136/fn.77.3.F178 Carnielli, 1996, Structural position and amount of palmitic acid in infant formulas: effects on fat, fatty acid and mineral balance, J Pediatr Gastroenterol Nutr., 23, 553, 10.1097/00005176-199612000-00007 Kennedy, 1999, Double-blind, randomized trial of a synthetic triacylglycerol in formula-fed term infants: effects on stool biochemistry, stool characteristics, and bone mineralization, Am J Clin Nutr., 70, 920, 10.1093/ajcn/70.5.920 López-López, 2001, The influence of dietary palmitic acid triacylglyceride position on the fatty acid, calcium and magnesium contents of at term newborn faeces, Early Hum Dev., 65, S83, 10.1016/S0378-3782(01)00210-9 Carnielli, 1998, Intestinal absorption of long-chain polyunsaturated fatty acids in preterm infants fed breast milk or formula, Am J Clin Nutr., 67, 97, 10.1093/ajcn/67.1.97 Black, 2007, Development and physiological regulation of intestinal lipid absorption. I. development of intestinal lipid absorption: cellular events in chylomicrons assembly and secretion, Am J Physiol Gastrointest Liver Physiol., 293, G519, 10.1152/ajpgi.00189.2007 Hunter, 2001, Studies on effects of dietary fatty acids as related to their position on triglycerides, Lipids., 36, 655, 10.1007/s11745-001-0770-0 Berry, 2009, Triacylglycerol structure and interesterification of palmitic and stearic acid-rich fats: an overview and implications for cardiovascular disease, Nutr Res Rev., 22, 3, 10.1017/S0954422409369267 Innis, 1994, Evidence that palmitic acid is absorbed as sn-2 monoacylglycerol from human milk by breast-fed infants, Lipids., 29, 541, 10.1007/BF02536625 Nelson, 1999, Plasma lipoprotein fatty acids are altered by the positional distribution of fatty acids in infant formula triacylglycerols and human milk, Am J Clin Nutr., 70, 62, 10.1093/ajcn/70.1.62 Zock, 1996, Partial conservation of the sn-2 position of dietary triglycerides in fasting plasma lipids in humans, Eur J Clin Invest., 26, 141, 10.1046/j.1365-2362.1996.t01-1-105263.x Innis, 1996, Dietary triacylglycerol structure and saturated fat alter plasma and tissue fatty acids in piglets, Lipids., 31, 497, 10.1007/BF02522643 Innis, 1995, Palmitic acid is absorbed as sn-2 monopalmitin from milk and formula with rearranged triacylglycerols and results in increased plasma triglyceride sn-2 and cholesteryl ester palmitate in piglets, J Nutr., 125, 73 Innis, 1997, J Nutr., 127, 1311, 10.1093/jn/127.7.1311 Drozdowski, 2010, Ontogeny, growth and development of the small intestine: Understanding pediatric gastroenterology, World J Gastroenterol., 16, 787 Innis, 2010, Perinatal lipid nutrition alters early intestinal development and programs the response to experimental colitis in young adult rats, Am J Physiol Gastrointest Liver Physiol., 299, G1376, 10.1152/ajpgi.00258.2010 Ehehalt, 2010, Phosphatidylcholine as a constituent in the mucosal barrier-physiological and clinical significance, Biochim Biophys Acta, 1801, 983, 10.1016/j.bbalip.2010.05.014 Treede, 2007, Anti-inflammatory effects of phosphatidylcholine, J Biol Chem., 282, 27155, 10.1074/jbc.M704408200 Artmann, 2008, Influence of dietary fatty acids on endocannabinoid and N-acylethanolamine levels in rat brain, liver and small intestine, Biochim Biophys Acta, 1781, 200, 10.1016/j.bbalip.2008.01.006 Lambert, 2002, The palmitoylethanolamide family: a new class of anti-inflammatory agents?, Curr Med Chem., 9, 663, 10.2174/0929867023370707 Borrelli, 2009, Role of acylethanolamides in the gastrointestinal tract with special reference to food intake and energy balance, Best Pract Res Clin Endocrinol Metab., 23, 33, 10.1016/j.beem.2008.10.003 Bradshaw, 2009, Novel endogenous N-acyl