Benefits of natural dietary trans fatty acids towards inflammation, obesity and type 2 diabetes: defining the n-7 trans fatty acid family | OCL

Open Access

Review

Numéro		OCL Volume 26, 2019 Lipids and health / Lipides et santé


Numéro d'article		46
Nombre de pages		9
DOI		https://doi.org/10.1051/ocl/2019047
Publié en ligne		21 novembre 2019

AFSSA. 2005. Risques et bénéfices pour la santé des acides gras trans apportés par les aliments – Recommandations. DOI: 10.1051/mnut/2008444149. [Google Scholar]
Aldai N, Dugan MER, Rolland DC, Kramer JKG. 2009. Survey of the fatty acid composition of Canadian beef: Backfat and longissimus lumborum muscle. Can J Anim Sci 89(3): 315–329. DOI: 10.4141/CJAS08126. [CrossRef] [Google Scholar]
Aldai N, Dugan MER, Kramer JKG. 2010. Can the trans-18:1 and conjugated linoleic acid profiles in retail ground beef be healthier than steak ? J Food Compost Anal 23(4): 326–332. DOI: 10.1016/j.jfca.2010.01.004. [Google Scholar]
Banni S. 2002. Conjugated linoleic acid metabolism. Curr Opin Lipidol 13: 261–266. [PubMed] [Google Scholar]
Banni S, Petroni A, Blasevich M, et al. 2004a. Detection of conjugated C16 PUFAs in rat tissues as possible partial beta-oxidation products of naturally occurring conjugated linoleic acid and its metabolites. Biochim Biophys Acta Mol Cell Biol Lipids 1682(1–3): 120–127. DOI: 10.1016/j.bbalip.2004.03.003. [Google Scholar]
Banni S, Petroni A, Blasevich M, et al. 2004b. Conjugated linoleic acids (CLA) as precursors of a distinct family of PUFA. Lipid 39(11): 1143–1146. DOI: 10.1007/s11745-004-1341-0. [CrossRef] [Google Scholar]
Berdeaux O, Gnädig S, Chardigny J-M, Loreau O, Noël J-P, Sébédio J-L. 2002. In vitro desaturation and elongation of rumenic acid by rat liver microsomes. Lipids 37(11): 1039–1045. DOI: 10.1007/s11745-002-0998-8. [CrossRef] [PubMed] [Google Scholar]
Blewett HJ, Gerdung CA, Ruth MR, Proctor SD, Field CJ. 2009. Vaccenic acid favourably alters immune function in obese JCR:LA-cp rats. Br J Nutr 102(04): 526. DOI: 10.1017/S0007114509231722. [CrossRef] [PubMed] [Google Scholar]
Bravo-Lamas L, Barron LJR, Kramer JKG, Etaio I, Aldai N. 2016. Characterization of the fatty acid composition of lamb commercially available in northern Spain: Emphasis on the trans-18:1 and CLA content and profile. Meat Sci 117: 108–116. DOI: 10.1016/j.meatsci.2016.02.043. [PubMed] [Google Scholar]
Cao H, Gerhold K, Mayers JR, Wiest MM, Watkins SM, Hotamisligil GS. 2008. Identification of a lipokine, a lipid hormone linking adipose tissue to systemic metabolism. Cell 134(6): 933–944. DOI: 10.1016/j.cell.2008.07.048. [PubMed] [Google Scholar]
Cimen I, Yildirim Z, Dogan AE, et al. 2019. Double bond configuration of palmitoleate is critical for atheroprotection. Mol Metab 28: 58–72. DOI: 10.1016/j.molmet.2019.08.004. [CrossRef] [PubMed] [Google Scholar]
Clément L, Poirier H, Niot I, et al. 2002. Dietary trans-10, cis-12 conjugated linoleic acid induces hyperinsulinemia and fatty liver in the mouse. J Lipid Res 43(9): 1400–1409. DOI: 10.1194/jlr.M20008-JLR200. [CrossRef] [PubMed] [Google Scholar]
CODEX. 1985. CODEX Alimentarius (CODEX) Guidelines on Nutrition Labeling CAC/GL 2–1985 as Last Amended 2013. [Google Scholar]
