Browse > Article

Isomer specificity of conjugated linoleic acid (CLA): 9E,11E-CLA  

Lee, Yun-Kyoung (Obesity and metabolism laboratory, Jean Mayer USDA HNRCA at Tufts University)
Publication Information
Nutrition Research and Practice / v.2, no.4, 2008 , pp. 326-330 More about this Journal
Abstract
Conjugated linoleic acids (CLA) were identified in 1980's, since then it has been intensively studied due to its various beneficial health effects such as anti-inflammatory, anti-atherogenic, anti-carcinogenic and anti-diabetic/obesity effects. Isomer specificity of a number of CLA isomers, especially predominant isomer 9Z,11E- and 10E,12Z-CLA, is now recognized. However, the less prevalent CLA isomers have not been well characterized. Recently, studies have reported the distinctively different effects of 9E, 11E-CLA in colon cancer cells, endothelial cells, and macrophage cells compared to the rest of CLA isomers. In this review, various effects of CLAs, especially anti-inflammatory and anti-atherogenic effects, will be discussed with focusing on the isomer-specific effects and potential mechanism of action of CLA. At last, recent studies about 9E,11E-CLA in in vitro and animal models will be discussed.
Keywords
Conjugated linoleic acid (CLA); 9E,11E-CLA; anti-inflammatory; isomer-specificity;
Citations & Related Records
연도 인용수 순위
  • Reference
1 Albers R, van der Wielen RP, Brink EJ, Hendriks HF, Dorovska- Taran VN & Mohede IC (2003). Effects of cis-9, trans-11 and trans-10, cis-12 conjugated linoleic acid (CLA) isomers on immune function in healthy men. Eur J Clin Nutr 57:595-603   DOI   ScienceOn
2 Benito P, Nelson GJ, Kelley DS, Bartolini G, Schmidt PC & Simon V (2001). The effect of conjugated linoleic acid on plasma lipoproteins and tissue fatty acid composition in humans. Lipids 36:229-236   DOI   ScienceOn
3 Bhattacharya A, Banu J, Rahman M, Causey J & Fernandes G (2006). Biological effects of conjugated linoleic acids in health and disease. J Nutr Biochem 17:789-810   DOI   ScienceOn
4 Coen P, Cummins P, Birney Y, Devery R & Cahill P (2004). Modulation of nitric oxide and 6-keto-prostaglandin F(1alpha) production in bovine aortic endothelial cells by conjugated linoleic acid. Endothelium 11:211-220   DOI   ScienceOn
5 Cuzzocrea S, Pisano B, Dugo L, Ianaro A, Maffia P, Patel NS, Di Paola R, Ialenti A, Genovese T, Chatterjee PK, Di Rosa M, Caputi AP & Thiemermann C (2004). Rosiglitazone, a ligand of the peroxisome proliferator-activated receptor-gamma, reduces acute inflammation. Eur J Pharmacol 483:79-93   DOI   ScienceOn
6 Evans M, Brown J & McIntosh M (2002). Isomer-specific effects of conjugated linoleic acid (CLA) on adiposity and lipid metabolism. J Nutr Biochem 13:508   DOI   ScienceOn
7 Kishino S, Ogawa J, Ando A, Iwashita T, Fujita T, Kawashima H & Shimizu S (2003). Structural analysis of conjugated linoleic acid produced by Lactobacillus plantarum, and factors affecting isomer production. Biosci Biotechnol Biochem 67:179-182   DOI   ScienceOn
8 Lee Y, Thompson JT, de Lera AR & Vanden Heuvel JP (2008). Isomerspecific effects of conjugated linoleic acid on gene expression in RAW 264.7. J Nutr Biochem 5:[Epub ahead of print]
9 O'Hagan S & Menzel A (2003). A subchronic 90-day oral rat toxicity study and in vitro genotoxicity studies with a conjugated linoleic acid product. Food Chem Toxicol 41:1749-1760   DOI   ScienceOn
10 Pariza MW & Ha YL (1990). Conjugated dienoic derivatives of linoleic acid: a new class of anticarcinogens. Med Oncol Tumor Pharmacother 7:169-171
11 Pariza MW, Park Y & Cook ME (2001). The biologically active isomers of conjugated linoleic acid. Prog Lipid Res 40:283-298   DOI   ScienceOn
12 Rahman MM, Bhattacharya A, Banu J & Fernandes G (2007). Conjugated linoleic acid protects against age-associated bone loss in C57BL/6 female mice. J Nutr Biochem 18:467-474   DOI   ScienceOn
13 Ramakers JD, Plat J, Sebedio JL & Mensink RP (2005). Effects of the individual isomers cis-9,trans-11 vs. trans-10,cis-12 of conjugated linoleic acid (CLA) on inflammation parameters in moderately overweight subjects with LDL-phenotype B. Lipids 40:909-918   DOI   ScienceOn
14 Wilson TA, Nicolosi RJ, Saati A, Kotyla T & Kritchevsky D (2006). Conjugated linoleic acid isomers reduce blood cholesterol levels but not aortic cholesterol accumulation in hypercholesterolemic hamsters. Lipids 41:41-48   DOI   ScienceOn
15 Wong MW, Chew BP, Wong TS, Hosick HL, Boylston TD & Shultz TD (1997). Effects of dietary conjugated linoleic acid on lymphocyte function and growth of mammary tumors in mice. Anticancer Res 17:987-993
16 Yu Y, Correll PH & Vanden Heuvel JP (2002). Conjugated linoleic acid decreases production of pro-inflammatory products in macrophages: evidence for a PPAR gamma-dependent mechanism. Biochim Biophys Acta 1581:89-99   DOI   ScienceOn
17 Nugent AP, Roche HM, Noone EJ, Long A, Kelleher DK & Gibney MJ (2005). The effects of conjugated linoleic acid supplementation on immune function in healthy volunteers. Eur J Clin Nutr 59:742-750   DOI   ScienceOn
18 Cheng WL, Lii CK, Chen HW, Lin TH & Liu KL (2004). Contribution of conjugated linoleic acid to the suppression of inflammatory responses through the regulation of the NF-kappaB pathway. J Agric Food Chem 52:71-78   DOI   ScienceOn
19 Rainer L & Heiss CJ (2004). Conjugated linoleic acid: health implications and effects on body composition. J Am Diet Assoc 104:963-968   DOI   ScienceOn
20 Calder PC & Grimble RF (2002). Polyunsaturated fatty acids, inflammation and immunity. Eur J Clin Nutr 56:S14-S19   DOI   ScienceOn
21 Petridou A, Mougios V & Sagredos A (2003). Supplementation with CLA: isomer incorporation into serum lipids and effect on body fat of women. Lipids 38:805-811   DOI   ScienceOn
22 Zulet MA, Marti A, Parra MD & Martinez JA (2005). Inflammation and conjugated linoleic acid: mechanisms of action and implications for human health. J Physiol Biochem 61:483-494   DOI   ScienceOn
23 Ecker J, Langmann T, Moehle C & Schmitz G (2007). Isomer specific effects of Conjugated Linoleic Acid on macrophage ABCG1 transcription by a SREBP-1c dependent mechanism. Biochem Biophys Res Commun 352:805-811   DOI   ScienceOn
24 Mougios V, Matsakas A, Petridou A, Ring S, Sagredos A, Melissopoulou A, Tsigilis N & Nikolaidis M (2001). Effect of supplementation with conjugated linoleic acid on human serum lipids and body fat. J Nutr Biochem 12:585-594   DOI   ScienceOn
25 Kelly GS (2001). Conjugated linoleic acid: a review. Altern Med Rev 6:367-382
26 Nicolosi RJ, Rogers EJ, Kritchevsky D, Scimeca JA & Huth PJ (1997). Dietary conjugated linoleic acid reduces plasma lipoproteins and early aortic atherosclerosis in hypercholesterolemic hamsters. Artery 22:266-277
27 Pariza MW (2004). Perspective on the safety and effectiveness of conjugated linoleic acid. Am J Clin Nutr 79:1132S-1136S   DOI
28 Kramer JK, Parodi PW, Jensen RG, Mossoba MM, Yurawecz MP & Adlof RO (1998). Rumenic acid: a proposed common name for the major conjugated linoleic acid isomer found in natural products. Lipids 33:835   DOI   ScienceOn
29 Ross R (1999). Atherosclerosis--an inflammatory disease. N Engl J Med 340:115-126   DOI   ScienceOn
30 Whigham LD, Cook ME & Atkinson RL (2000). Conjugated linoleic acid: implications for human health. Pharmacol Res 42:503-510   DOI   ScienceOn
31 Kritchevsky D, Tepper SA, Wright S, Tso P & Czarnecki SK (2000). Influence of conjugated linoleic acid (CLA) on establishment and progression of atherosclerosis in rabbits. J Am Coll Nutr 19:472S-477S   DOI
32 Cook ME, Miller CC, Park Y & Pariza M (1993). Immune modulation by altered nutrient metabolism: nutritional control of immune-induced growth depression. Poult Sci 72:1301-1305   DOI   ScienceOn
33 Kelley DS, Taylor PC, Rudolph IL, Benito P, Nelson GJ, Mackey BE & Erickson KL (2000). Dietary conjugated linoleic acid did not alter immune status in young healthy women. Lipids 35:1065-1071   DOI   ScienceOn
34 Kelley DS, Warren JM, Simon VA, Bartolini G, Mackey BE & Erickson KL (2002). Similar effects of c9,t11-CLA and t10, c12-CLA on immune cell functions in mice. Lipids 37:725-728   DOI   ScienceOn
35 Schleser S, Ringseis R & Eder K (2006). Conjugated linoleic acids have no effect on TNFalpha-induced adhesion molecule expression, U937 monocyte adhesion, and chemokine release in human aortic endothelial cells. Atherosclerosis 186:337-344   DOI   ScienceOn
36 Arbones-Mainar JM, Navarro MA, Guzman MA, Arnal C, Surra JC, Acin S, Carnicer R, Osada J & Roche HM (2006). Selective effect of conjugated linoleic acid isomers on atherosclerotic lesion development in apolipoprotein E knockout mice. Atherosclerosis 189:318-327   DOI   ScienceOn
37 Yurawecz MP (1999). Advances in conjugated linoleic acid research. Champaign, Ill.: AOCS Press. p.154-179. Champaign, IL. USA
38 Sneddon AA, McLeod E, Wahle KW & Arthur JR (2006). Cytokineinduced monocyte adhesion to endothelial cells involves plateletactivating factor: suppression by conjugated linoleic acid. Biochim Biophys Acta 1761:793-801   DOI
39 Munday JS, Thompson KG & James KA (1999). Dietary conjugated linoleic acids promote fatty streak formation in the C57BL/6 mouse atherosclerosis model. Br J Nutr 81:251-255   DOI
40 Wahle KW, Heys SD & Rotondo D (2004). Conjugated linoleic acids: are they beneficial or detrimental to health? Prog Lipid Res 43: 553-587   DOI   ScienceOn
41 Gaullier JM, Halse J, Hoye K, Kristiansen K, Fagertun H, Vik H & Gudmundsen O (2004). Conjugated linoleic acid supplementation for 1 y reduces body fat mass in healthy overweight humans. Am J Clin Nutr 79:1118-1125   DOI
42 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 1737:111-1118   DOI
43 Tricon S, Burdge GC, Kew S, Banerjee T, Russell JJ, Grimble RF, Williams CM, Calder PC & Yaqoob P (2004a). Effects of cis-9, trans-11 and trans-10,cis-12 conjugated linoleic acid on immune cell function in healthy humans. Am J Clin Nutr 80:1626-1633   DOI
44 Desroches S, Chouinard PY, Galibois I, Corneau L, Delisle J, Lamarche B, Couture P & Bergeron N (2005). Lack of effect of dietary conjugated linoleic acids naturally incorporated into butter on the lipid profile and body composition of overweight and obese men. Am J Clin Nutr 82:309-319   DOI
45 Kishino S, Ogawa J, Ando A, Omura Y & Shimizu S (2002). Ricinoleic acid and castor oil as substrates for conjugated linoleic acid production by washed cells of Lactobacillus plantarum. Biosci Biotechnol Biochem 66:2283-2286   DOI   ScienceOn
46 Song HJ, Grant I, Rotondo D, Mohede I, Sattar N, Heys SD & Wahle KW (2005). Effect of CLA supplementation on immune function in young healthy volunteers. Eur J Clin Nutr 59:508-517   DOI   ScienceOn
47 Yasui Y, Suzuki R, Kohno H, Miyamoto S, Beppu F, Hosokawa M, Miyashita K & Tanaka T (2007). 9trans,11trans conjugated linoleic acid inhibits the development of azoxymethane-induced colonic aberrant crypt foci in rats. Nutr Cancer 59:82-91   DOI   ScienceOn
48 Gaullier JM, Berven G, Blankson H & Gudmundsen O (2002). Clinical trial results support a preference for using CLA preparations enriched with two isomers rather than four isomers in human studies. Lipids 37:1019-1025   DOI   ScienceOn
49 Al-Madaney MM, Kramer JK, Deng Z & Vanderhoek JY (2003). Effects of lipid-esterified conjugated linoleic acid isomers on platelet function: evidence for stimulation of platelet phospholipase activity. Biochim Biophys Acta 1635:75-82   DOI