glycines identification and characterization, Vitam Horm., 81, 191, 10.1016/S0083-6729(09)81008-X Leng, 2007, Heptocyte nuclear factor-4 mediates apolipoprotein A-IV transcriptional regulation by fatty acid in newborn swine enterocytes, Am J Physiol Gastrointest Liver Physiol., 293, G475, 10.1152/ajpgi.00072.2007 Lu, 2002, Regulation of MTP expression in developing swine, J Lipid Res., 43, 1303, 10.1194/jlr.M200035-JLR200 Wang, 1997, Apolipoprotein secretion and lipid synthesis: regulation by fatty acids in newborn swine intestinal epithelial cells, Am J Physiol., 272, G935 Yao, 2002, Regulation of triacylglycerols and phospholipid trafficking by fatty acids in newborn swine enterocytes, Am J Physiol Gastrointest Liver Physiol., 282, G817, 10.1152/ajpgi.00397.2001 Van Greevenbroek, 1996, Effects of saturated, mono-, and polyunsaturated fatty acids on the secretion of apo B containing lipoproteins by Caco-2 cells, Atherosclerosis., 121, 139, 10.1016/0021-9150(95)05712-9 Van Greevenbroek, 1995, Palmitic acid and linoleic acid metabolism in Caco-2 cells: different triglyceride synthesis and lipoprotein secretion, J Lipid Res., 36, 13, 10.1016/S0022-2275(20)39750-9 Mize, 1995, Lipoprotein-cholesterol responses in healthy infants fed defined diets from ages 1 to 12 months: comparison of diets predominate in oleic acid versus linoleic acid, with parallel observations in infants fed a human milk-based diet, J Lipid Res., 36, 1178, 10.1016/S0022-2275(20)41126-5 Demmers, 2005, Effects of early cholesterol intake on cholesterol biosynthesis and plasma lipids among infants until 18 months of age, Pediatrics., 115, 1594, 10.1542/peds.2004-0997 Kannel, 2009, Triglycerides as vascular risk factors: new epidemiologic insights, Curr Opin Cardiol., 24, 345, 10.1097/HCO.0b013e32832c1284 Stalenhoef, 2008, Association of fasting and nonfasting serum triglycerides with cardiovascular disease and the role of remnant-like lipoproteins and small dense LDL, Curr Opin Lipidol., 19, 355, 10.1097/MOL.0b013e328304b63c Hiramine, 2010, Novel acyl-coenzyme A: monoacylglycerol acyltransferase plays an important role in hepatic triacylglycerol secretion, J Lipid Res., 51, 1424, 10.1194/jlr.M002584 Yen, 2003, MGAT2, a monoacylglycerol acyltransferase expressed in the small intestine, J Biol Chem., 278, 18532, 10.1074/jbc.M301633200 Coleman, 1984, Hepatic monoacylglycerol acyltransferase. Characterization of an activity associated with the suckling period in rats, J Biol Chem., 259, 8934, 10.1016/S0021-9258(17)47245-0 Bhat, 1993, Solubilization and partial purification of neonatally expressed rat hepatic microsomal monoacylglycerol acyltransferase, Arch Biochem Biophys., 300, 663, 10.1006/abbi.1993.1092 Coleman, 1986, Stereospecificity of monoacylglycerol acyltransferase activity from rat intestine and suckling rat liver, J Lipid Res., 27, 158, 10.1016/S0022-2275(20)38846-5 Xia, 1993, Selective retention of essential fatty acids: the role of hepatic monoacylglycerol acyltransferase, Am J Physiol., 265, R414 Bradley, 2008, Dietary fatty acids differentially regulate production of TNF-alpha and IL-10 by murine 3T3–L1 adipocytes, Obesity (Silver Spring)., 16, 938, 10.1038/oby.2008.39 de Lima-Salgado, 2011, Molecular mechanisms by which saturated fatty acids modulate tnf-alpha expression in mouse macrophage lineage, Cell Biochem Biophys., 59, 89, 10.1007/s12013-010-9117-9 Kadotani, 2009, Different impacts of saturated and unsaturated free fatty acids on COX-2 expression in C(2)C(12) myotubes, Am J Physiol Endocrinol Metab., 297, E1291, 10.1152/ajpendo.00293.2009 Widdowson, 1975, Body fat of British and Dutch infants, BMJ., 1, 653, 10.1136/bmj.1.5959.653