SciELO - Scientific Electronic Library Online

SciELO - Scientific Electronic Library Online

Article References

VALENZUELA, ALFONSO  and  MORGADO, NORA. Trans fatty acid isomers in human health and in the food industry. Biol. Res. [online]. 1999, vol.32, n.4, pp.273-287. ISSN 0716-9760.

    ABBEY M, NESTEL PJ (1994) Plasma cholesteryl ester transfer protein activity is increased when trans-elaidic acid is substituted for cis-oleic acid in the diet. Atherosclerosis 106: 99-107 [ Links ]

    ALAM SQ, REN YF, ALAM BS (1989) Effect of dietary trans fatty acids on some membrane associated enzymes and receptors in the rat heart. Lipids 24: 39-44 [ Links ]

    ALMENDINGEN K, JORDAL O, KIERULF P, SANDSTAD B, PEDERSEN J (1995) Effects of partially hydrogenated fish oil, partially hydrogenated soybean oil, and butter on serum lipoproteins and Lp(a) in men. J Lipid Res 36: 1370-1384 [ Links ]

    AOAC (1994) Official Methods of Analysis of the Association of Official Analytical Chemists. Method 965.34, HELRICH K (ed), Arlington, VA [ Links ]

    ASHERIO A, HENNEKENS C, BURING J, MASTER C, STAMPER M, WILLETT W (1994) Trans fatty acids intake and risk of myocardial infarction. Circulation 89: 94-101 [ Links ]

    BEARE-ROGERS JL (1988) Trans and positional isomers of common fatty acids. Adv Nutr Res 5: 171-200 [ Links ]

    BELURY MA, KEMPA-STECZKO A (1997) Conjugated linoleic acid modulates hepatic lipid composition in mice. Lipids 32: 199-204 [ Links ]

    BNF REPORT (1987) Trans fatty acids. London: British Nutrition Foundation [ Links ]

    CARRUTHERS A, MELCHIOR D (1983) Studies on the relationship between bilayer and water permeability and bilayer physical state. Biochemistry 22: 5797-5807 [ Links ]

    CEVC G (1991) How membrane chain-melting phase-transition temperature is affected by the lipid chain asymmetry and degree of saturation- an effective chain-length model. Biochemistry 30: 7186-7193 [ Links ]

    CHIN SF, LIU W, STORKSON JM, HA YL, PARIZA MW (1992) Dietary sources of conjugated dienoic isomers of linoleic acid, a newly recognized class anticarcinogens. J Food Comp Anal 5: 185-197 [ Links ]

    CHIN SF, STORKSON JM, ALBRIGHT KJ, COOK ME, PARIZA MW (1994) Conjugated linoleic acid is a growth factor for rats as shown by enhanced weight gain and improved feed efficiency. J Nutr 124: 2344-2349 [ Links ]

    CRONAN J, GELMAN E (1975) Physical properties of membrane lipids: Biological relevance and regulation. Bacteriol Rev 39: 232-256 [ Links ]

    DAHLÉN GH (1990) Incidence of Lp(a) among populations. In: SCANU AM (ed) Lipoprotein(a). San Diego: Academic Press Inc. pp: 151-173 [ Links ]

    DECKER WJ, MERTZ W (1967) Effect of dietary elaidic acid on membrane function in rat mitochondria and erythrocytes. J Nutr 91: 324-330 [ Links ]

    DENECKE P (1995) About formation of trans fatty acids during deodorization of rapeseed oil. Eur J Med Res 17: 109-114 [ Links ]

    DUTTON HJ (1979) Hydrogenation of fats and its significance. In: Eraken EA, Dutton HJ (eds) Geometrical and positional fatty acid isomers. Champaign, IL: American Oil Chemists Society: 1-16 [ Links ]

    ENIG MG, MUNN RJ, KENNEY M (1978) Dietary fat and cancer trends ­ a critique. Fed Proc 37: 2215-2220 [ Links ]

    ERICKSON KL, SCHLANGER DS, ADAMS DA, FREGEAU DR, STERN JS (1984) Influence of dietary fatty acid concentration and geometric configuration on murine mammary tumorigenesis and experimental metastasis. J Nutr 114: 1834-1842 [ Links ]

    FIRESTONE D, LABOULIERE P (1965) Determination of isolated trans isomers by infrared spectroscopy. J Assoc Off Anal Chem 48: 437-443 [ Links ]

    FITCH-HAUMANN B (1994) Tools: Hydrogenation, interesterification. INFORM 5: 668-678 [ Links ]

    FREUDENHEIN JL, GRAHAM S (1989) Toward dietary prevention of cancer. Epidemiol Rev 11: 229-235 [ Links ]

