Applied Microbiology and Biotechnology

, Volume 84, Issue 1, pp 87–97 | Cite as

Metabolic diversity in biohydrogenation of polyunsaturated fatty acids by lactic acid bacteria involving conjugated fatty acid production

  • Shigenobu Kishino
  • Jun Ogawa
  • Kenzo Yokozeki
  • Sakayu Shimizu
Biotechnological Products and Process Engineering


Lactobacillus plantarum AKU 1009a effectively transforms linoleic acid to conjugated linoleic acids of cis-9,trans-11-octadecadienoic acid (18:2) and trans-9,trans-11–18:2. The transformation of various polyunsaturated fatty acids by washed cells of L. plantarum AKU 1009a was investigated. Besides linoleic acid, α-linolenic acid [cis-9,cis-12,cis-15-octadecatrienoic acid (18:3)], γ-linolenic acid (cis-6,cis-9,cis-12–18:3), columbinic acid (trans-5,cis-9,cis-12–18:3), and stearidonic acid [cis-6,cis-9,cis-12,cis-15-octadecatetraenoic acid (18:4)] were found to be transformed. The fatty acids transformed by the strain had the common structure of a C18 fatty acid with the cis-9,cis-12 diene system. Three major fatty acids were produced from α-linolenic acid, which were identified as cis-9,trans-11,cis-15–18:3, trans-9,trans-11,cis-15–18:3, and trans-10,cis-15–18:2. Four major fatty acids were produced from γ-linolenic acid, which were identified as cis-6,cis-9,trans-11–18:3, cis-6,trans-9,trans-11–18:3, cis-6,trans-10–18:2, and trans-10-octadecenoic acid. The strain transformed the cis-9,cis-12 diene system of C18 fatty acids into conjugated diene systems of cis-9,trans-11 and trans-9,trans-11. These conjugated dienes were further saturated into the trans-10 monoene system by the strain. The results provide valuable information for understanding the pathway of biohydrogenation by anaerobic bacteria and for establishing microbial processes for the practical production of conjugated fatty acids, especially those produced from α-linolenic acid and γ-linolenic acid.


Conjugated linoleic acid CLA Conjugated fatty acid 



This work was partially supported by the Industrial Technology Research Grant Program in 2007 (no. 07A08005a to S.K.) and the Project for Development of a Technological Infrastructure for Industrial Bioprocesses on R&D of New Industrial Science and Technology Frontiers (to S.S.) from New Energy and Industrial Technology Development Organization (NEDO) of Japan, Grants-in-Aid for Scientific Research (no. 19780056 to S.K., no. 16688004 to J.O., and no. 18208009 to S.S.) and COE for Microbial-Process Development Pioneering Future Production Systems from the Ministry of Education, Culture, Sports, Science and Technology, Japan. S.K. was a recipient of a Research Fellowship (no. 01985) from the Japan Society for the Promotion of Science for Yong Scientists.

Supplementary material

253_2009_1949_Fig1_ESM.gif (346 kb)
Fig. S1

1H-NMR analysis of A1, and the structure of A1 identified (GIF 345 kb)

253_2009_1949_Fig1_ESM.tif (133 kb)
High resolution image file (TIF 132 kb)
253_2009_1949_Fig2_ESM.gif (403 kb)
Fig. S2

1H-NMR analysis of CGLA1, and the structure of CGLA1 identified (GIF 402 kb)

253_2009_1949_Fig2_ESM.tif (168 kb)
High resolution image file (TIF 168 kb)
253_2009_1949_Fig3_ESM.gif (368 kb)
Fig. S3

1H-NMR analysis of CGLA2, and the structure of CGLA2 identified (GIF 368 kb)

253_2009_1949_Fig3_ESM.tif (118 kb)
High resolution image file (TIF 117 kb)
253_2009_1949_Fig4_ESM.gif (434 kb)
Fig. S4

1H-NMR analysis of G2, and the structure of G2 identified (GIF 433 kb)

253_2009_1949_Fig4_ESM.tif (185 kb)
High resolution image file (TIF 185 kb)
253_2009_1949_Fig5_ESM.gif (356 kb)
Fig. S5

1H-NMR analysis of G1, and the structure of G1 identified (GIF 356 kb)

253_2009_1949_Fig5_ESM.tif (148 kb)
High resolution image file (TIF 147 kb)


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Copyright information

© Springer-Verlag 2009

Authors and Affiliations

  • Shigenobu Kishino
    • 1
    • 2
  • Jun Ogawa
    • 1
    • 3
  • Kenzo Yokozeki
    • 2
  • Sakayu Shimizu
    • 1
  1. 1.Laboratory of Fermentation Physiology and Applied Microbiology, Division of Applied Life Sciences, Graduate School of AgricultureKyoto UniversitySakyo-kuJapan
  2. 2.Laboratory of Industrial Microbiology, Graduate School of AgricultureKyoto UniversitySakyo-kuJapan
  3. 3.Research Division of Microbial SciencesKyoto UniversitySakyo-kuJapan

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