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  • 1 Sapientia — Hungarian University of Transylvania, RO-530104 Csíkszereda, Szabadság tér 1. Romania
  • 2 Kaposvár University, H-7400 Kaposvár, Guba S. u. 40. Hungary
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The addition of synthetic CLA is a possible way in order to compose foods enriched with conjugated linoleic acids (CLAs). The most environmental friendly methods for CLA synthesis are based on microbial biosynthesis. With homogeneous catalysis using organometallic catalysts (Ru and Rh complexes) high (approximately 80%) yields were obtained with high selectivity related to bioactive isomers. The heterogeneous catalysis has the advantage that at the end of the reaction there is no need for a supplementary separation operation or recycling of the catalyst. In heterogeneous process, the maximum yield may even be higher than 90% and the selectivity remains quite high as the reaction conditions are optimized. The substrates for obtaining CLAs are, in general, linoleic acid or alkyl linoleates and the catalysis is acidic. The yield and the selectivity depend on the strength and the type of acidic sites, as well as on the size distribution of the particles. Beside the existing catalytic methods, a photocatalytic process with UV and visible light irradiation with iodine promoter can be applied.

  • Andrade, J.C., Ascenção, K, Gullón, P., Henriques, S.M., Pinto, J.M., Rocha-Santos, T.A.P., Freitas, A.C. & Gomes, A.M. (2012): Production of conjugated linoleic acid by food-grade bacteria: a review. Int. J. Dairy Technol., 65, 467481.

    • Search Google Scholar
    • Export Citation
  • Bauer, P., Horlacher, P. & Claus, P. (2009): Direct isomerization of linoleic acid to conjugated linoleic acid using gold catalyst. Chem. Engng Technol., 32, 20052010.

    • Search Google Scholar
    • Export Citation
  • Bernas, A., Kumar, N., Maki-Arvela, P., Holmbom, B., Salmi, T. & Murzin, D.Y. (2004): Heterogeneous catalytic production of conjugated linoleic acid. Org. Proc. Res. Dev., 8, 341362.

    • Search Google Scholar
    • Export Citation
  • 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. Micribiol., 94, 138145.

    • Search Google Scholar
    • Export Citation
  • Consorti, C.S., Aydos, G.L.P., Ebeling, G. & Dupont, J. (2009): Multiphase catalytic isomerisation of linoleic acid by transition metal complexes in ionic liquids. Appl. Catal., 371, 114120.

    • Search Google Scholar
    • Export Citation
  • Deshpande, V.M., Gadkari, R.G., Mukesh, D. & Narasimhan, C.S. (1985): Studies on kinetics of catalytic isomerization of methyl linoleate. J. Am. Oil Chem. Soc., 62, 734738.

    • Search Google Scholar
    • Export Citation
  • Dianóczki, C., Kövári, J., Novák, L. & Poppe, L. (2010): Method for the preparation of conjugated linoleic acid. European Patent EP1709144.

    • Search Google Scholar
    • Export Citation
  • Frankel, E.N. (1970): Homogeneous catalytic conjugation of polyunsaturated fats by chromium carbonyls. J. Am. Oil Chem. Soc., 47, 3336.

    • Search Google Scholar
    • Export Citation
  • Fukuda, S., Furuya, H.Y., Suzuki, N., Asanuma, N. & Hino, T. (2005): A new strain of Butyrivibrio fibrisolvens that has high ability to isomerize linoleic acid to conjugated linoleic acid. J. Gen. Appl. Microbiol., 51, 105113.

    • Search Google Scholar
    • Export Citation
  • Gangidi, R.R. & Proctor, A. (2004): Photochemical production of conjugated linoleic acid from soybean oil. Lipids, 39, 577582.

  • Ha, Y.L., Grimm, N.K. & Pariza, M.W. (1989): Newly recognized anticarcinogenic fatty acids: identification and quantification in natural and processed cheeses. J. Agric. Fd Chem., 37, 7581.

    • Search Google Scholar
    • Export Citation
  • Jain, V.P. & Proctor, A. (2006): Photocatalytic production and processing of conjugated linoleic acid-rich soy oil. J. Agric. Fd Chem., 54, 55905596.

    • Search Google Scholar
    • Export Citation
  • Jain, V.P., Proctor, A. & Lall, R. (2008): Pilot-scale production of conjugated linoleic acid-rich soy oil by photoirradiation. J. Fd Sci., 73, 183192.

