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Incubation of Butyrivibrio fibrisolvens with different geometrical isomers of linoleic acid indicated the specificity of the biohydrogenation system for linoleic acid or for a conjugated dienoic acid. cis-9-Octadecenoic acid, trans-9-octadecenoic acid, and trans-11-octadecenoic acid were not hydrogenated by this bacterium. The intermediates and products of biohydrogenation of linoleic acid were identified as a Δ9,11-cis-trans (or trans-cis, or both)-octadecadienoic acid and a mixture of trans-9-octadecenoic acid and trans-11-octadecenoic acid. When different positional isomers of cis-trans-conjugated octadecadienoic acid were incubated, various trans-octadecenoic acids were produced, reflecting the double bond positions of the conjugated diene substrates. The first reaction in the biohydrogenation of linoleic acid by B. fibrisolvens is the isomerization of linoleic acid to the cis-trans (or trans-cis, or both)-conjugated octadecadienoic acid. This intermediate is then hydrogenated to form a mixture of the two trans-monoenoic acids.
Kepler et al. (Tue,) studied this question.
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