Da Silva MS, Julien P, Couture P, Lemieux S, Vohl M-C, Rudkowska I. 2014. Associations between dairy intake and metabolic risk parameters in a healthy French-Canadian population. Appl Physiol Nutr Metab 39(12): 1323–1331. DOI: 10.1139/apnm-2014-0154. [Google Scholar]
Da Silva MS, Julien P, Bilodeau J-F, Barbier O, Rudkowska I. 2017. Trans fatty acids suppress TNFα-induced inflammatory gene expression in endothelial (HUVEC) and hepatocellular carcinoma (HepG2) cells. Lipids. DOI: 10.1007/s11745-017-4243-4. [Google Scholar]
de Oliveira Otto MC, Nettleton JA, Lemaitre RN, et al. 2013. Biomarkers of dairy fatty acids and risk of cardiovascular disease in the Multi-Ethnic Study of Atherosclerosis. J Am Heart Assoc 2(4): e000092. DOI: 10.1161/JAHA.113.000092. [PubMed] [Google Scholar]
de Souza RJ, Mente A, Maroleanu A, et al. 2015. Intake of saturated and trans unsaturated fatty acids and risk of all cause mortality, cardiovascular disease, and type 2 diabetes: Systematic review and meta-analysis of observational studies. BMJ 351: 1–16. DOI: 10.1136/bmj.h3978. [Google Scholar]
Destaillats F, Wolff RL, Precht D, Molkentin J. 2000. Study of individual trans- and cis-16:1 isomers in cow, goat, and ewe cheese fats by gas-liquid chromatography with emphasis on the trans-Δ3 isomer. Lipids 35(9): 1027–1032. DOI: 10.1007/s11745-000-0614-y. [CrossRef] [PubMed] [Google Scholar]
Druart C, Neyrinck AM, Dewulf EM, et al. 2013. Implication of fermentable carbohydrates targeting the gut microbiota on conjugated linoleic acid production in high-fat-fed mice. Br J Nutr 110(6): 998–1011. DOI: 10.1017/S0007114513000123. [CrossRef] [PubMed] [Google Scholar]
Duffy PE, Quinn SM, Roche HM, Evans P. 2006. Synthesis of trans-vaccenic acid and cis-9-trans-11-conjugated linoleic acid. Tetrahedron 62(20): 4838–4843. DOI: 10.1016/j.tet.2006.03.006. [Google Scholar]
EFSA. 2004. Opinion of the Scientific Panel on Dietetic Products, Nutrition and Allergies on a request from the Commission related to the presence of trans fatty acids in foods and the effect on human health of the consumption of trans fatty acids. EFSA J 2(8), 81: 1–49. DOI: 10.2903/j.efsa.2004.81. [Google Scholar]
FDA. 2003. Food Labeling: Trans Fatty Acids in Nutrition Labeling, Nutrient Content Claims, and Health Claims. Fed Reg 68(133): 41433–41506. [Google Scholar]
Gaita M, Marano A, Della-Gatta A, et al. 2014. c9, t11-conjugated linoleic acid ameliorates steatosis by modulating mitochondrial uncoupling and Nrf2 pathway. J Lipid Res 55(5): 837–849. DOI: 10.1194/jlr.m044032. [CrossRef] [PubMed] [Google Scholar]
Garcia C, Duby C, Catheline D, et al. 2017. Synthesis of the suspected trans- 11, cis- 13 conjugated linoleic acid isomer in ruminant mammary tissue by FADS3-catalyzed Δ13-desaturation of vaccenic acid. J Dairy Sci 100(1): 783–796. DOI: 10.3168/jds.2016-11455. [Google Scholar]
Garcia C, Guillocheau E, Richard L, et al. 2018. Conversion of dietary trans-vaccenic acid to trans11, cis13-conjugated linoleic acid in the rat lactating mammary gland by fatty acid desaturase 3-catalyzed methyl-end Δ13-desaturation. Biochem Biophys Res Commun 505(2): 385–391. DOI: 10.1016/j.bbrc.2018.09.132. [Google Scholar]
Gebauer SK, Destaillats F, Mouloungui Z, et al. 2011. Effect of trans fatty acid isomers from ruminant sources on risk factors of cardiovascular disease: Study design and rationale. Contemp Clin Trials 32(4): 569–576. DOI: 10.1016/j.cct.2011.03.012. [CrossRef] [PubMed] [Google Scholar]
