caa a22 4500 477101143 CHVBK 20180405111541.0 cr unu---uuuuu 170330e19960201xx s 000 0 eng 10.1007/BF00206249 doi (NATIONALLICENCE)springer-10.1007/BF00206249 Desaturation of oxygenated fatty acids in Lesquerella and other oil seeds [Elektronische Daten] [Nicki Engeseth, Sten Stymne] Species of the genus Lesquerella, within the Brassicaceae family, have seed oils containing hydroxy fatty acids. In most Lesquerella species, either lesquerolic (14-hydroxy-eicosa-11-enoic), auricolic (14-hydroxy-eicosa-11,17-dienoic) or densipolic (12-hydroxy-octadeca-9,15-dienoic) acid dominates in the seed oils. Incubations of developing seed from Lesquerella species with 1-14C-fatty acids were conducted in order to study the biosynthetic pathways of these hydroxylated fatty acids. [14C]Oleic (octadeca-9-enoic) acid, but not [14C]linoleic (octadeca-9,12-dienoic) acid, was converted into the hydroxy fatty acid, ricinoleic (12-hydroxy-octadeca-9-enoic) acid, which was rapidly desaturated to densipolic (12-hydroxy-octadeca-9,15-dienoic) acid. In addition, [14C] ricinoleic acid added to Lesquerella seeds was efficiently desaturated at the Δ15 carbon. A pathway for the biosynthesis of the various hydroxylated fatty acids in Lesquerella seeds is proposed. The demonstration of desaturation at position Δ15 of a fatty acid with a hydroxy group at position Δ12 in Lesquerella prompted a comparison of the substrate recognition of the desaturases from Lesquerella and linseed. It was demonstrated that developing linseed also was able to desaturate ricinoleate at position Δ15 into densipolic acid. In addition, the linseed Δ15 desaturase was able to desaturate vernolic (12,13-epoxy-octadeca-9-enoic) acid and safflower microsomal Δ12 desaturase was able to desaturate 9-hydroxy-stearate. Thus, hydroxy and epoxy groups may substitute for double bonds in substrate recognition for oil-seed Δ12 and Δ15 desaturases. Springer-Verlag, 1996 Desaturation nationallicence Fatty acid nationallicence Hydroxylation nationallicence Lesquerella nationallicence Oil seed nationallicence GLC : gas-liquid chromatography nationallicence lysoPC : palmitoyl-lysophosphatidylcholine nationallicence PC : phosphatidylcholine nationallicence Engeseth Nicki Department of Botany and Plant Pathology, Michigan State University, 48824-1312, East Lansing, MI, USA aut Stymne Sten Department of Plant Physiology, Swedish University of Agricultural Sciences, P.O. Box 7047, S-750 07, Uppsala, Sweden aut Planta Springer-Verlag 198/2(1996-02-01), 238-245 0032-0935 198:2<238 1996 198 425 https://doi.org/10.1007/BF00206249 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00206249 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Engeseth Nicki Department of Botany and Plant Pathology, Michigan State University, 48824-1312, East Lansing, MI, USA aut NATIONALLICENCE 700 1- Stymne Sten Department of Plant Physiology, Swedish University of Agricultural Sciences, P.O. Box 7047, S-750 07, Uppsala, Sweden aut NATIONALLICENCE 773 0- Planta Springer-Verlag 198/2(1996-02-01), 238-245 0032-0935 198:2<238 1996 198 425 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer