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The trans-10,cis-15 18:2: a Missing Intermediate of trans-10 Shifted Rumen Biohydrogenation Pathway?

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Lipids

Abstract

The “trans-10 shifted” biohydrogenation pathway is frequently established in the rumen when high starch diets are fed to ruminants, resulting in the accumulation of trans-10 18:1 in ruminant products. It has been proposed that the “trans-10 shifted” biohydrogenation pathway of α-linolenic acid generates two intermediates, the trans-10,cis-15 18:2 and trans-10,cis-12,cis-15 18:3, although none of these have been found in the rumen. We analyzed digestive contents and meat samples from two trials, where animals were fed: a compound feed diet supplemented with 8 % oil blend containing linseed oil (samples A); and a forage based diet supplemented with 6 % linseed oil (samples B). The use of the new SLB-IL111 chromatographic column allowed the detection of two different 18:2 isomers in each sample trial, which could not be resolved when the CP-Sil 88 column is used. The two 18:2 isomers were characterized by mass spectrometry using 4,4-dimethyloxazoline derivatives. However, because they were subject to higher temperatures and present different chromatographic properties compared with the fatty acid methyl esters, we also used the “covalent adduct chemical ionization” technique to confirm the identity of both 18:2 isomers. We detected and identified the 10,15-18:2 in samples A and the 11,15-18:2 in samples B. The geometry of both isomers was tentatively assigned as trans,cis taking in account their elution order and biologic plausibility. As far as we know, this is the first time that the trans-10,cis-15 18:2 has been found in ruminant digestive contents and meat samples associated with the “trans-10 shifted” biohydrogenation pathway of α-linolenic acid.

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Abbreviations

CACI:

Covalent adduct chemical ionization

CACIMS/MS:

Covalent adduct chemical ionization tandem mass spectrometry

CI:

Chemical ionization

DMOX:

4,4-Dimethyloxazoline

FAME:

Fatty acid methyl ester(s)

GC–MS:

Gas chromatography mass spectrometry

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Acknowledgments

We gratefully acknowledge Olga Moreira and Paula Portugal from INIAV for kindly allowing us to use the Varian Saturn 2200 equipment. SPA was supported by Fundação para a Ciência e a Tecnologia (FCT) through the grant SFRH/BPD/76836/2011. The work was also supported by FCT through grants PEst-OE/AGR/UI0276/2011 and PTDC/CVT/120122/2010.

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  1. CIISA, Faculdade de Medicina Veterinária (FMV), Universidade de Lisboa (ULisboa), Av. da Universidade Técnica, 1300-477, Lisbon, Portugal

    Susana P. Alves & Rui J. B. Bessa

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Correspondence to Susana P. Alves.

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Alves, S.P., Bessa, R.J.B. The trans-10,cis-15 18:2: a Missing Intermediate of trans-10 Shifted Rumen Biohydrogenation Pathway?. Lipids 49, 527–541 (2014). https://doi.org/10.1007/s11745-014-3897-4

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