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

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Abstract

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.

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Acknowledgment

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.

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Correspondence to Jun Ogawa.

Electronic supplementary material

Fig. S1

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

Fig. S1

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

Fig. S3

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

Fig. S4

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

Fig. S5

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

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Kishino, S., Ogawa, J., Yokozeki, K. et al. Metabolic diversity in biohydrogenation of polyunsaturated fatty acids by lactic acid bacteria involving conjugated fatty acid production. Appl Microbiol Biotechnol 84, 87–97 (2009). https://doi.org/10.1007/s00253-009-1949-0

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  • DOI: https://doi.org/10.1007/s00253-009-1949-0

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