887752-13-8Relevant articles and documents
Controlled formation of mono- and dihydroxy-resolvins from EPA and DHA using soybean 15-lipoxygenase
Dobson, Eleanor P.,Barrow, Colin J.,Kralovec, Jaroslav A.,Adcock, Jacqui L.
, p. 1439 - 1447 (2013/06/26)
Resolvins and protectins are important anti-infl ammatory and pro-resolution compounds derived from the enzymatic oxidation of omega-3 fatty acids all -cis -5,8,11,14,17- eicosapentaenoic acid (EPA) and all -cis -4,7,10,13,16,19-docosahexaenoic acid (DHA). We have developed a simple, controlled method to synthesize an array of resolvin and protectin analogs from fatty acid starting materials using soybean 15-lipoxygenase. The conditions were optimized for the production of both mono- and dihydroxy derivatives, with enzyme concentration and pH found to have a signifi cant effect on the reaction products. The methods were applied to fi ve biologically important omega-3 and omega-6 fatty acid substrates. Mono- and dihydroxy compounds were successfully synthesized from all substrates and the products were characterized by normal phase (NP) HPLC , GC-MS, TOF-MS, UV-visible (UV-vis) spectroscopy, and NMR spectroscopy. The methods could be further applied to any polyunsaturated fatty acids containing the cis -1,4,7,10-undecatetraene moiety to produce a range of novel compounds with potential biological activity. Copyright