Gebauer SK, Destaillats F, Dionisi F, Krauss RM, Baer DJ. 2015. Vaccenic acid and trans fatty acid isomers from partially hydrogenated oil both adversely affect LDL cholesterol: A double-blind, randomized controlled trial. Am J Clini Nutr 102(6): 1339–1346. DOI: 10.3945/ajcn.115.116129. [CrossRef] [Google Scholar]
Gruffat D, De La Torre A, Chardigny J-M, Durand D, Loreau O, Bauchart D. 2005. Vaccenic acid metabolism in the liver of rat and bovine. Lipids 40(3): 295–301. DOI: 10.1007/s11745-005-1385-1. [CrossRef] [PubMed] [Google Scholar]
Guillocheau E, Penhoat C, Godet A, Catheline D, Legrand P, Rioux V. 2018. Dairy products as main dietary sources of trans-palmitoleic and trans-vaccenic acid in France. IDF-World Dairy Summit 2018. DOI: 10.13140/RG.2.2.15586.17607. [Google Scholar]
Guillocheau E, Garcia C, Drouin G, et al. 2019. Retroconversion of dietary trans-vaccenic (trans-C18:1 n-7) acid to trans-palmitoleic acid (trans-C16:1 n-7): Proof of concept and quantification in both cultured rat hepatocytes and pregnant rats. J Nutr Biochem 63: 19–26. DOI: 10.1016/j.jnutbio.2018.09.010. [CrossRef] [PubMed] [Google Scholar]
Imamura F, Fretts AM, Marklund M, et al. 2018. Fatty acid biomarkers of dairy fat consumption and incidence of type 2 diabetes: A pooled analysis of prospective cohort studies. PLoS Med 15(10). DOI: 10.1371/journal.pmed.1002670. [Google Scholar]
Jacome-Sosa MM, Borthwick F, Mangat R, et al. 2014. Diets enriched in trans-11 vaccenic acid alleviate ectopic lipid accumulation in a rat model of NAFLD and metabolic syndrome. J Nutr Biochem 25(7): 692–701. DOI: 10.1016/j.jnutbio.2014.02.011. [CrossRef] [PubMed] [Google Scholar]
Jaudszus A, Foerster M, Kroegel C, Wolf I, Jahreis G. 2005. Cis-9, Trans-11-CLA exerts anti-inflammatory effects in human bronchial epithelial cells and eosinophils: Comparison to Trans-10, Cis-12-CLA and to linoleic acid. Biochim Biophys Acta Mol Cell Biol Lipids 1737(2–3): 111–118. DOI: 10.1016/j.bbalip.2005.11.001. [Google Scholar]
Jaudszus A, Krokowski M, Möckel P, et al. 2008. Cis-9, trans-11-conjugated linoleic acid inhibits allergic sensitization and airway inflammation via a PPARγ-related mechanism in mice. J Nutr 138(7): 1336–1342. DOI: 10.1093/jn/138.7.1336. [PubMed] [Google Scholar]
Jaudszus A, Jahreis G, Schlörmann W, et al. 2012. Vaccenic acid-mediated reduction in cytokine production is independent of c9, t11-CLA in human peripheral blood mononuclear cells. Biochim Biophys Acta Mol Cell Biol Lipids 1821(10): 1316–1322. DOI: 10.1016/j.bbalip.2012.06.010. [Google Scholar]
Kraft J, Hanske L, Mo P, Kramer JKG, Jahreis G. 2006. The Conversion Efficiency of trans-11 and trans-12 18:1 by Δ9-desaturation differs in rats. J Nutr (January): 1209–1214. DOI: 10.1093/jn/136.5.1209. [Google Scholar]
Kraft J, Jetton T, Satish B, Gupta D. 2015. Dairy-derived bioactive fatty acids improve pancreatic β-cell function. FASEB J 29(1_supplement): 608–625. [Google Scholar]
Kuhnt K, Kraft J, Moeckel P, Jahreis G. 2006. Trans-11-18:1 is effectively Δ9-desaturated compared with trans-12-18:1 in humans. Br J Nutr 95(4): 752–761. DOI: 10.1079/BJN20051680. [CrossRef] [PubMed] [Google Scholar]