50 Hayek MG, Han SN, Wu D, Watkins BA, Meydani M, Dorsey JL, Smith DE & Meydani SN (1999). Dietary conjugated linoleic acid influences the immune response of young and old C57BL/6NCrlBR mice. J Nutr 129:32-38
51 Lee KN, Kritchevsky D & Pariza MW (1994). Conjugated linoleic acid and atherosclerosis in rabbits. Atherosclerosis 108:19-25   DOI
52 Li Y & Watkins BA (1998). Conjugated linoleic acids alter bone fatty acid composition and reduce ex vivo prostaglandin E2 biosynthesis in rats fed n-6 or n-3 fatty acids. Lipids 33:417-425   DOI   ScienceOn
53 Nestel P, Fujii A & Allen T (2006). The cis-9,trans-11 isomer of conjugated linoleic acid (CLA) lowers plasma triglyceride and raises HDL cholesterol concentrations but does not suppress aortic atherosclerosis in diabetic apoE-deficient mice. Atherosclerosis 189:282-287   DOI   ScienceOn
54 Ritzenthaler KL, McGuire MK, McGuire MA, Shultz TD, Koepp AE, Luedecke LO, Hanson TW, Dasgupta N & Chew BP (2005). Consumption of conjugated linoleic acid (CLA) from CLA-enriched cheese does not alter milk fat or immunity in lactating women. J Nutr 135:422-430
55 Tricon S, Burdge GC, Kew S, Banerjee T, Russell JJ, Jones EL, Grimble RF, Williams CM, Yaqoob P & Calder PC (2004b). Opposing effects of cis-9,trans-11 and trans-10,cis-12 conjugated linoleic acid on blood lipids in healthy humans. Am J Clin Nutr 80:614-620   DOI
56 Weldon S, Mitchell S, Kelleher D, Gibney MJ & Roche HM (2004). Conjugated linoleic acid and atherosclerosis: no effect on molecular markers of cholesterol homeostasis in THP-1 macrophages. Atherosclerosis 174:261-273   DOI   ScienceOn
57 Beppu F, Hosokawa M, Tanaka L, Kohno H, Tanaka T & Miyashita K (2006). Potent inhibitory effect of trans9, trans11 isomer of conjugated linoleic acid on the growth of human colon cancer cells. J Nutr Biochem 17:830-836   DOI   ScienceOn
58 Lai KL, Torres-Duarte AP & Vanderhoek JY (2005). 9-trans, 11-trans-CLA: antiproliferative and proapoptotic effects on bovine endothelial cells. Lipids 40:1107-1116   DOI   ScienceOn
59 Toomey S, Harhen B, Roche HM, Fitzgerald D & Belton O (2006). Profound resolution of early atherosclerosis with conjugated linoleic acid. Atherosclerosis 187:40-49   DOI   ScienceOn
60 Scimeca JA (1998). Toxicological evaluation of dietary conjugated linoleic acid in male Fischer 344 rats. Food Chem Toxicol 36:391-395   DOI   ScienceOn
61 Loscher CE, Draper E, Leavy O, Kelleher D, Mills KH & Roche HM (2005). Conjugated linoleic acid suppresses NF-kappa B activation and IL-12 production in dendritic cells through ERK-mediated IL-10 induction. J Immunol 175:4990-4998   DOI
62 Mitchell PL, Langille MA, Currie DL & McLeod RS (2005). Effect of conjugated linoleic acid isomers on lipoproteins and atherosclerosis in the Syrian Golden hamster. Biochim Biophys Acta 1734:269-276   DOI   ScienceOn
63 Ringseis R, Muller A, Herter C, Gahler S, Steinhart H & Eder K (2006). CLA isomers inhibit TNFalpha-induced eicosanoid release from human vascular smooth muscle cells via a PPARgamma ligand-like action. Biochim Biophys Acta 1760:290-300   DOI   ScienceOn
64 Ip C, Scimeca JA & Thompson HJ (1994). Conjugated linoleic acid. A powerful anticarcinogen from animal fat sources. Cancer 74:1050-1054   DOI   ScienceOn
65 Luongo D, Bergamo P & Rossi M (2003). Effects of conjugated linoleic acid on growth and cytokine expression in Jurkat T cells. Immunol Lett 90:195-201   DOI   ScienceOn
66 Olefsky JM (2001). Nuclear receptor minireview series. J Biol Chem 276:36863-36864   DOI   ScienceOn
67 Sugano M, Tsujita A, Yamasaki M, Noguchi M & Yamada K (1998). Conjugated linoleic acid modulates tissue levels of chemical mediators and immunoglobulins in rats. Lipids 33:521-527   DOI   ScienceOn
68 Huang YC, Luedecke LO & Shultz TD (1994). Effect of cheddar cheese consumption on plasma conjugated linoleic acid concentrations in men. Nutr Res 14:373-386   DOI   ScienceOn