Kinetics of microbial hydrogenation of free linoleic acid to conjugated linoleic acids

Journal of Applied Microbiology

Volumn 105, Issue 6, 2008, Pages 2239-2247

  Xu, H ^a   Lee, H Y ^a   Hwang, B ^b   Nam, J H ^c   Kang, H Y ^d   Ahn, J ^a  

^a Kangwon National University   (South Korea)

^b Chonnam National University   (South Korea)

^c Glami Co Ltd   (South Korea)

^d Korea Forest Research Institute   (South Korea)

Author keywords

Biohydrogenation; Conjugated linoleic acid; Lactobacillus; Linoleic acid; Probiotic

Indexed keywords

BACILLI;

ACID CONCENTRATIONS; ACID TOLERANCE; BACTERIAL STRAINS; BIFIDOBACTERIUM LONGUM; BIOHYDROGENATION; CONJUGATED LINOLEIC ACID; LACTOBACILLUS; LACTOBACILLUS ACIDOPHILUS; PROBIOTIC BACTERIA; PROBIOTICS;

LINOLEIC ACID;

CONJUGATED LINOLEIC ACID; LINOLEIC ACID; PROBIOTIC AGENT; STEARIC ACID;

BACTERIUM; FATTY ACID; FOOD SAFETY; HYDROGEN; PROBIOTICS; REACTION KINETICS; REACTION RATE;

ARTICLE; BACTERIAL KINETICS; BACTERIAL STRAIN; BIFIDOBACTERIUM LONGUM; BIOSYNTHESIS; CHEMICAL REACTION KINETICS; CONCENTRATION RESPONSE; CONJUGATION; CONTROLLED STUDY; HYDROGENATION; IN VITRO STUDY; LACTOBACILLUS ACIDOPHILUS; LACTOBACILLUS BREVIS; LACTOBACILLUS CASEI; LACTOBACILLUS PARACASEI; LACTOBACILLUS RHAMNOSUS; NONHUMAN; TECHNIQUE;

BACTERIA (MICROORGANISMS); BIFIDOBACTERIUM LONGUM; LACTOBACILLUS; LACTOBACILLUS ACIDOPHILUS;

EID: 56649106570     PISSN: 13645072     EISSN: 13652672     Source Type: Journal    
DOI: 10.1111/j.1365-2672.2008.03937.x     Document Type: Article

References (53)

1. Alonso, L., Cuesta, E.P. Gilliland, S.E. (2003) Production of free conjugated linoleic acid by Lactobacillus acidophilus and Lactobacillus casei of human intestinal origin. J Dairy Sci 86, 1941 1946.
2. Barrett, E., Ross, R.P., Fitzgerald, G.F. Stanton, C. (2007) Rapid screening method for analyzing the conjugated linoleic acid production capabilities of bacterial cultures. Appl Environ Microbiol 73, 2333 2337.
3. Beam, T.M., Jenkins, T.C., Moate, P.J., Kohn, R.A. Palmquist, D.L. (2000) Effects of amount and source of fat on the rates of lipolysis and biohydrogenation of fatty acids in ruminal contents. J Dairy Sci 83, 2564 2573.
4. Beaulieu, A.D., Drackley, J.K. Merchen, N.R. (2002) Concentrations of conjugated linoleic acid (cis-9, trans-11-octadecadienoic acid) are not increased in tissue lipids of cattle fed a high-concentrate diet supplemented with soybean oil. J Anim Sci 80, 847 861.
5. Belury, M.A., Moya-Camarena, S.Y., Liu, K.L. Vanden Heuvel, J.P. (1997) Dietary conjugated linoleic acid induces peroxisome-specific enzyme accumulation and ornithine decarboxylase activity in mouse liver. J Nutr Biochem 8, 579 584.
6. Chikunya, S., Demirel, G., Enser, M., Wood, J.D., Wilkinson, R.G. Sinclair, L.A. (2004) Biohydrogenation of dietary n-3 PUFA and stability of ingested vitamin E in the rumen, and their effects on microbial activity in sheep. Brit J Nut 91, 539 550.
7. Christie, W.W., Sebedio, J.L. Juneda, P. (2001) A practical guide to the analysis of conjugated linoleic acid (CLA). Inform 12, 147 152.
8. Coakley, M., Ross, R.P., Nordgren, M., Fitzgerald, G., Devery, R. Stanton, C. (2003) Conjugated linoleic acid biosynthesis by human-derived Bifidobacterium species. J Appl Microbiol 94, 138 145.
9. Collomb, M., Sieber, R. Butikofer, U. (2007) CLA isomer in milk fat from cows fed diets with high levels of unsaturated fatty acids. Lipids 39, 355 364.
10. Dhiman, T.R., Anand, G.R., Satter, L.D. Pariza, N.W. (1999) Conjugated linoleic acid content of milk from cows fed different diets. J Dairy Sci 82, 2146 2156.
11. Dunford, N.T. (2001) Health benefits and processing of lipid-based nutritionals. Food Technol 55, 38 44.
12. Eyssen, H. Verhulst, A. (1984) Biotransformation of linoleic acid and bile acids by Eubacterium lentum. Appl Environ Microbiol 47, 39 43.
13. Fritsche, J., Fritsche, S., Solomon, M.B., Mossoba, M.M., Yurawecz, M.P., Morehouse, K. Kim, Y. (2000) Quantitative determination of conjugated linoleic acid isomers in beef fat. Eur J Lipid Sci Technol 102, 667 672.
14. Fuller, R. (1989) Probiotics in man and animals. J Appl Bacteriol 66, 365 378.
15. Gangidi, R.R. Proctor, A. (2004) Photochemical production of conjugated linoleic acid from soybean oil. Lipids 39, 577 582.
16. Ha, Y.L., Grimm, N.K. Pariza, M.W. (1987) Anticarcinogens from fried ground beef: heat-altered derivatives of linoleic acid. Carcinogenesis 8, 1881 1887.
17. Hayek, M.G., Han, S.N., Wu, D.Y., Watkins, B.A., Meydani, M., Dorsey, J.L., Smith, D.E. Meydani, S.N. (1999) Dietary conjugated linoleic acid influences the immune response of young and old C57BL/6NCrlBR mice. J Nutr 129, 32 38.
18. Howgate, P. (2005) Kinetics of degradation of adenosine triphosphate in chill-stored rainbow trout (Oncorhynchus mykiss). Int J Food Sci Technol 40, 579 588.
19. Ip, C., Chin, S.F., Scimeca, J.A. Pariza, M.W. (1991) Mammary cancer prevention by conjugated dienoic derivative of linoleic acid. Cancer Res 51, 6118 6124.
20. Ip, C., Singh, M., Thompson, H.J. Scimeca, J.A. (1994) Conjugated linoleic acid suppresses mammary carcinogenesis and proliferative activity of the mammary gland in the rat. Cancer Res 54, 1212 1215.
21. Irmak, S., Dunford, N.T., Gilliland, S.E., Banskalieva, V. Eisenmenger, M. (2006) Biocatalysis of linoleic acid to conjugated linoleic acid. Lipids 41, 771 776.
22. Jiang, J., Bjorck, L. Fondeni, R. (1998) Production of conjugated linoleic acid by dairy starter cultures. J Appl Microbiol 85, 95 102.
23. Joo, S.T., Lee, J.I., Ha, Y.L. Park, G.B. (2002) Effects of dietary conjugated linoleic acid on fatty acid composition, lipid oxidation, color, and water-holding capacity of port loin. J Anim Sci 80, 108 112.
24. Jung, M.Y., Kim, G.-B., Jang, E.S., Jung, Y.K., Park, S.Y. Lee, B.H. (2006) Improved extraction method with hexane for gas chromatographic analysis of conjugated linoleic acids. J Dairy Sci 89, 90 94.
25. Kelly, M.L., Berry, J.R., Dwyer, D.A., Griinari, J.M., Chouinard, P.Y., van Amburgh, M.E. Bauman, D.E. (1998) Dietary fatty acid sources affect conjugated linoleic acid concentrations in milk lactating dairy cows. J Nutr 128, 881 885.
26. Kepler, C.R. Tove, S.B. (1967) Biohydrogenation of unsaturated fatty acids. J Biol Chem 242, 5686 5692.
27. Kepler, C.R., Hirons, K.P., McNeill, J.J. Tove, S.B. (1966) Intermediates and products of the biohydrogenation of linoleic acid by Butyrivibrio fibrisovens. J Biol Chem 241, 1350 1354.
28. Khanal, R.C. Dhiman, T.R. (2004) Biosynthesis of conjugated linoleic acid (CLA): a review. Pakistan J Nutr 3, 72 81.
29. Kim, Y.J., Liu, R.H., Bond, D.R. Russell, J.B. (2000) Effect of linoleic acid concentration on conjugated linoleic acid production by Butyrivibrio fibrisolvens A38. Appl Environ Microbiol 66, 5226 5230.
30. Lee, S.-O., Kim, C.S., Cho, S.K., Choi, H.J., Ji, G.E. Oh, D.-K. (2003) Bioconversion of linoleic acid into conjugated linoleic acid during fermentation and by washed cells of Lactobacillus reuteri. Biotechnol Lett 25, 935 938.
31. Lin, T.Y., Lin, C.W. Lee, C.H. (1999) Conjugated linoleic acid concentration as affected by lactic cultures and added linoleic acid. Food Chem 67, 1 5.
32. Medina, E.A., Horn, W.F., Keim, N.L., Havel, P.J., Benito, P., Kelley, D.S., Nelson, G.J. Erickson, K.L. (2000) Conjugated linoleic acid supplementation in human: effects on circulation leptin concentration and appetite. Lipids 35, 783 788.
33. Mesley, E.E., Powell, G.L., Riley, M.B. Jenkins, T.C. (2002) Microbial biohydrogenation of oleic acid to trans isomers in vitro. J Lipid Res 43, 290 296.
34. Nakagawa, Y., Nitahara, Y. Miyamura, S. (1979) Kinetic studies on enzymatic acetylation of chloramphenicol in Streptococcus faecalis. Antimicrob Agents Chemoth 16, 719 723.
35. Nicolosi, R.J., Rogers, E.J., Kritchevsky, D., Scimeca, J.A. Huth, P.J. (1997) Dietary conjugated linoleic acid reduces plasma lipoproteins and early aortic atherosclerosis in hypercholesterolemic hamsters. Artery 22, 266 277.
36. van Nieuwenhove, C.P., Oliszewski, R., Gonzalez, S.N. Perez Chaia, A.B. (2007) Conjugated linoleic acid conversion by dairy bacteria cultured in MRS broth and buffalo milk. Lett Appl Microbiol 44, 467 474.
37. Nuernberg, K., Dannenberger, D., Ender, K. Nuernberg, G. (2007) Comparison of different methylation methods for the analysis of conjugated linoleic acid isomers by silver ion HPLC in beef lipids. J Agricul Food Chem 55, 598 602.
38. O'Shea, M., Bassaganya-Riere, J. Mohede, I.C.M. (2004) Immunomodulatory properties of conjugated linoleic acid. Am J Clin Nutr 79, 1199S 1206S.
39. Ogawa, J., Matsumura, K., Kishino, S., Omura, Y. Shimizu, S. (2001) Conjugated linoleic acid accumulation via 10-hydroxy-12-octadecaenoic acid during microaerobic transformation of linoleic acid by Lactobacillus acidophilus. Appl Environ Microbiol 67, 1246 1252.
40. Oh, D.-K., Hong, G.-H., Lee, Y., Min, S., Sin, H.-S. Cho, S.K. (2003) Production of conjugated linoleic acid by isolated Bifidobacterium strains. World J Microbiol Biotechnol 19, 907 912.
41. Pariza, M.W. Yang, X.-Y. (1999) Method of producing conjugated fatty acids. US Patent 7084286.
42. Piperova, L.S., Sampugna, J., Teter, B.B., Kalscheur, K.F., Yurawecz, M.P., Ku, Y., Morehouse, K.M. Erdman, R.A. (2002) Duodenal and milk trans octadecenoic acid and conjugated linoleic acid (CLA) isomers indicate that postabsorptive synthesis is the predominant source of cis-9-containing CLA in lactating dairy cows. J Nutr 132, 1235 1241.
43. Rainio, A., Vahvaselka, M., Suomalainen, T. Laakso, S. (2001) Reduction of linoleic acid inhibition in production of conjugated linoleic acid by Propionibacterium freudenreichii spp. shermanii. Can J Microbiol 47, 735 740.
44. Rainio, A., Vahvaselkä, M., Suomalainen, T. Laakso, S. (2002) Production of conjugated linoleic acid by Propionibacterium freudenreichii ssp. shermanii. Lait 82, 91 101.
45. Ribeiro, C.V.D.M., Eastridge, M.L., Firkims, J.L., St-Pierre, N.R. Palmquist, D.L. (2007) Kinetics of fatty acid biohydrogenation in vitro. J Dairy Sci 90, 1405 1416.
46. Ryder, J.W., Portocarrero, C.P., Song, X.M., Cui, L., Yu, M., Combatsiaris, T., Galuska, D., Bauman, D.E. et al. (2001) Isomer-specific antidiabetic properties of conjugated linoleic acid: improved glucose tolerance, skeletal muscle, insulin action, and UCP-2 gene expression. Diabetes 50, 1149 1157.
47. Steen, R.W.J. Porter, M.G. (2003) The effects of high-concentrate diets and pasture on the concentration of conjugated linoleic acid in beef muscle and subcutaneous fat. Grass Forage Sci 58, 50 57.
48. Steinhart, H., Rickert, R. Winkler, K. (2003) Identification and analysis of conjugated linoleic acid isomers (CLA). Eur J Med Res 8, 370 372.
49. Troegeler-Meynadier, A., Nicot, M.C., Bayourthe, C., Moncoulon, R. Enjalbert, F. (2003) Effects of pH and concentrations of linoleic and linolenic acids on extent and intermediates of ruminal biohydrogenation in vitro. J Dairy Sci 86, 4054 4063.
50. van de Vossenberg, J.L.C.M. Joblin, K.N. (2003) Biohydrogenation of C18 unsaturated fatty acids to stearic acid by a strain of Butyrivibrio hungatei from the bovine rumen. Lett Appl Microbiol 37, 424 428.
51. Wales, W.J., Kolver, E.S., Thorne, P.L. Egan, A.R. (2004) Diurnal variation in ruminal pH on the digestibility of highly digestible perennial ryegrass during continuous culture fermentation. J Dairy Sci 87, 1864 1871.
52. Wang, L.-M., Lv, J.-P., Chu, Z.-Q., Cui, Y.-Y. Ren, X.-H. (2007) Production of conjugated linoleic acid by Propionibacterium freudenreichii. Food Chem 103, 313 318.
53. Wu, Z., Ohazuruka, O.A. Palmquist, D.L. (1991) Ruminal synthesis, biohydrogenation, and digestibility of fatty acids by dairy cows. J Dairy Sci 74, 3025 3034.