Kuhnt K, Baehr M, Rohrer C, Jahreis G. 2011. Trans fatty acid isomers and the trans-9/trans-11 index in fat containing foods. Eur J Lipid Sci Technol 113(10): 1281–1292. DOI: 10.1002/ejlt.201100037. [CrossRef] [PubMed] [Google Scholar]
Loscher CE, Draper E, Leavy O, Kelleher D, Mills KHG, Roche HM. 2014. Conjugated linoleic acid suppresses NF-B activation and IL-12 production in dendritic cells through ERK-mediated IL-10 induction. J Immunol 175(8): 4990–4998. DOI: 10.4049/jimmunol.175.8.4990. [Google Scholar]
Mendis S, Cruz-Hernandez C, Ratnayake WMN. 2008. Fatty acid profile of Canadian dairy products with special attention to the trans-octadecenoic acid and conjugated linoleic acid isomers. J AOAC Int 91(4): 811–819. [PubMed] [Google Scholar]
Micha R, King IB, Lemaitre, RN, et al. 2010. Food sources of individual plasma phospholipid trans fatty acid isomers: The Cardiovascular Health Study. Am J Clin Nutr 91(4): 883–893. DOI: 10.3945/ajcn.2009.28877. [CrossRef] [PubMed] [Google Scholar]
Mohankumar SK, Hanke D, Siemens L, et al. 2013. Dietary supplementation of trans-11-vaccenic acid reduces adipocyte size but neither aggravates nor attenuates obesity-mediated metabolic abnormalities in fa/fa Zucker rats. Br J Nutr 109(9): 1628–1636. DOI: 10.1017/S000711451200339X. [CrossRef] [PubMed] [Google Scholar]
Moloney F, Toomey S, Noone E, et al. 2007. Antidiabetic effects of cis-9, trans-11-conjugated linoleic acid may be mediated via anti-inflammatory effects in white adipose tissue. Diabetes 56(3): 574–582. DOI: 10.2337/db06-0384. [CrossRef] [PubMed] [Google Scholar]
Mosley EE, McGuire MK, Williams JE, McGuire MA. 2006. Cis-9, Trans-11 conjugated linoleic acid is synthesized directly from vaccenic acid in lactating women. J Nutr 136(9): 2297–2301. DOI: 10.1093/jn/136.9.2297. [PubMed] [Google Scholar]
Mouloungui Z, Candy L. 2009. Chemical synthesis of monounsaturated trans fatty acids. In: Destaillats F, Sébédio J-L, Dionisi F, Chardigny J-M, eds. Trans fatty acids in human nutrition. Second, pp. 77–103. DOI: 10.1533/9780857097873.77. [Google Scholar]
Moya-Camarena SY, Vanden Heuvel JP, Blanchard SG, Leesnitzer LA, Belury MA. 1999. Conjugated linoleic acid is a potent naturally occurring ligand and activator of PPARα. J Lipid Res 40(8): 1426–1433. [PubMed] [Google Scholar]
Mozaffarian D, Cao H, King IB, et al. 2010. Trans-palmitoleic acid, metabolic risk factors, and new-onset diabetes in U.S. adults: A cohort study. Ann Intern Med 153(12): 790–799. DOI: 10.7326/0003-4819-153-12-201012210-00005. [CrossRef] [PubMed] [Google Scholar]
Mozaffarian D, de Oliveira Otto MC, Lemaitre RN, et al. 2013. Trans-palmitoleic acid, other dairy fat biomarkers, and incident diabetes: The Multi-Ethnic Study of Atherosclerosis (MESA). Am J Clin Nutr 97(4): 854–861. DOI: 10.3945/ajcn.112.045468. [CrossRef] [PubMed] [Google Scholar]
Mozaffarian D, Cao H, Hotamisligil GS. 2014. Patent No. Patent US 8, 889, 739 B2. DOI: 10.1016/j.(73). [Google Scholar]
Murru E, Carta G, Cordeddu L, et al. 2018. Dietary conjugated linoleic acid-enriched cheeses influence the levels of circulating n-3 highly unsaturated fatty acids in humans. Int J Mol Sci 19(6): 1730. DOI: 10.3390/ijms19061730. [Google Scholar]
Nestel PJ, Straznicky N, Mellett NA, et al. 2014. Specific plasma lipid classes and phospholipid fatty acids indicative of dairy food consumption associate with insulin sensitivity. Am J Clin Nutr 99: 46–53. DOI: 10.3945/ajcn.113.071712.INTRODUCTION. [CrossRef] [PubMed] [Google Scholar]
Piras A, Carta G, Murru E, et al. 2015. Effects of dietary CLA on n-3 HUFA score and N-acylethanolamides biosynthesis in the liver of obese Zucker rats. Prostaglandins Leukot Essent Fatty Acids 98: 15–19. DOI: 10.1016/j.plefa.2015.04.004. [CrossRef] [PubMed] [Google Scholar]
Pranger IG, Muskiet FAJ, Kema IP, Singh-Povel C, Bakker SJL. 2019. Potential biomarkers for fat from dairy and fish and their association with cardiovascular risk factors: Cross-sectional data from the LifeLines Biobank and Cohort Study. Nutrients 11(5): 1099. DOI: 10.3390/nu11051099. [Google Scholar]
Precht D, Molkentin J. 1996. Rapid analysis of the isomers of trans-octadecenoic acid in milk fat. Int Dairy J 6(8–9): 791–809. DOI: 10.1016/0958-6946(96)00004-0. [Google Scholar]
Precht D, Molkentin J. 2000a. Recent trends in the fatty acid composition of German sunflower margarines, shortenings and cooking fats with emphasis on individual C16:1, C18:1, C18:2, C18:3 and C20:1 trans isomers. Nahrung 16(4): 0–6. DOI: 10.1002/1521-3803(20000701)44:4<222::AID-FOOD222>3.0.CO;2-9. [Google Scholar]
Precht D, Molkentin, J. 2000b. Trans unsaturated fatty acids in bovine milk fat and dairy products. Eur J Lipid Sci Technol 102(10): 635–640. DOI: 10.1002/1438-9312(200010)102:10<635::AID-EJLT635>3.0.CO;2-A. [Google Scholar]
Reynolds CM, Loscher CE, Moloney AP, Roche HM. 2008. Cis-9, trans-11-conjugated linoleic acid but not its precursor trans-vaccenic acid attenuate inflammatory markers in the human colonic epithelial cell line Caco-2. Br J Nutr 100(1): 13–17. DOI: 10.1017/S0007114508894329. [CrossRef] [PubMed] [Google Scholar]
Rioux V, Pédrono F, Blanchard H, et al. 2013. Trans-vaccenate is Δ13-desaturated by FADS3 in rodents. J Lipid Res 54(12): 3438–3452. DOI: 10.1194/jlr.M042572. [CrossRef] [PubMed] [Google Scholar]
Roche HM., Noone E, Sewter C, et al. 2002. Isomer-dependent metabolic effects of conjugated linoleic acid: Insights from molecular markers sterol regulatory element-binding protein-1c and LXRα. Diabetes 51(7): 2037–2044. DOI: 10.2337/diabetes.51.7.2037. [CrossRef] [PubMed] [Google Scholar]
Santaren ID, Watkins SM, Liese AD, et al. 2014. Serum pentadecanoic acid (15:0), a short-term marker of dairy food intake, is inversely associated with incident type 2 diabetes and its underlying disorders. Am Clin Nutr 100(6): 1532–1540. DOI: 10.3945/ajcn.114.092544. [CrossRef] [Google Scholar]
Santora JE, Palmquist DL, Roehrig KL. 2000. Trans-vaccenic acid is desaturated to conjugated linoleic acid in mice. J Nutr 130(2): 208–215. DOI: 10.1093/jn/130.2.208. [PubMed] [Google Scholar]
Sébédio J-L, Juanéda P, Dobson G, et al. 1997. Metabolites of conjugated isomers of linoleic acid (CLA) in the rat. Biochim Biophys Acta Lipids Lipid Metab 1345(1): 5–10. DOI: 10.1016/S0005-2760(97)00015-5. [CrossRef] [Google Scholar]
Sébédio J-L, Angioni E, Chardigny J-M, Grégoire S, Juanéda P, Berdeaux O. 2001. The effect of conjugated linoleic acid isomers on fatty acid profiles of liver and adipose tissues and their conversion to isomers of 16∶2 and 18∶3 conjugated fatty acids in rats. Lipids 36(6): 575–582. DOI: 10.1007/s11745-001-0759-8. [CrossRef] [PubMed] [Google Scholar]
Sehat N, Kramer JKG, Mossoba MM, et al. 1998. Identification of conjugated linoleic acid isomers in cheese by gas chromatography, silver ion high performance liquid chromatography and mass spectral reconstructed ion profiles. Comparison of chromatographic elution sequences. Lipids 33(10): 963–971. DOI: 10.1007/s11745-998-0293-8. [CrossRef] [PubMed] [Google Scholar]
Sergiel JP, Chardigny J-M, Sébédio J-L, et al. 2001. β-oxidation of conjugated linoleic acid isomers and linoleic acid in rats. Lipids 36(12): 1327–1329. [CrossRef] [PubMed] [Google Scholar]
Sun Q, Ma J, Campos H, Hu FB. 2007. Plasma and erythrocyte biomarkers of dairy fat intake and risk of ischemic heart disease. Am J Clin Nutr 86(4): 929–937. DOI: 10.1093/ajcn/86.4.929. [CrossRef] [PubMed] [Google Scholar]
Tremblay BL, Rudkowska I. 2017. Nutrigenomic point of view on effects and mechanisms of action of ruminant trans fatty acids on insulin resistance and type 2 diabetes. Nutr Rev 75(3): 214–223. DOI: 10.1093/nutrit/nuw066. [CrossRef] [PubMed] [Google Scholar]
Turpeinen AM, Mutanen M, Aro A, et al. 2002. Bioconversion of vaccenic acid to conjugated linoleic acid in humans. Am J Clin Nutr 76(3): 504–510. DOI: 10.1093/ajcn/76.3.504. [CrossRef] [PubMed] [Google Scholar]
Turpeinen AM, Ylönen N, von Willebrand E, Basu S, Aro A. 2008. Immunological and metabolic effects of cis-9, trans-11-conjugated linoleic acid in subjects with birch pollen allergy. Br J Nutr 100(01): 112–119. DOI: 10.1017/s0007114507886326. [CrossRef] [PubMed] [Google Scholar]
Wang Y, Lu J, Ruth MR, et al. 2008. Trans-11 vaccenic acid dietary supplementation induces hypolipidemic effects in JCR:LA-cp Rats. J Nutr 138(11): 2117–2122. DOI: 10.3945/jn.108.091009. [CrossRef] [PubMed] [Google Scholar]
Wang Y, Jacome-Sosa MM, Ruth MR, et al. 2012. The intestinal bioavailability of vaccenic acid and activation of peroxisome proliferator-activated receptor-α and −γ in a rodent model of dyslipidemia and the metabolic syndrome. Mol Nutr Food Res 56(8): 1234–1246. DOI: 10.1002/mnfr.201100517. [CrossRef] [PubMed] [Google Scholar]
Wolff RL, Combe NA, Destaillats F, et al. 2000. Follow-up of the Δ4 to Δ16 trans-18:1 isomer profile and content in French processed foods containing partially hydrogenated vegetable oils during the period 1995–1999. Analytical and nutritional implications. Lipids 35(8): 815–825. DOI: 10.1007/S11745-000-0590-2. [CrossRef] [PubMed] [Google Scholar]
Yakoob MY, Shi P, Willett WC, et al. 2016. Circulating biomarkers of dairy fat and risk of incident diabetes mellitus among US men and women in two large prospective cohorts. Circulation 133(17). DOI: 10.1161/CIRCULATIONAHA.115.018410. [Google Scholar]
Yang M, Cook ME. 2003. Dietary conjugated linoleic acid decreased cachexia, macrophage tumor necrosis factor-α production, and modifies splenocyte cytokines production. Exp Bio Med 228(1): 51–58. DOI: 10.1177/153537020322800107. [CrossRef] [Google Scholar]

Les statistiques affichées correspondent au cumul d'une part des vues des résumés de l'article et d'autre part des vues et téléchargements de l'article plein-texte (PDF, Full-HTML, ePub... selon les formats disponibles) sur la platefome Vision4Press.

Les statistiques sont disponibles avec un délai de 48 à 96 heures et sont mises à jour quotidiennement en semaine.

Le chargement des statistiques peut être long.