    FRITSCHE J, STEINHART H (1998) Analysis, occurrence, and physiological properties of trans fatty acids (TFA) with particular emphasis on conjugated linoleic acid isomers (CLA) ­ a review. Fett/Lipid 100: 190-210 [ Links ]

    GIOVANNUCI E, RIMM E, COLDITZ GA (1993) A prospective study of dietary fat and risk of prostate cancer. J Natl Cancer Ins 85: 1571-1579 [ Links ]

    GIOVANNUCI E, RIMM E, STAMPFER MJ (1994) Intake of fat, meat and fiber in relation to risk of colon cancer in men. Cancer Res 54: 2390-2397 [ Links ]

    GLOMSET JA, NORUM KR (1973) The metabolic role of lecithin:cholesterol acyltranferase: perspectives from pathology. Adv Lipid res 11: 1-65 [ Links ]

    GREENBERG ER, BARON JA, TOSTENSON TD (1994) Clinical trial of antioxidant vitamins to prevent colorectal adenoma. N Engl J Med 331: 141-147 [ Links ]

    GURAKER AJ, HOEG M, KOSTNER G, PAPADOPOULOS M, BREWER HB (1985) Levels of lipoprotein(a) decline with neomycin and niacin treatment. Atherosclerosis 57: 293-301 [ Links ]

    HA YL, STORKSON J, PARIZA MW (1990) Inhibition of benzo(a)-pyrene-induced mouse forestomach neoplasia by conjugated derivatives of linoleic acid. Cancer Res 50: 1097-1101 [ Links ]

    HAY JD, MORRISON WR (1970) Isomeric monoenoic fatty acids in bovine milk fat. Biochem Biophys Acta 202: 237-243 [ Links ]

    HAYASHI K, HIRATA Y, KURUSHIMA H, SAEKI M, AMIOKA H, NOMURA S, KUGA Y, OHKURA Y, OHTAMI H, KAJIYAMA G (1993) Effect of dietary hydrogenated corn oil (trans-octadecenoate rich oil) on plasma and hepatic cholesterol metabolism in the hamster. Atherosclerosis 99: 97-106 [ Links ]

    HOLMAN RT, PUSH F, SVINGEN B, DUTTON H (1991) Unusual isomeric polyunsaturated fatty acids in liver phospholipids of rats fed hydrogenated oil. Proc Natl Acad Sci USA 88: 4830-4834 [ Links ]

    HORNSTRA G, VAN HOUWELINGEN AC, KESTER AD, SUDRAM K (1991) A palm oil-enriched diet lowers serum lipoprotein(a) in normocholesterolemic volunteers. Atherosclerosis 90: 91-93 [ Links ]

    HOY CH (1991) Conference: Trans fatty acids-Analysis and metabolism. Lipidforum, Helsinki, Finland, Oct 21-22 [ Links ]

    HUNTER JE, APPLEWHITE TH (1991) Reassessment of trans fatty acid availability in the US diet. Am J Clin Nutr 54: 363-369 [ Links ]

    INFORM (1990) New ideas for margarine. INFORM 1: 174-184 [ Links ]

    INFORM (1998) FDA: no trans label proposal this year. INFORM 10: 967 [ Links ]

    IP C, MARSHALL J (1996) Trans fatty acids and cancer. Nut Revs 54: 138-145 [ Links ]

    IP C, SINGH M, THOMPSON HJ, SCIMECA JA (1991) Conjugated linoleic acid suppresses mammary carcinogenesis and proliferative activity of the mammary gland in the rat. Cancer Res 51: 6118-6124 [ Links ]

    JACKSON RL, MORRISETT JD, POWNALL HJ, GOTTO AM, KAMIO A, IAMI H, TRACY R, KUMMEROW F (1977) Influence of dietary trans fatty acids on swine lipoprotein composition and structure. J Lipid Res 18: 182-190 [ Links ]

    KARMALI RA (1980) Prostaglandins and cancer. Prost Leukotr Med 5: 11-28 [ Links ]

    KATAN MB, BEYNEN AC (1987) Characteristics of human hypo- and hyperresponders to dietary cholesterol. Am J Epidemiol 125: 387-399 [ Links ]

    KEPLER C, HIRONS K, MCNEILL J, TOVE S (1966) Intermediates and products of the biohydrogenation of linoleic acid by Butyrivibrio fibrisolvens. J Biol Chem 241: 1350-1354 [ Links ]

    KEWELOH H, DIEFENBACH R, REHM H (1991) Increase of phenol tolerance of Echerichia coli by alteration of the fatty acid composition of the membrane lipids. Archives Microbiol 157:, 49-53 [ Links ]

    KEWELOH H, HEIPIEPER H (1996) Trans unsaturated fatty acid in bacteria. Lipids 31: 129-137 [ Links ]

