Submitted to: American Chemical Society Abstracts
Publication Type: Abstract Only
Publication Acceptance Date: 4/1/2004
Publication Date: N/A
Citation: Interpretive Summary:
Technical Abstract: Previously, we reported that Clavibacter sp. ALA2 produced many new oxygenated products from linoleic acid such as: 12,13-dihydroxy-9Z-octadecenoic acid (12,13-DHOA), 12,13,17-trihydroxy-9Z-octadecenoic acid (12,13,17-THOA), 12:17; 13:17-diepoxy-9Z-octadecenoic acid (DEOA), 7-hydroxy-DEOA, and two tetrahydrofuranyl unsaturated fatty acids (THFAs). We also found that strain ALA2 converted a-linolenic acid into THFAs. Now we have found that strain ALA2 converts other n-3 and n-6 polyunsaturated fatty acids (PUFAs) into novel products. Eicosapentaenoic acid and docosahexaenoic acid were converted to 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, respectively. In contrast, n-6 fatty acids such as linoleic acid, y-linolenic acid and arachidonic acid were converted to diepoxy bicyclic fatty acids, tetrahydrofuranyl monohydroxy fatty acids, and trihydroxy fatty acids. Thus, the structures of bioconversion products were different between n-3 and n-6 PUFAs. All of these new products have high potential of being used in biomedical applications.