Bioconversion of n-3 and n-6 PUFA by Clavibacter sp. ALA2

Clavibacter sp. ALA2 oxidized n-3 and n-6 PUFA into a variety of oxylipins. Structures of products converted from EPA and DHA were determined as 15,18-dihydroxy-14,17-epoxy-5(Z),8(Z),11(Z)-eicosatrienoic acid and 17,20-dihydroxy-16,19-epoxy-4(Z),7(Z),10(Z),13(Z)-docosatetraenoic acid by GC–MS and NMR analyses. In contrast, γ-linolenic acid and arachidonic acid were converted to diepoxy bicyclic FA, tetrahydrofuranyl monohydroxy FA, and trihydroxy FA. Thus, the structures of bioconversion products were different between n-3 and n-6 PUFA. Furthermore, strain ALA2 placed hydroxy groups and cyclic structures at the same position from the ω-terminal despite the number of carbons in the chain and the double bonds in the PUFA.