    KINSELLA J, BRUCKER G, MAI J, SCHRIME J (1981) Metabolism of trans fatty acids with emphasis on the effects of trans-octadecadienoate on lipid composition, essential fatty acids, and prostaglandins: an overview. Am J Clin Nutr 34: 2307-2318 [ Links ]

    KOLETZKO B, MROTZEK M, ENG B, BREMER HJ (1988) Fatty acid composition of mature human milk in Germany. Am J Clin Nutr 47: 954-959 [ Links ]

    KOLETZKO B (1991) Zufuhr, Stoffweschel und biologische Wirkungen trans isomerer Fettsauren bei Sauglingen. Die Nahrung 35: 229-283 [ Links ]

    LAMBERTO M, ACKMAN R (1994) Confirmation by gas chromatography/mass spectrometry of two unusual trans-3-monoethylenic fatty acids from the Nova Scotia seaweeds Palmaria palmata and Chororidrus crispus. Lipids 29: 441-444 [ Links ]

    LEE KN, KRITCHEVSKY D, PARIZA MW (1994) Conjugated linoleic acid and atherosclerosis in rabbits. Atherosclerosis 108: 19-25 [ Links ]

    MACKIE R, WHITE B, BRYANT M (1991) Lipid metabolism in anaerobic systems. CRC Crit Rev Microbiol 17: 449-479 [ Links ]

    MANN G (1994) Metabolic consequences of dietary trans fatty acids. Lancet 343: 1268-1271 [ Links ]

    MCLEAN JW, TOMILSON JE, KUANG WJ (1987) CDNA sequence of human apolipoprotein(a) is homologous to plasminogen. Nature 300: 132-137 [ Links ]

    MENSINK RP, KATAN MB (1990) Effect of dietary trans fatty acids on high-density and low-density lipoprotein cholesterol levels in healthy subjects. N Engl J Med 323: 439-445 [ Links ]

    MENSINK RP, ZOCK PL, KATAN MB, HORNSTRA G (1992) Effect of dietary cis and trans fatty acids on serum lipoprotein(a) levels in humans. J Lipid Res 33: 1493-1501 [ Links ]

    MORGADO N, GALLEGUILLOS A, SANHUEZA J, GARRIDO A, NIETO S, VALENZUELA A (1998) Effect of the degree of hydrogenation of dietary fish oil on the trans fatty acid content and enzymatic activity of rat hepatic microsomes. Lipids 33: 669-673 [ Links ]

    MORGADO N, SANHUEZA J, GALLEGUILLOS A, GARRIDO A, NIETO S, VALENZUELA A (1999) Effect of dietary hydrogenated fish oil on the plasma lipoprotein profile and on the fatty acid composition of different tissues of the rat. Ann Nutr Metab (In press) [ Links ]

    MOSSOBA MM, MCDONALD RE, ARMSTRONG DJ, PAGE SW (1991) Identification of minor C18 triene and conjugated diene isomers in hydrogenated soybean oil and margarine by GC-MI-FTIR spectroscopy. J Chromatogr 29: 324-330 [ Links ]

    MULLER H, JORDAL O, KIERULF P, KIKHUS B, PEDERSEN J (1998) Replacement of partially hydrogenated soybean oil by palm oil in margarine without unfavorable effects on serum lipoproteins. Lipids 33: 879-887 [ Links ]

    NESTEL P, NOAKES M, BELLING B (1992) Plasma lipoprotein lipid and Lp(a) changes with substitution of elaidic acid for oleic acid in the diet. J Lipid Res 33: 1029-1036 [ Links ]

    OHLROGGE JB, EMKEN EA, GULLEY RM (1981) Human tissue lipids: occurrence of fatty acid isomers from dietary hydrogenated oils. J Lipid Res 22: 955-960 [ Links ]

    OHLROGGE JB, GULLEY RM, EMKEN EA (1982) Occurrence of octadecenoic fatty acid isomers from hydrogenated fats in human tissue lipid classes. Lipids 17: 551-557 [ Links ]

    OKUYAMA H, OKAJIMA N, SASAKI S, HIGASHI S, MURATA N (1991) The cis/trans isomerization of the double bond of a fatty acid as a strategy for adaptation to changes in ambient temperature in the psychrophilic bacterium Vibrio sp. strain ABE-1. Biochem Biophys Acta 1084: 13-20 [ Links ]

    PARODI PW (1976) Distribution of isomeric octadecenoic fatty acids in milk fats. J Dairy Sci 59: 1870-1873 [ Links ]

    PATTERSON HB (1996) Hydrogenation of fats and oils: theory and practice. AOCS Press, Champaign, Illinois [ Links ]

    PEACOCK LL, WAHLE KW (1988) Isomeric cis and trans fatty acids and porcine platelet reactivity to collagen in vitro. Biochem Soc Trans 16: 291 [ Links ]