    • Search Google Scholar
    • Export Citation
  • Kim, Y.J., Liu, R.H., Bond, D.R. & Russel, J.B. (2000): Effect of linoleic acid concentration on conjugated linoleic acid production by Butyrivibrio fibrisolvens A38. Appl. Environ. Microbiol., 66, 52265230.

    • Search Google Scholar
    • Export Citation
  • Kishino, S., Ogawa, J., Omura, Y., Matsumura, K. & Shimizu, S. (2002): Conjugated linoleic acid production from linoleic acid by lactic acid bacteria. J. Am. Oil Chem. Soc., 79, 159163.

    • Search Google Scholar
    • Export Citation
  • Kishino, S., Ogawa, J., Yokozeki, K. & Shimizu, S. (2011): Linoleic acid isomerase in Lactobacillus plantarum AKU1009a proved to be a multi-component enzyme system requiring oxidoreduction cofactors. Biosci. Biotechnol. Biochem., 75, 318322.

    • Search Google Scholar
    • Export Citation
  • Kreich, M. & Claus, P. (2005): Direct conversion of linoleic acid over silver catalyst in the presence of H2: An unusual way toward conjugated linoleic acid. Angew. Chem. Int. Ed., 44, 78007804.

    • Search Google Scholar
    • Export Citation
  • Larock, R.C., Dong, X., Chung, S., Reddy, C.K. & Ehlers, L.E. (2001): Preparation of conjugated soybean oil and other natural oils and fatty acids by homogeneous transition metal catalysis. J. Am. Oil Chem. Soc., 78, 447453.

    • Search Google Scholar
    • Export Citation
  • Lin, T.Y., Lin, C.W. & Wang, Y.J. (2002): Linoleic acid isomerase activity in enzyme extracts from Lactobacillus acidophilus and Propionibacterium freudenreichii ssp. shermanii. J. Fd Sci., 67, 15021505.

    • Search Google Scholar
    • Export Citation
  • Millis, J.R., Tupy, M.J., Abraham, T.W. & De Souza, M.L. (2011): Method for making industrial chemicals. US7960599 B2.

  • 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, 12461252.

    • Search Google Scholar
    • Export Citation
  • Pariza, M.W., Park, Y. & Cook, M.E. (2001): The biologically active isomers of conjugated linoleic acid. Prog. Lipid Res., 40, 283298.

    • Search Google Scholar
    • Export Citation
  • Philippaerts, A., Goossens, S., Jacobs, P.A. & Sels, B.F. (2011): Catalytic production of conjugated fatty acids and oils. Chem. Sus. Chem., 4, 684702.

    • Search Google Scholar
    • Export Citation
  • Quirino, R.L. & Larock, R.C. (2012): Rh-based biphasic isomerization of carbon-carbon double bonds in natural oils. J. Am. Oil Chem. Soc., 89, 11131124.

    • Search Google Scholar
    • Export Citation
  • Salamon, R.V. LÓKI, K. Csapó-Kiss, ZS. & CsapÓ, J. (2009): Changes in the fatty acid composition and conjugated linoleic acid content of sour dairy products caused by pure cultures. Acta Universitatis Sapientiae – Alimentaria, 2, 276286.

    • Search Google Scholar
    • Export Citation
  • Salamon, R.V., LÓki, K., Csapó-Kiss, ZS., SALAMON, SZ. & CsapÓ, J. (2012): Fatty acid profile of sour dairy products produced by different starter cultures. Acta Agr. Slov. 3, 323326.

    • Search Google Scholar
    • Export Citation
  • Seki, K., Kaneko, R. & Kobayashi, K. (1998): Photoconjugation of methyl linoleate in the presence of iodine as a sensitizer. Yukagaku, 38, 949954.

    • Search Google Scholar
    • Export Citation
  • You, Q., Yin, X., Gu, X., Xu, H. & Sang, L. (2011): Purification, immobilization and characterization of linoleic acid isomerase on modified palygorskite. Bioprocess. Biosyst. Engng, 34, 757765.

    • Search Google Scholar
    • Export Citation
  • Zhang, B., Rong, C., Chen, H., Song, Y., Zhang, H. & Chen, W. (2012): De novo synthesis of t-10, c-12 conjugated linoleic acid in oleaginous yeast Yarrowia lipolytica. Microb. Cell Fact., DOI:10.1186/1475-2859-11-51.

    • Search Google Scholar
    • Export Citation

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