    PEACOCK LL, WAHLE KW (1989) Isomeric cis and trans fatty acids and arachidonic acid metabolism in porcine platelet phospholipids. Biochem Soc Trans 17: 679-680 [ Links ]

    PHILLIPS MC, JOHNSON WJ, ROTHBLAT GH (1987) Mechanisms and consequences of cellular cholesterol exchange and transfer. Biochem Biophys Acta 906: 223-276. Report of the expert panel on trans fatty acids and coronary heart disease (1995) Am J Clin Nutr 62: 655S-708S [ Links ]

    ROSENTAHAL M, DOLORESCO M (1984) The effects of trans fatty acids on fatty acyl delta-5 desaturation by human skin fibroblasts. Lipids 19: 869-874 [ Links ]

    SANDKAMP M, FUNKE H, SCHULTE H, KOHLER E, ASSMANN G (1990) Lipoprotein(a) is an independent risk factor for myocardial infarction at a young age. Clin Chem 36: 20-23 [ Links ]

    SANO M, PRIVETT OS (1980) Effects of an essential fatty acid deficiency on serum lipoproteins in the rat. Lipids 15: 337-344 [ Links ]

    SELENSKAS SL, IP MM, IP C (1984) Similarity between trans fat and saturated fat in the modification of rat mammary carcinogenesis. Cancer Res 44: 1321-1326 [ Links ]

    SELTZER S (1972) Cis-Trans isomerization. In: BOYER PD (ed) The Enzymes. Vol 6, New York: Academic Press. pp: 381-406 [ Links ]

    SENTI FR (1985) Health aspects of dietary trans fatty acids. Federation of American Societies for Experimental Biology, Bethesda, MD. (Contract FDA N° 223.83-2020). [ Links ]

    SINGHAL RS, GUPTA AK, KULKARNI PR (1991) Low calorie fat substitutes. Trends Food Sci Technol, October: 241-244 [ Links ]

    SPITZER V, MARX F, MAIA JG, PFEILSTICKER K (1991) Identification of conjugated fatty acids in the seed oil of Acioia edulis (Prance) and Couepia edulis (Chrysobalanaceae) J Am Oil Chem Soc 68: 183-189 [ Links ]

    SUBBAIAH PV, SUBRAMANIAN VS, LIU M (1998) Trans unsaturated fatty acids inhibit lecithin:cholesterol acyltransferase and alter its positional specificity. J Lipid Res 39: 1438-1447 [ Links ]

    SUUTARI M, LAAKSO S (1994) Microbial fatty acids and thermal adaptation. Crit Rev Microbiology 20: 285-238 [ Links ]

    ULBERTH F, HENNINGER M (1992) Simplified method for the determination of trans monoenes in edible fats by TLC-GLC. J Am Oil Chem Soc 69: 829-831 [ Links ]

    VAN DEN BRANDT PA, VANT VEER P, GOLDBAUM A (1993) A prospective study on dietary fat and the risk of post menopausal breast cancer. Cancer Res 53: 75-82 [ Links ]

    VERHULST A, PARMENTIER G, JANSSEN G, ASSELBERGHS S, EYSSEN H (1986) Biotransformation of unsaturated long-chain fatty acids by Eubacterium lentum. Appl Environ Microbiol 51: 532-538 [ Links ]

    VESSBY B, KOSTNER G, LITHELL H, THOMIS J (1982) Diverging effects of cholestyramine in hypercholesterolaemia. Atheroslerosis 44: 61-71 [ Links ]

    VISONNEAU S, CESANO A, TEPPER SA, SCIMECA J, SANTOLI D, KRITCHEVSKY D (1997) Conjugated linoleic acid suppresses the growth of human breast adenocarcinoma cells in SCID mice. Anticancer Res 17: 969-974 [ Links ]

    WENZEL DG, KLOEPELL JD (1980) Incorporation of saturated and cis and trans unsaturated long-chain fatty acids in rat miocytes and increased susceptibility to arrhythmias. Toxicology 18: 27-36 [ Links ]

    WEVER F, ISKEN S, DE BONT J (1994) Cis/Trans isomerization of fatty acids as a defense mechanism of Pseudomonas putida starins to toxic concentrations of toluene. Microbiology 140: 2013-2017 [ Links ]

    WILLETT WC, STAMPFER MJ, MANSON JE (1993) Intake of trans fatty acids and risk of coronary heart disease among women. Lancet 341: 581-585 [ Links ]

    ZEVENBERGEN JL, HOUTSMULLER VM, GOTTENBOS JJ (1988) Linoleic acid requirements of rats fed trans fatty acids. Lipids 23: 178-186 [ Links ]

    ZEVENBERGEN JL, HADDEMAN, E (1989) Lack of effects of trans fatty acids on eicosanoids biosynthesis with adequate intakes of linoleic acid. Lipids 24: 555-563 [ Links ]